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Local oil painter Barb Wallace's portfolio exhibit called "Places Need Keepers" is on display in the Loving Cup Tasting Room Gallery through July 26. Barb designed Loving Cup's first wine labels in 2013.
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C-VILLE Restaurant Week 2026 at Early Mountain Vineyards. July 20–26.
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Enjoy Wednesday evening with Keswick wines, local beers, or canned cocktails. South Canal Street Band brings live music to the open-air courtyard.
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Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA, just outside Charlottesville! Wander through vibrant sunflower fields, capture unforgettable moments with friends & family, and cool off with refreshing drinks. From sunflower picking to stunning views, it's the ultimate summer escape.
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Play one of our games or bring your own! $15 pitchers from 5-9pm.
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Porch Nights live music at Eastwood Farm and Winery featuring Anthony Semiao.
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Calling All Planeswalkers! Join us at Bold Rock Nellysford for a Magic: The Gathering get together on July 23 at 6pm, led by our very own Nolan Inestia! All players who show up with their deck will receive 1 free cider!
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Tailgate Thursdays are back! Live Music: Moonglow. Fresh Eats: Crozet Seafood will be onsite. The grills are fired up and ready for you! Pack your dancing shoes, favorite grill-ables, lawn games, picnic blankets, and family.
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It's Trivia time! Grab your family and friends and come play trivia at the tasting room with hosts Mike & Miranda. Play alone or bring a team (max 6 players). 5 rounds; game starts at 6:15pm. Cider and food from the Potter's kitchen.
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Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA. Wander through vibrant sunflower fields, capture unforgettable moments with friends & family, and cool off with refreshing drinks.
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Live Music at Eastwood Farm and Winery featuring the Jamal Millner Trio.
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Enjoy great wine along with great music from Gina Sobel and Matt Draper.
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Virginia Oyster & Wine Celebration With Live Music at Eastwood Farm and Winery.
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The Gladstones are returning to our tropical oasis here in Free Union! Bring your friends, grab your favorite GHW&B wine or brew, and get ready to rock out to their great rock 'n' roll and original tunes!
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Ease into the weekend with 1/2 price wine flights and live music from "Acoustic" Aubrey. Aubrey plays venues all over Virginia, DC, Maryland, and North Carolina and is best known for covers of classic R&B, jazz, acoustic rock, and more. Always a great time at DuCard to sit, relax, and enjoy a fantastic evening of music. Terrific views, lite noshings, and great wine complete the evening. No cover. Reservations are recommended.
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Join us every Friday for live, local music from 5:30-8 with no cover charge! Fried seafood specials also available.
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Friday Sundowner's Music Series at Merrie Mill Farm & Vineyard featuring Jacob Paul Allen. Enjoy live music in a beautiful vineyard setting.
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Friday night music. Come kick back with some good tunes and delicious cider — live music from the Paxton Henderson Trio to set the perfect tone for a feel good Friday.
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Join Pollak Vineyards for the America 250 Series — An Evening with Fred Reno. A special wine tasting event.
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From the trenches of World War I to the pivotal battles of World War II, we'll explore the leaders, heroes, events, innovations, and moments that shaped the 20th century. Whether you're a history enthusiast or just love a good trivia challenge, this night is sure to be packed with fun and fascinating facts.
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Our annual wine-and-dinner experience celebrates the flavors of the Southern United States at the height of summer. This seasonal menu highlights classic Southern cuisine and regional ingredients, as we toast America's 250th anniversary. Price: $100, including wine pairings and service. Wine Club Members receive 20% off first two tickets purchased.
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Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA. Wander through vibrant sunflower fields, capture unforgettable moments with friends & family, and cool off with refreshing drinks.
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Danny Jams is an indie-electronic loop artist based in Richmond, VA. His music combines jam-focused sounds in a relaxed setting in Keswick's open-air courtyard.
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Discover the best of Trump Winery with our exclusive Trump Grand Tasting Experience—a guided tasting of 6 hand-selected estate-grown wines, including limited-production and award-winning selections, set in the Meritage Barrel Room. Led by a knowledgeable wine educator. Includes a souvenir wine glass. Advance reservations required. Limited availability.
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Join Head Winemaker Boela Gerber for a guided hike to the Glade, where great conversation, lunch, and wine await at the top.
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Join Keswick Vineyards for a coastal culinary delight at the 4th Annual Lobster Festival! Dive into a seafood feast paired with Keswick wines in the open-air courtyard.
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Live Music at Eastwood Farm and Winery featuring Paxton Henderson.
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There is no better way to spend a Saturday afternoon than at Valley Road Vineyards + the engaging performance of Shane Click!
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Live Music + Great Food = The Perfect Saturday! Cason Spencer LIVE at Woodbrook Farm Vineyard. Food Truck: Home Fried Foods. Set against the beautiful Blue Ridge Mountains.
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We're hosting a summer celebration for Christmas in July! What is Christmas in July, you ask? It's a Christmas celebration held during the summer season. According to legend, Christmas in July was first celebrated at a summer camp in 1933. Fun ensued! Now it's time to celebrate at DuCard Vineyards with live music by Tropical Attitudes. Their Jimmy Buffet style tropical rock and country music will be sure to get your toes tappin'! We'll have Christmas-themed tropical surprises and a visit from Santa with the goal of getting the everyone in the "Christmas spirit". So deck out in your Hawaiian shirt and join the fun with a bottle of your favorite DuCard wine! No cover. Reservations are recommended.
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Come sip cider and enjoy an afternoon with Her Checkered Past. Join Anne O'Brien and Frank Bechter in the orchard for some live music that will warm your heart and soul.
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Live music by Betsy in the Verse at Afton Mountain Vineyards. Food truck on site. Tasting Room Open 11–7:30 PM.
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Eastwood After Dark — Live Music & Dancing Every Saturday Night featuring the Eli Cook Band.
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Welcome the Charlottesville Blues Revue to our slice of Free Union Paradise. This mega-talented lineup features area favorites who have performed on our stage, but never all together at the same time. Come early, grab your favorite GHW&B wine or brew.
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Smooth grooves, summer evenings, and cider in hand. Grab a cider and kick back to energizing tunes from the Gina Sobel Duo — funk, jazz, and American folk from an award-winning multi-instrumentalist (flute, sax, voice).
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Big Blue Door presents two brand new summer comedy teams, Cork Royale and One Per Customer, each performing a "Harold" — the original longform improv set. A special evening of improv comedy at Cardinal Point Winery in beautiful Afton, VA. Tickets $10.
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Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA. Wander through vibrant sunflower fields, capture unforgettable moments with friends & family, and cool off with refreshing drinks.
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Collecting inspiration from many different sources, Andy Tichenor pieces them together to create an eclectic mix of music in Keswick's open-air courtyard.
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Paint & Sip 'Lovers Cove' at Eastwood Farm and Winery. A creative wine and painting experience.
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Sip cider and read in quiet camaraderie. No assigned reading, no obligations. Bring your own book of choice. A free social event hosted in the Orchard Room at Albemarle CiderWorks.
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Come & spend your Sunday afternoon with SMV and Blooms 4 Good! A floral workshop experience at Southwest Mountains Vineyards.
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Every other month, the Chiswell Book Club meets to discuss a new book. Join us for a Sunday afternoon of wine and discussion!
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Sunday Jazz and Blues at Merrie Mill Farm & Vineyard featuring Bruce Middle. A perfect Sunday afternoon of live music and wine.
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Music Bingo at Eastwood Farm and Winery - a fun afternoon of music-themed bingo!
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Join us in the tasting room at Blenheim Vineyards and meet the artist, Richard White on Sunday, July 26th from 2-4pm. His artwork will be on display and available for purchase. We will have snacks and wine for sale by the glass, bottle, and flights.
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An incredible musical treat featuring fantastic singer/songwriter John Kelly on guitar and vocals joined by the magnificent harmonica wizard Gary Green. Sunday, July 26th, from 2 to 5pm. Open to all. No cover.
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Wine down the weekend with the views at DuCard Vineyards and the amazing acoustic sounds of musician John Sweet. John is a self-taught musician who plays his own fingerstyle guitar arrangements of popular music spanning several genres and decades. In addition to performing approximately 100 times per year, he has been honored to perform at The White House on three occasions. Add some DuCard wine, the terrific mountain views and your set for the afternoon! Reservations are recommended. No cover.
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Join us for music on the deck from 2-5pm with the Little Birdies.
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Scuffletown brings a unique blend of originals, roots, and high-energy music to Keswick Vineyards. Come enjoy Keswick wines, local beers, or canned cocktails.
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Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA. Wander through vibrant sunflower fields and enjoy the ultimate summer escape.
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Learn the ins and outs of organic certification, both from the farmer's perspective and the organic certifier. Vineyard manager Karl Hambsch will walk you through the vineyard and talk about Loving Cup's 15 years as a certified-organic vineyard. A representative of QCS (Quality Certification Services) will be there to answer all your questions. Registration required.
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Play one of our games or bring your own! $15 pitchers from 5-9pm.
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Porch Nights live music at Eastwood Farm and Winery featuring Ron Gentry.
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Join us at Bold Rock on July 30 at 6 PM for our next Bold Book Club gathering! This month, we're diving into Bend Her by Cassie Alexander, so grab your book, your thoughts, and your appetite for cider!
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Tailgate Thursdays are back! Live Music: Scuffletown. Fresh Eats: Oyster Catcher Sea Farms will be onsite with fresh and grilled on the half shell. The grills are fired up and ready for you!
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Join us for a special US History Month Trivia Night focused on the people, places, events, and everyday life of Colonial America. From Jamestown and Plymouth to colonial trade, famous figures, and the road to independence, this trivia night is packed with fascinating facts and friendly competition.
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An evening of music and community as Erin Lunsford releases her sophomore record, Rhinestones. Presented by 106.1 The Corner and Pandemonium Air with support from Sally Rose and Model House. Outside on the lawn, weather permitting — bring a blanket or lawn chair. Doors at 6, show at 7; Potter's kitchen open until 8pm. Ticketed event.
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Our Culinary Experiences are back for the Summer, and starting with a crowd favorite! Twirl your way through two delicious evenings dedicated to the art of pasta. Wine pairings included.
More InfoStart your morning with creativity, cider, and vineyard views at Trump Cidery. A professionally guided painting class on the cidery patio while sipping refreshing brunch cocktails. Includes guided paint instruction, all materials, a complimentary welcome mimosa or bellini crafted with Trump Cider Apple-achian, and curated light brunch fare. Your completed artwork to take home. Advance reservations required.
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Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA. Wander through vibrant sunflower fields and enjoy the ultimate summer escape.
More InfoJuliette Swenson's colorful watercolors on display in the Loving Cup Tasting Room Gallery through September 27. She is attracted to painting animals and birds with vivid colors and whimsical touches. Prints available for sale.
More InfoLive music at Trump Cidery featuring Lama & The Hound. Sip estate-crafted cider, take in vineyard views, and unwind with friends as you enjoy live performances in a relaxed, scenic setting. Admission is complimentary.
More InfoSummer Bouquet Making Workshop with Blooms4Good at Merrie Mill Farm & Vineyard.
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Virginia Oyster & Wine Celebration With Live Music at Eastwood Farm and Winery.
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Elevate your Friday plans with the fantastic sounds of DON'T LOOK UP! Featuring Andy Burdetsky (bass/vocals), Dave Sherman (guitar/vocals), Rob Martin (guitar/vocals), and Lance Foster (drums/vocals). Don't Look Up will have everyone rocking to their awesome Americana music that's deeply rooted in the Blues!
More InfoKick off the weekend with live music from The Lonesome Millies and half price wine flights. The Lonesome Millies are a Rappahannock-based acoustic trio that plays a mix of folk, Americana, and light rock. Half price wine flights start after 4 pm. Bring along a picnic or grab something from our locally sourced lite noshing menu while you enjoy the music. No cover. Reservations are recommended.
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Live Music at Eastwood Farm and Winery featuring Eli Cook.
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Join us every Friday for live, local music from 5:30-8:30 with no cover charge!
More InfoFriday Sundowner's Music Series at Merrie Mill Farm & Vineyard featuring Matt Tyrrell. Enjoy live music in a beautiful vineyard setting.
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Final Fridays Concert at Pollak Vineyards featuring Blake Hunter & the Gatherers. Food Truck: Crozet Seafood Supply. An evening of live music under Blue Ridge skies.
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Smooth grooves, summer evenings, and cider in hand. Grab a cider and kick back to energizing tunes from the Gina Sobel Duo — funk, jazz, and American folk from an award-winning multi-instrumentalist (flute, sax, voice).
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Escape to the islands for an unforgettable evening — a five-course Hawaiian-inspired dining experience with each course paired with a Hazy Mountain wine, including an exclusive secret pre-release selection. Seating is limited.
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Come paint with us — no experience necessary, all materials included! Instructor: Marissa. Your ticket includes all painting materials and an 11x14 canvas.
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Our Culinary Experiences are back for the Summer, and starting with a crowd favorite! Twirl your way through two delicious evenings dedicated to the art of pasta. Wine pairings included.
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Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA. Wander through vibrant sunflower fields and enjoy the ultimate summer escape.
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The Voice legend and local favorite Matt Johnson performs live at Keswick Vineyards. Come grab a glass or bottle of your favorite Keswick wine.
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Live Music at Eastwood Farm and Winery featuring Jim Richardson.
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We are thrilled to host Royce Campbell and Friends performing live on our stage here in the tropics of Free Union. Bring your family and friends and your picnics, grab your favorite GHW&B wines and brews at the Tasting Room Bar.
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Come on out to DuCard, sit by the stream, and enjoy the afternoon with music by local singer/songwriter Bailey Hayes. His set list contains an eclectic range of music from country, to classic rock, to pop/soul, to folk, original music and more! Grab your favorite DuCard wine, some good eats from our lite noshing menu, sit back and relax! No cover. Reservations recommended.
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Come join us, grab a glass of cider and a warm reception from Melissa Hansen! Melissa Hansen's music is a blend of blues, pop, country and soul that comes from her own life experiences.
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A special library tasting at Horton Vineyards featuring Bordeaux varietals Petit Verdot and Malbec from the library collection.
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Live music by Timeless at Afton Mountain Vineyards. Food truck on site. Tasting Room Open 11–7:30 PM.
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Eastwood After Dark — Live Music & Dancing Every Saturday Night featuring Jackson, Pendergrass & Townsend.
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Celebrate summer at the Virginia Sunflower Fest at Chiswell Farm in Greenwood, VA. Wander through vibrant sunflower fields and enjoy the ultimate summer escape.
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Eastwood Wine Club Pickup Party - summer edition at Eastwood Farm and Winery.
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Live Music at Eastwood Farm and Winery featuring Sue Harlow.
More InfoSunday Jazz and Blues at Merrie Mill Farm & Vineyard featuring Wavelength. A perfect Sunday afternoon of live music and wine.
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An awesome first Sunday of August with Jo and Ray Enke gracing our stage for their first time. The talented duo will entertain all with their acoustic folk/Americana music, including originals and familiar favorites. Sunday, August 2nd, from 2 to 5pm.
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A special wine and cheese pairing experience at Early Mountain Vineyards.
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Join us for music on the deck from 2-5pm with John Kelly.
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Join us for Field Day at Blenheim Vineyards and enjoy an easygoing afternoon of live music, vineyard views, and time well spent together. Susie & The Pistols will be playing live from 3–5 PM under the tent overlooking the vineyard. Bring the whole family, invite your friends, and settle in for an afternoon of great wine.
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Big Gavel Classic Band blends classic Americana acoustic with added percussion, creating a rhythmic and dynamic sound. Enjoy Keswick wines, local beers, or canned cocktails.
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Porch Nights live music at Eastwood Farm and Winery featuring Meisha Herron.
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Play one of our games or bring your own! $15 pitchers from 5-9pm.
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Live music at Trump Cidery featuring Slate River Band. Sip estate-crafted cider, take in vineyard views, and unwind with friends as you enjoy live performances in a relaxed, scenic setting. Admission is complimentary.
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Live Music at Eastwood Farm and Winery featuring John Kelly.
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Virginia Oyster & Wine Celebration With Live Music at Eastwood Farm and Winery.
More InfoFriday Sundowner's Music Series at Merrie Mill Farm & Vineyard featuring Bailey Hayes. Enjoy live music in a beautiful vineyard setting.
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Join C'Ville Bachata Social and Hazy Mountain for dancing, drinks, food, and beautiful sunset views. Traditional Dominican Bachata Classes with Katia & Joseph from Washington DC. DJ Sing for an evening of Salsa, Bachata and more. All levels welcome.
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A Charlottesville, Virginia-based singer, songwriter, and guitarist with roots in Richmond — his sound blends alternative pop hooks, punk energy, and Americana grit.
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Local musicians and food trucks help us savor the Friday evening sunset once a month from May through October, 6–8:30 PM.
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Our Culinary Experiences Summer Series continues with a celebration of fire, flavor, and the art of grilling. Wine pairings included.
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Josh Davidson hails from the Blue Ridge Mountains of Virginia and plays a wide variety of music. Enjoy live music in Keswick's open-air courtyard.
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Honey Tasting with Mountain House Trading at Afton Mountain Vineyards.
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Live Music at Eastwood Farm and Winery featuring Brian Franke.
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The Pollocks are led by Jason Pollock, former guitarist and songwriter for Seven Mary Three. In the mid-1990s, Jason penned such hits as "Cumbersome" and "Water's Edge", selling millions of albums.
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Meet the artist Juliette Swenson at the Loving Cup Tasting Room Gallery! Juliette will be at the gallery flanked by all her colorful creatures. Prints available for sale. Juliette also teaches a "Paint Your Pet" class.
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Crozet Seafood food truck all day, plus live music by Vincent Zorn from 4:00–7:00 PM.
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Live music by The Cry Babies at Afton Mountain Vineyards. Tasting Room Open 11–7:30 PM.
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Eastwood After Dark — Live Music & Dancing Every Saturday Night featuring Kat & The Travelers.
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Crown Club members will be enjoying light plates freshly made from Chiles Peach Orchard's seasonal harvest at Chiswell Farm & Winery.
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Collecting inspiration from many different sources, Andy Tichenor pieces them together to create an eclectic mix of music in Keswick's open-air courtyard.
More InfoSunday Jazz and Blues at Merrie Mill Farm & Vineyard featuring Paulien. A perfect Sunday afternoon of live music and wine.
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Music Bingo at Eastwood Farm and Winery - a fun afternoon of music-themed bingo!
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Join us for music on the deck from 2-5pm with Brian Franke.
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Enjoy this energetic and eclectic Irish jam session. Patrick & Aaron Olwell and friends play their fine renditions of traditional tunes all afternoon. Light bites available.
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Teaming up with Tag Team Entertainment for Trivia Night in the cozy upstairs mezzanine. Sip wine, test your knowledge, win prizes and enjoy the views! Trivia starts at 6:30 PM, lasts roughly 2 hours. Max trivia group size is 6 players.
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Get ready to groove with The Inclinators! This high-energy quartet brings exciting live music to Keswick Vineyards. Enjoy wines, local beers, or canned cocktails.
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Porch Nights live music at Eastwood Farm and Winery featuring John Kelly.
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Play one of our games or bring your own! $15 pitchers from 5-9pm.
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Since 2004, Bent Theatre has been the premier choice for live improv comedy in Charlottesville. Join them at Potter's Craft Cider for a night of unscripted scenes built entirely on your suggestions — no scripts, no safety nets, and no two shows are ever the same. Pull up a chair, grab a glass, and get ready to laugh. Donations appreciated. Adult content possible.
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A summer rooftop mingle with Early Mountain winemaker Maya Hood White. 4:30–6:30 PM.
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Live Music at Eastwood Farm and Winery featuring Matthew O'Donnell.
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Relatively new to the live music scene, Tristan recently moved to Nelson County. He's delighted to be back at Valley Road for an encore performance.
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Virginia Oyster & Wine Celebration With Live Music at Eastwood Farm and Winery.
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Friday Sundowner's Music Series at Merrie Mill Farm & Vineyard featuring Mercy Creek. Enjoy live music in a beautiful vineyard setting.
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An intimate Secret Supper in celebration of the Nelson 151 Honey Festival. Five-course chef-curated dining experience inspired by the flavors of honey, paired with distinctive Hazy Mountain wines. Doors open at 6 PM for cocktail hour, dinner served at 7 PM. Seating intentionally limited.
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Cousins Maine Lobster food truck at Hark Vineyards.
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Come out and rock with the Rixeyville Revival Band — bringing the best hits in a live music setting at Keswick Vineyards.
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Live Music at Eastwood Farm and Winery featuring Sue Harlow.
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Grab a glass and enjoy live music by Uncle Pen. Uncle Pen is a project born out of fiddler and singer Alex Caton's lifelong love for the music of the late great father of bluegrass, Bill Monroe.
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Live music by the Loya Brothers at Afton Mountain Vineyards. Tasting Room Open 11–7:30 PM.
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Eastwood After Dark — Live Music & Dancing Every Saturday Night featuring The Wavelength.
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Back by popular demand, come and join us for a unique dinner experience featuring live dueling pianos, and you better come ready to sing along!
More InfoSunday Jazz and Blues at Merrie Mill Farm & Vineyard featuring John D'earth. A perfect Sunday afternoon of live music and wine.
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Live Music at Eastwood Farm and Winery featuring Carrie Hinkley.
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Join us for music on the deck from 2-5pm with Charlie & Ian.
More InfoAn adventure-themed event at Horton Vineyards featuring Cabernet wines.
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Enjoy Wednesday evening with Keswick wines, local beers, or canned cocktails. South Canal Street Band brings live music to the open-air courtyard.
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Join us at Keswick Hall with Blenheim Vineyards for an unforgettable evening of culinary artistry and exceptional wines. This elegant wine dinner features a thoughtfully curated four course menu, with each dish expertly paired to highlight the distinctive character and craftsmanship of Blenheim's renowned wines. Shuttles from Keswick Hall to the Barn at Oakdale begin at 6:30 PM and start their return at 9:00 PM. $150 per person.
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Porch Nights live music at Eastwood Farm and Winery featuring Ty Burkhardt.
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Live Music at Eastwood Farm and Winery featuring FarAway.
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Virginia Oyster & Wine Celebration With Live Music at Eastwood Farm and Winery.
More InfoFriday Sundowner's Music Series at Merrie Mill Farm & Vineyard featuring Brisk! Enjoy live music in a beautiful vineyard setting.
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Crack, pick, and taste Mid-Atlantic blue crabs without leaving the mountains. This August Supper Series dinner celebrates the region's beloved seafood tradition in a variety of delicious ways, paired with Veritas wines. Price: $100, including wine pairings and service. Wine Club Members receive 20% off first two tickets purchased.
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Live Music at Eastwood Farm and Winery featuring Michael Tice.
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Grab a glass and join us for live music by Mojo Pie! Mojo Pie was created when Susan Munson invited Frank Bechter to a songwriters workshop, and they've been bringing harmonies to wineries and ciderworks ever since.
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Live music by Bill & John at Afton Mountain Vineyards. Tasting Room Open 11–7:30 PM.
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Eastwood After Dark — Live Music & Dancing Every Saturday Night featuring Lockjaw Classic Rock.
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Starry Nights is coming back to Veritas Vineyards & Winery for one night only! Relax under the stars as you drink your favorite wines and dance the night away to music from Hipshack. Bring a picnic and lawn chairs, or enjoy a stationed meal or a plated meal prepared by our chefs.
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Sangria Summer Market at Eastwood Farm and Winery.
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Live Music at Eastwood Farm and Winery featuring Paxton Henderson.
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Join us for music on the deck from 2-5pm with Jimmy O
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On the third Thursday of each month, Rachael Karpo is hosting music trivia night at Chiswell — and it's free to attend!
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Porch Nights live music at Eastwood Farm and Winery featuring Brian Franke.
More InfoLive music at Trump Cidery featuring Mercy Trail. Sip estate-crafted cider, take in vineyard views, and unwind with friends as you enjoy live performances in a relaxed, scenic setting. Admission is complimentary.
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Virginia Oyster & Wine Celebration With Live Music at Eastwood Farm and Winery.
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Don't miss VRV favorite, Ron Gentry. A great way to celebrate a Friday night.
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Friday Sundowner's Music Series at Merrie Mill Farm & Vineyard featuring Wavelength. Enjoy live music in a beautiful vineyard setting.
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Our Culinary Experiences Summer Series continues with a celebration of bold flavors and the art of taco making. Wine pairings included.
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Crab Feast with Salty Bottom Blue at Eastwood Farm and Winery.
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Live Music at Eastwood Farm and Winery featuring Heidi Riddell.
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Grab a glass and join us for live music by Jelly St. Jazz! Spend an afternoon in the orchard room with Jelly Street Jazz — at the crossroads of low-down dirty blues, straight-ahead ballads, and classic jazz standards.
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Eastwood After Dark — Live Music & Dancing Every Saturday Night featuring F.O.G.
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Join Albemarle CiderWorks for a 5K or 10K run on Sunday August 30th, starting at 9am! The run will take you all around the beautiful CiderWorks estate, hosted by Bishop Events.
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Rosé and Bubbles Showcase at Eastwood Farm and Winery. A festive celebration of rosé wines and bubbles!
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Live music by Jimmy O at Afton Mountain Vineyards. Tasting Room Open 11–5 PM.
More InfoSunday Jazz and Blues at Merrie Mill Farm & Vineyard featuring Jon Tyler Wiley. A perfect Sunday afternoon of live music and wine.
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Music Bingo at Eastwood Farm and Winery - a fun afternoon of music-themed bingo!
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Join us in the tasting room at Blenheim Vineyards and meet the artist, Nicole Singleton, August 30th from 2-4pm. Her photographs will be on display and available for purchase. We will have snacks and wine for sale by the glass, bottle, and flights.
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Join us for music on the deck from 2-5pm with Grayson Harlow
More InfoLive music at Trump Cidery featuring Bailey Hayes. Sip estate-crafted cider, take in vineyard views, and unwind with friends as you enjoy live performances in a relaxed, scenic setting. Admission is complimentary.
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Local musicians and food trucks help us savor the Friday evening sunset once a month from May through October, 6–8:30 PM.
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A Caribbean-themed cooking competition and food event at Albemarle CiderWorks. Come enjoy Caribbean cuisine paired with cider.
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Join us for Field Day at Blenheim Vineyards and enjoy an easygoing afternoon of live music, vineyard views, and time well spent together. The Norms will be playing live from 3–5 PM under the tent overlooking the vineyard.
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These all-inclusive retreats are a wine lover's dream amidst the breathtaking 120 acres of Veritas Vineyard and Winery. Guests can indulge in yoga, Blue Ridge Mountain hikes, farm-to-table meals, exclusive winery tours, and plenty of exceptional wine. Pricing starts at $2,500 per room (double occupancy) and includes fine dining breakfast, lunch and dinner, wine, yoga, hiking, cooking classes, and more.
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Join us for music on the deck from 2-5pm with Transatlantic Invasion
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Spend your holiday enjoying wine and live music at Chiswell! Local acoustic musicians will perform from 1–4 PM on Monday, September 7, 2026.
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Sue Harlow is an Americana-Folk Singer/Songwriter whose haunting vocals delve into the depths of what makes people real.
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Dave Goodrich brings his eclectic array of songs and musical styles to Valley Road for an afternoon of music you won't want to miss!
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Come share a cider with friends! Enjoy live music by Her Checkered Past. Join Anne O'Brien and Frank Bechter in the orchard for music to soothe and satiate your mind and palate.
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Crown Club members will take a pre-harvest look at the crop before engaging in some old-fashioned grape stomping at Chiswell Farm & Winery!
More InfoAntique British Car Show at Merrie Mill Farm & Vineyard.
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Join us for music on the deck from 2-5pm with Don Hancock
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Enjoy this energetic and eclectic Irish jam session. Patrick & Aaron Olwell and friends play their fine renditions of traditional tunes all afternoon. Light bites available.
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Since 2004, Bent Theatre has been the premier choice for live improv comedy in Charlottesville. Join their close-knit ensemble at Three Notch'd Brewery for a night of unscripted mayhem and fast-paced scenes built entirely on your suggestions. It's the most unpredictable night of theater in Central Virginia — no scripts, no safety nets, and no two shows are ever the same!
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On the third Thursday of each month, Rachael Karpo is hosting music trivia night at Chiswell — and it's free to attend!
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Save the date for the fall Lumberjack Classic Weekend at Devils Backbone Basecamp in Roseland, VA. Camping available — book your campsite today!
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Horton Vineyards participates in the Stratford Hall Wine & Oyster Festival. An off-site festival event featuring Horton wines.
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The tight harmonies of FarAway return to Valley Road Vineyards for an afternoon of music and wine.
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The LaDaDas — Blair Jones, Betty Jo Taylor, and Mary Gordon Hall — are three friends and seasoned folksingers who perform after decades of "9 to 5-ing." A charming afternoon of folk music in the orchard.
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Dark Skies, Bright Kids is a primarily volunteer-run program seeking to enhance science education in Virginia elementary schools in underserved areas, operating out of the UVA Astronomy Department. Come stargaze at Albemarle CiderWorks under dark skies.
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Join us for music on the deck from 2-5pm with Rick Martin
More InfoLive music at Trump Cidery featuring Chaz K Music. Sip estate-crafted cider, take in vineyard views, and unwind with friends as you enjoy live performances in a relaxed, scenic setting. Admission is complimentary.
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The Supper Series concludes with a Burgundy truffle supper rooted in Italian cuisine. Enjoy an elegant, coursed dinner celebrating one of the world's most prized ingredients, thoughtfully paired with Veritas wines. Price: $100, including wine pairings and service. Wine Club Members receive 20% off first two tickets purchased.
More InfoHorton Vineyards participates in the Smith Mountain Lake Wine Festival. An off-site festival event featuring Horton wines.
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The C'ville Jazz Congregation is a collective of local musicians playing together since 2005. In their duo configuration you will hear your favorite jazz standards in a new light.
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An immersive, thoughtfully sourced farm-to-table dinner and folk faire set among the orchards of Albemarle Cider Works. This is not just a dinner — it's a celebration of the land, the harvest, and the community that grows it.
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Every other month, the Chiswell Book Club meets to discuss a new book. Join us for a Sunday afternoon of wine and discussion!
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Join us in the tasting room at Blenheim Vineyards and meet the artist, Frank Phillips, September 27th from 2-4pm. His artwork will be on display and available for purchase. We will have snacks and wine for sale by the glass, bottle, and flights.
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It's our last Late Friday AND it's the beginning of Virginia Wine Month. Come stay late, enjoy a glass or bottle of wine, and enjoy great tunes from Ron Gentry.
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Local musicians and food trucks help us savor the Friday evening sunset once a month from May through October, 6–8:30 PM.
More Info5th Bi-Annual Art Festival (Part 2) at Merrie Mill Farm & Vineyard.
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Enjoy live music by The Wavelength! The Wavelength is a consortium of Charlottesville's finest musicians, led by vocalist/harmonica Waverly Milor. They perform vintage rock, blues, and originals.
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Join us for Field Day at Blenheim Vineyards presented by WNRN radio, and enjoy an easygoing afternoon of live music, vineyard views, and time well spent together. Small Town Rodeo will be playing live from 3–5 PM under the tent overlooking the vineyard.
More InfoHorton Vineyards participates in the 23rd Annual Festival of the Grape. An off-site festival event featuring Horton wines.
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These all-inclusive retreats are a wine lover's dream amidst the breathtaking 120 acres of Veritas Vineyard and Winery. Guests can indulge in yoga, Blue Ridge Mountain hikes, farm-to-table meals, exclusive winery tours, and plenty of exceptional wine. Pricing starts at $2,500 per room (double occupancy) and includes fine dining breakfast, lunch and dinner, wine, yoga, hiking, cooking classes, and more.
More InfoSunday Jazz and Blues at Merrie Mill Farm & Vineyard featuring Paulien. A perfect Sunday afternoon of live music and wine.
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Since 2004, Bent Theatre has been the premier choice for live improv comedy in Charlottesville. Join them at Potter's Craft Cider for a night of unscripted scenes built entirely on your suggestions — no scripts, no safety nets, and no two shows are ever the same. Donations appreciated. Adult content possible.
More InfoHorton Vineyards participates in the Mount Vernon Fall Wine Festival. An off-site festival event featuring Horton wines.
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Friday Sundowner's Music Series at Merrie Mill Farm & Vineyard featuring Sharif. Enjoy live music in a beautiful vineyard setting.
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Join us for an acoustic afternoon with Byron Massie. Byron is a singer/songwriter born and raised in Nelson County, Virginia with deep musical roots.
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Crown Club members and their guests will be guided through sweet pairings by Gearharts Fine Chocolates at Chiswell Farm & Winery.
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These all-inclusive retreats are a wine lover's dream amidst the breathtaking 120 acres of Veritas Vineyard and Winery. Guests can indulge in yoga, Blue Ridge Mountain hikes, farm-to-table meals, exclusive winery tours, and plenty of exceptional wine. Pricing starts at $2,500 per room (double occupancy) and includes fine dining breakfast, lunch and dinner, wine, yoga, hiking, cooking classes, and more.
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Enjoy this energetic and eclectic Irish jam session. Patrick & Aaron Olwell and friends play their fine renditions of traditional tunes all afternoon. Light bites available.
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On the third Thursday of each month, Rachael Karpo is hosting music trivia night at Chiswell — and it's free to attend!
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Friday Sundowner's Music Series at Merrie Mill Farm & Vineyard featuring Bailey Hayes. Enjoy live music in a beautiful vineyard setting.
More InfoHorton Vineyards participates in the Town Point Virginia Fall Wine Festival. An off-site festival event featuring Horton wines.
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Grab a glass and enjoy live music by Alex Caton & Jordan Perry. Alex made her home in Gordonsville, Virginia when she came to the University of Virginia, and has spread her musical roots throughout the region.
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These all-inclusive retreats are a wine lover's dream amidst the breathtaking 120 acres of Veritas Vineyard and Winery. Guests can indulge in yoga, Blue Ridge Mountain hikes, farm-to-table meals, exclusive winery tours, and plenty of exceptional wine. Pricing starts at $2,500 per room (double occupancy) and includes fine dining breakfast, lunch and dinner, wine, yoga, hiking, cooking classes, and more.
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Come learn about the stars and planets from the Dark Skies, Bright Kids (DSBK) portable planetarium! Constellation tours, traveling to the center of the universe, and exploration of the night sky.
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Friday Sundowner's Music Series at Merrie Mill Farm & Vineyard featuring Mercy Creek. Last shows of the season!
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Thinking about starting your own home orchard, or just planting a tree or two? This all-day workshop at Albemarle CiderWorks covers everything you need to know about planning and planting a home orchard.
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Grab a glass and join us for live music by Mojo Pie! Mojo Pie was created when Susan Munson invited Frank Bechter to a songwriters workshop, and they've been bringing harmonies to wineries and ciderworks ever since.
More InfoWine & Design at Horton Vineyards in collaboration with Monica Garrett Interiors. A creative design event paired with Horton wines.
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These all-inclusive retreats are a wine lover's dream amidst the breathtaking 120 acres of Veritas Vineyard and Winery. Guests can indulge in yoga, Blue Ridge Mountain hikes, farm-to-table meals, exclusive winery tours, and plenty of exceptional wine. Pricing starts at $2,500 per room (double occupancy) and includes fine dining breakfast, lunch and dinner, wine, yoga, hiking, cooking classes, and more.
More InfoSunday Jazz and Blues at Merrie Mill Farm & Vineyard featuring John D'earth — last of the season!
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Join us in the tasting room at Blenheim Vineyards and meet the artist, Allie Kelly, October 25th from 2-4pm. Her artwork will be on display and available for purchase. Allie Kelly is an artist residing in Buckingham County, Virginia.
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Friday Sundowner's Music Series at Merrie Mill Farm & Vineyard featuring Wavelength — last of the season!
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Come share a cider with friends! Enjoy live music by Her Checkered Past. Join Anne O'Brien and Frank Bechter in the orchard for music to soothe and satiate your mind and palate.
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These all-inclusive retreats are a wine lover's dream amidst the breathtaking 120 acres of Veritas Vineyard and Winery. Guests can indulge in yoga, Blue Ridge Mountain hikes, farm-to-table meals, exclusive winery tours, and plenty of exceptional wine. Pricing starts at $2,500 per room (double occupancy) and includes fine dining breakfast, lunch and dinner, wine, yoga, hiking, cooking classes, and more.
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A special community event at Horton Vineyards paying tribute to military K9 units. Salute our canine heroes while enjoying Horton wines.
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These all-inclusive retreats are a wine lover's dream amidst the breathtaking 120 acres of Veritas Vineyard and Winery. Guests can indulge in yoga, Blue Ridge Mountain hikes, farm-to-table meals, exclusive winery tours, and plenty of exceptional wine. Pricing starts at $2,500 per room (double occupancy) and includes fine dining breakfast, lunch and dinner, wine, yoga, hiking, cooking classes, and more.
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Enjoy this energetic and eclectic Irish jam session. Patrick & Aaron Olwell and friends play their fine renditions of traditional tunes all afternoon. Light bites available.
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The Pollocks are led by Jason Pollock, former guitarist and songwriter for Seven Mary Three, who penned hits like "Cumbersome" and "Water's Edge." Come enjoy live music in the orchard.
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Crown Club members and guests are invited to solve Chiswell's murder mystery, starting at 5:30 PM on Saturday, November 14.
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Grab a glass and join us for live music by Mojo Pie! Mojo Pie has been bringing harmonies to wineries and ciderworks since Susan Munson and Frank Bechter met at a songwriters workshop.
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Every other month, the Chiswell Book Club meets to discuss a new book. Join us for a Sunday afternoon of wine and discussion!
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Come learn about the stars and planets from the Dark Skies, Bright Kids (DSBK) portable planetarium! Constellation tours, traveling to the center of the universe, and exploration of the night sky.
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Save the date for the fifth annual Veritas Illuminated! This holiday season take a walk through illuminated vines and trees at Veritas. A family-friendly Christmas winter wonderland activity running select dates from late November through January. Veritas Wine Club Members receive the first four tickets free.
More InfoBlack Friday Music at Merrie Mill Farm & Vineyard featuring Wavelength. A perfect holiday weekend afternoon of live music and wine.
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Come share a cider with friends! Enjoy live music by Her Checkered Past. Join Anne O'Brien and Frank Bechter in the orchard for music to soothe and satiate your mind and palate.
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Join us in the tasting room at Blenheim Vineyards and meet the artists, Virginia Rieley & Eliza Evans. Sunday, November 29th from 2-4pm. Their artwork will be on display and available for purchase. Eliza Evans & Virginia Rieley grew up in Virginia.
More InfoAnnual Holiday Market at Merrie Mill Farm & Vineyard.
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Join us for an afternoon of live music with ZuZu's Hot 5. Pete Vigour (swing guitar), Doug Bethel (trombone), Brandon Rose (trumpet), Sam Green (upright bass), and friends bring classic jazz to life.
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Enjoy live music by The Wavelength! The Wavelength is a consortium of Charlottesville's finest musicians, led by vocalist/harmonica Waverly Milor. They perform vintage rock, blues, and originals.
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Members of the Chiswell wine club and their guests will be exchanging gifts during a special holiday celebration on Saturday, December 12!
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Enjoy this energetic and eclectic Irish jam session. Patrick & Aaron Olwell and friends play their fine renditions of traditional tunes all afternoon. Light bites available.
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Join us for live music, Christmas cookies, and traditional mulled wine at our holiday open house on Friday, December 18.
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Since 2004, Bent Theatre has been the premier choice for live improv comedy in Charlottesville. Join them at Potter's Craft Cider for a night of unscripted scenes built entirely on your suggestions — no scripts, no safety nets, and no two shows are ever the same. Donations appreciated. Adult content possible.
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Come and enjoy some warming mulled cider and live music in the Orchard room. Matty Metcalfe is an accomplished and versatile musician and ethnomusicologist equally at home in many musical traditions.
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Come learn about the stars and planets from the Dark Skies, Bright Kids (DSBK) portable planetarium! Constellation tours, traveling to the center of the universe, and exploration of the night sky.
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Jim Richardson is a folk/country/rock singer-songwriter from Charlottesville. Fans of John Prine and Bob Dylan will hear a lot to like. You'll hear classic hits and some original music too.
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Ring in the New Year in style at the Veritas New Year's Eve Masked Ball. An elegant evening at Veritas Vineyard and Winery to celebrate the arrival of 2027.
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