Charlottesville calendar
Everything on in and around Charlottesville and the towns nearby. Pick a day or a type to narrow it down.
225 events · updated Monday at 12:50 AM
Friday
October 16Time not listed
Blue Ridge Mountain Maze 2026 Season
Montfair Resort Farm · Crozet
Community · 5 more dates
5 PMFree
Virginia Oyster & Wine Celebration With Live Music
Eastwood Farm & Winery · Charlottesville
Live music · 2 more dates
5 PM
Friday Sundowner's Music Series featuring Bailey Hayes
Merrie Mill Farm and Vineyard · Keswick
Live music
5 PMFree
Live Music: Matthew O’Donnell
Eastwood Farm & Winery · Charlottesville
Live music · 1 more date
5:30 PM
Full Nelson Friday with Lucy Isabel
Blue Mountain Brewery · Afton
Food & drink
6 PM
common salon w/ kasey britt, puppeteer
Common Wealth Crush Co. · Waynesboro
Kids & family
7:30 PM
Paramount Presents: Lucinda Williams and her Band: World's Gone Wrong Tour
The Paramount Theater · Charlottesville
Live music
7:30 PM
Weedeater
The Southern Café & Music Hall · Charlottesville
Live music
7:30 PM
Forever Simon and Garfunkel
Wayne Theatre · Waynesboro
Theatre & comedy
8 PM$20
FIRESIDE COLLECTIVE Live at The Foundry
The Foundry (Basic City) · Waynesboro
Live music
8 PM
Bruce Hornsby & The Noisemakers
The Jefferson Theater · Charlottesville
Live music
8 PM
BRIMS Trad Ensemble at Offbeat Roadhouse
The Stage at WTJU · Charlottesville
Theatre & comedy
Saturday
October 17Time not listed
Harvest Fest
Cunningham Creek Winery · Palmyra
Festivals · 1 more date
11 AM
Fall Foliage Fest
Bold Rock Hard Cider (Nellysford) · Nellysford
Festivals
12 PMFree
Harvest Party Oyster Roast
Eastwood Farm & Winery · Charlottesville
Festivals
12 PM
Oktoberfest
Wintergreen Resort · Wintergreen
Festivals
1 PM
Met Live in HD: Macbeth
The Paramount Theater · Charlottesville
Live music
3 PM
Oaktober Fest
Oakland School · Palmyra
Festivals
6 PM
Harvest Party
King Family Vineyards · Crozet
Festivals
6:30 PM
Gallatin Canyon w/ Mike Burris & Emily Morrison
The Front Porch · Charlottesville
Live music
8 PMFree
Four Thirty Four (434) with 21 Gunsz & Savage Theory
The Foundry (Basic City) · Waynesboro
Live music
8 PM
Benjamin Tod & Lost Dog Street Band
The Jefferson Theater · Charlottesville
Live music
8 PM
Robert Lester Folsom
The Southern Café & Music Hall · Charlottesville
Live music
8 PMTicket Prices Vary
Gabriel Iglesias: The 1976 Tour
John Paul Jones Arena · Charlottesville
Theatre & comedy
Sunday
October 18Time not listed
Harvest Fest
Cunningham Creek Winery · Palmyra
Festivals · 1 more date
9 AM
PYO Apples Weekend Admissions
Chiles Peach Orchard · Crozet
Community · 3 more dates
10 AM
Patch of Fun (PYO Pumpkin and Play Admissions)
Chiles Peach Orchard · Crozet
Community · 5 more dates
11 AM
Heirloom Apple Tasting
Albemarle CiderWorks · North Garden
Food & drink · 2 more dates
11 AM
October Sunday Day Buffet Brunch
Hardware Hills Vineyard · Scottsville
Food & drink
12 PMFree
Fall Family Day & Harvest Party Market
Eastwood Farm & Winery · Charlottesville
Markets
1 PM
Sunday Jazz and Blues featuring Whiskey Django
Merrie Mill Farm and Vineyard · Keswick
Live music
2 PM
Pat O'Brien
Everleigh Vineyards and Brewing Company · Louisa
Live music
2 PM
Joel Streeter
Jefferson Vineyards · Charlottesville
Live music
3:30 PM
104th Season Fall Concert
Municipal Band of Charlottesville · Charlottesville
Live music
4 PM
Paramount Presents: The Carpenters Songbook: A Live Celebration
The Paramount Theater · Charlottesville
Theatre & comedy
5:30 PM
wine dinner at sunshine springs farm
Common Wealth Crush Co. · Waynesboro
Food & drink
