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Things to Do in Charlottesville This Sunday
21 events at wineries, breweries & cideries around Charlottesville, Sunday, October 18.
This Sunday at a glance
This Sunday in Charlottesville (Sun, Oct 18, 2026): 21 events at area wineries, breweries and cideries.
Highlights: Blue Ridge Mountain Maze Corn Maze & Fall Festival at Blue Toad Hard Cider (10 AM); Bloody Mary & NFL Sunday at 92 Acres (12 PM); Chen's Kitchen - Guest Food Truck at Patch Brewery (12 PM); Fall Family Day & Harvest Party Market at Eastwood Farm and Winery (12 PM); plus 17 more.
Also this Sunday: 13 live music shows, 2 festivals or markets, 11 dog-friendly venues with events.
Listings last updated Oct 12, 7:35 PM ET from venue calendars.
Happening this Sunday Sun, Oct 18
- 10amBlue Ridge Mountain Maze Corn Maze & Fall Festival
- 12pmBloody Mary & NFL Sunday
- 12pmChen's Kitchen - Guest Food Truck
- 12pmFall Family Day & Harvest Party Market
- 12pmFamily Field Day
- 12pmGina Sobel Live Music
- 12pmLive Music with Rachael Karpo
- 1pmLive Music: Brian Franke
- 1pmLive Music: Forde Upshur
- 1pmSession Sunday with Robert Jospé Band
- 1pmSunday Jazz and Blues featuring Whiskey Django
- 1pmSunday Session - The Trio
- 1pmVinyasa Yoga
- 2pmAlex Caton & Friends: Trad Irish Music
- 2pmAn Lar Traditional Irish Band
- 2pmArmchair Expedition - Sparkling Wine
- 2pmCider & Strings: An Afternoon with Acoustic Union Live
- 2pmLive Music: Andy Tichenor
- 2pmLive Music: Joel Streeter
- 2pmMulvaney Music on the Deck
- All dayAutumn Plein Air at Grelen
Free this Sunday
Nothing listed for this Sunday yet. See all upcoming.
Live music this Sunday
- Gina Sobel Live Music · Pippin Hill Farm & Vineyard 12pm
- Live Music with Rachael Karpo · Keswick Vineyards 12pm
- Live Music: Brian Franke · Eastwood Farm and Winery 1pm
- Live Music: Forde Upshur · Starr Hill Brewery - Crozet 1pm
- Session Sunday with Robert Jospé Band · Stinson Vineyards 1pm
- Sunday Jazz and Blues featuring Whiskey Django · Merrie Mill Farm & Vineyard 1pm
- Sunday Session - The Trio · Chisholm Vineyards 1pm
- Alex Caton & Friends: Trad Irish Music · Patch Brewery 2pm
- An Lar Traditional Irish Band · The Batesville Market 2pm
- Cider & Strings: An Afternoon with Acoustic Union Live · Potter's Craft Cider 2pm
- Live Music: Andy Tichenor · Brewing Tree Beer Company 2pm
- Live Music: Joel Streeter · Jefferson Vineyards 2pm
Festivals & markets
- Blue Ridge Mountain Maze Corn Maze & Fall Festival · Blue Toad Hard Cider 10am
- Fall Family Day & Harvest Party Market · Eastwood Farm and Winery 12pm
Family-friendly
- Blue Ridge Mountain Maze Corn Maze & Fall Festival · Blue Toad Hard Cider 10am
- Fall Family Day & Harvest Party Market · Eastwood Farm and Winery 12pm
- Family Field Day · Brewing Tree Beer Company 12pm
- Live Music with Rachael Karpo · Keswick Vineyards 12pm
- Live Music: Brian Franke · Eastwood Farm and Winery 1pm
- Live Music: Forde Upshur · Starr Hill Brewery - Crozet 1pm
- Armchair Expedition - Sparkling Wine · Ducard 2pm
- Cider & Strings: An Afternoon with Acoustic Union Live · Potter's Craft Cider 2pm
- Live Music: Joel Streeter · Jefferson Vineyards 2pm
Dog-friendly wineries
- Chisholm Vineyards · 2 events this Sunday
- Eastwood Farm and Winery · 2 events this Sunday
- Patch Brewery · 2 events this Sunday
- Blue Toad Hard Cider · 1 event this Sunday
- Ducard · 1 event this Sunday
- Jefferson Vineyards · 1 event this Sunday
- Keswick Vineyards · 1 event this Sunday
- Pippin Hill Farm & Vineyard · 1 event this Sunday
- Potter's Craft Cider · 1 event this Sunday
- Starr Hill Brewery - Crozet · 1 event this Sunday
- The Market at Grelen · 1 event this Sunday
FAQ
What's happening in Charlottesville this Sunday?
21 events are listed at Charlottesville-area wineries, breweries and cideries this Sunday (Sunday, October 18), including Blue Ridge Mountain Maze Corn Maze & Fall Festival at Blue Toad Hard Cider (10 AM); Bloody Mary & NFL Sunday at 92 Acres (12 PM); Chen's Kitchen - Guest Food Truck at Patch Brewery (12 PM); Fall Family Day & Harvest Party Market at Eastwood Farm and Winery (12 PM); plus 17 more.
Which wineries have live music this Sunday?
13 live music shows this Sunday: Gina Sobel Live Music at Pippin Hill Farm & Vineyard (12 PM); Live Music with Rachael Karpo at Keswick Vineyards (12 PM); Live Music: Brian Franke at Eastwood Farm and Winery (1 PM); Live Music: Forde Upshur at Starr Hill Brewery - Crozet (1 PM); Session Sunday with Robert Jospé Band at Stinson Vineyards (1 PM); Sunday Jazz and Blues featuring Whiskey Django at Merrie Mill Farm & Vineyard (1 PM); plus 7 more.
Free things to do in Charlottesville this Sunday
No events marked free are listed for this Sunday yet. Many winery and brewery music sets have no cover — check each listing's pricing.