All Events Calendar | Charlottesville Insider | Charlottesville, VA

Wet Your Whistle Wednesday

2:00pm @ South Street Brewery
Chiles Family Orchard Pop Up Farmers in the Park

3:00pm @ Pen Park
Live Music: The Unsuitables

5:30pm @ Keswick Vineyards
Country Music Dancing at Hardware Hills

6:00pm @ Hardware Hills Vineyard
Chef Tasting Series

6:00pm @ Eastwood Farm and Winery
Mood Ring: Queer and Trans Open Mic Night

7:00pm @ Firefly
Weekly Swing Dance

7:00pm @ The Front Porch
Open Mic Night

9:00pm @ Holly’s Diner
WEDNESDAY KARAOKE

9:00pm @ Rapture
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2025 Southern Living Idea House

Thurs-Sat 10am-5pm & Sun 12pm-5pm @ Keswick Hall & Golf Club
Cville Brewery Puzzle Hunt

12:00pm @ Starr Hill Brewery
Live Music: Jim Richardson

5:00pm @ Eastwood Farm and Winery
Movement and Mocktails

6:00pm @ The Strength Initiative
Monthly Competition Meeting

6:45pm @ Ivy Creek Education Building
Berto & Vincent Thurdsay Rumba night @ The Bebedero

7:00pm @ The Bebedero
Berto and Vincent - Wild Gipsy Rumba

7:00pm @ The Bebedero
Open Mic Night

7:00pm @ The Batesville Market
Bent Theatre Comedy Night

7:00pm @ Potter's Craft Cider
Bent Theatre Improv at Potter's Cider

7:00pm @ Potter's Craft Cider
Paramount On Screen: Snatch [R]

7:30pm @ The Paramount Theater
SKORTS

8:00pm @ The Southern Cafe & Music Hall
Seven Teller

9:00pm @ Rapture
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Evening Founding Friends, Founding Foes Tour and Feast of Reason

4:30 - 7:00 pm @ Thomas Jefferson's Monticello
Friday Night Music Series at Bottle House

5-8pm @ Bottle House
Live Music Every Third Friday

Boozy Book Fair with Bluebird & Co from 6-8pm! @ Fallen Tree Vineyard and Farm
Cville Brewery Puzzle Hunt

12:00pm @ Starr Hill Brewery
Friday Night music with Ken Matthews

5:00pm @ DuCard Vineyards
Jimmy O

5:00pm @ Prince Michel Vineyard & Tap 29 Brewery
Live Music: CSharp

5:00pm @ Eastwood Farm and Winery
Tasting Bar Pop-Up: Josh Cataldo

5:00pm @ Virginia Wine Collective
LIVE MUSIC with Perennial Collection at Hardware Hills

5:30pm @ Hardware Hills Vineyard
FRIDAYS AFTER FIVE: 100 PROOF BAND

5:30pm @ Ting Pavilion
Mike Burris Band Live

5:30pm @ Potter's Craft Cider
Ken Farmer & the Authenticators - Live Music @ Glass House Winery & Brewery

6:00pm @ Glass House Winery
TRIVIA WITH OLIVIA

6:00pm @ SuperFly Brewing Co.
Sip & Learn - Hawthorne and His Sisters

6:00pm @ Revalation Vineyards
Supper Series with Luke McFadden & Jean-Paul Bourgeois

7:00pm @ Veritas Vineyards and Winery
RANDALL KING

8:00pm @ The Jefferson Theater
LYAO STAND UP WITH COREY RYAN FORRESTER

8:30pm @ The Southern Cafe & Music Hall
Comet Con!

9:00pm @ Albemarle Ciderworks
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Carter Mountain Orchard Pop up at Charlottesville City Market

9:00am-1:00pm @ Charlottesville City Market
Charlottesville City Market

8:00am @ Charlottesville City Market
Become a Charlottesville Area Tree Steward!

9:00am @ Ivy Creek Natural Area
Storytime at New Dominion

11:00am @ New Dominion Bookshop
Live Music: Pat Anderson

12:00pm @ Keswick Vineyards
Cville Brewery Puzzle Hunt

12:00pm @ Starr Hill Brewery
Collective Wisdom Series: Cab Franc 101

12:30pm @ Virginia Wine Collective
Live Music: John Kelly

12:30pm @ Eastwood Farm and Winery
Kat & the Travelers

1:00pm @ Prince Michel Vineyard & Tap 29 Brewery
Saturday Live: Sh'boom with Mabel's Catering

2:00pm @ Cunningham Creek Winery
Music with Acoustic Aubrey

2:00pm @ DuCard Vineyards
Live Music In The Orchard Room: Sue Harlow

2:30pm @ Albemarle Ciderworks
MarJo Delux

5:00pm @ Prince Michel Vineyard & Tap 29 Brewery
Live Music: Perennial Collection

5:00pm @ Eastwood Farm and Winery
The Michael Elswick Gathering - Live Music @ Glass House Winery & Brewery

5:00pm @ Glass House Winery
Blue Healer Live

5:30pm @ Potter's Craft Cider
Blue Healer at Potter's

5:30pm @ Potters Craft Cider
Farm to Table Harvest Dinner at DuCard Vineyards

6:30pm @ DuCard Vineyards
Outback Presents: Justin Willman

7:00pm @ The Paramount Theater
A. Lee Edwards

7:00pm @ Batesville Market
COSMIC CHARLIE (GRATEFUL DEAD TRIBUTE)

8:00pm @ The Southern Cafe & Music Hall
C’VINYL NIGHT (18 & OVER ONLY)

9:00pm @ The Jefferson Theater
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Oysterfest

11:00am @ The Batesville Market
Live Music: Henley & Lou

12:00pm @ Keswick Vineyards
Cville Brewery Puzzle Hunt

12:00pm @ Starr Hill Brewery
Thomas Gunn (solo) - Live Music @ Glass House Winery & Brewery

2:00pm @ Glass House Winery
Gina Sobel Duo Live

2:00pm @ Potter's Craft Cider
Music Bingo

2:00pm @ Eastwood Farm and Winery
Music with Annie Stokes at DuCard Vineyards

2:00pm @ DuCard Vineyards
An Lar Traditional Irish Band

2:00pm @ Batesville Market
Paramount On Screen: Star Wars: Episode V—The Empire Strikes Back [PG]

2:00pm @ The Paramount Theater
Fork in the Road

2:00pm @ Prince Michel Vineyard & Tap 29 Brewery
Sip & Learn - Meet The Artist Behind Revalation - Christina Boy

3:00pm @ Revalation Vineyards
Craftivism + Kindivism

3:00pm @ The Scrappy Elephant
Industry Night with Virginia Women in Wine

4:00pm @ Virginia Wine Collective
ERYNN MCLEOD

6:00pm @ The Southern Cafe & Music Hall
DEAFHEAVEN

8:00pm @ The Jefferson Theater
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Private Wine and Beer Tours

All day @ Charlottesville
Archaeology in Action

Monday-Friday at 11am, 1pm, 3pm @ Thomas Jefferson's Monticello
Mountaintop Archaeology Walking Tour

Thursdays and Fridays at 1:30pm @ Thomas Jefferson's Monticello
In the Beginning: Paintings by Senior Artists of the Spinifex Arts Project

Tuesday - Sunday 10 am - 4pm @ Kluge-Ruhe Aboriginal Art Collection of UVA
Mix, Match & Dine: Creative Dining Room Furniture Pairings

All day @ Online
Founding Friends, Founding Foes Tour

Daily at 12:30; Evening tours available select days @ Thomas Jefferson's Monticello
Music at the Vineyard

Fridays, 4:00-6:00 pm; Sundays, 2:30-4:30 pm @ Jefferson Vineyards
Seeing Stars: The University’s Earliest Observatories

M, Tu, F: 9-5pm // W, Th: 9-7pm // Sa: 12-4pm @ Albert and Shirley Small Special Collections Library at UVA
Become a Charlottesville Area Tree Steward!

All day @ Ivy Creek Natural Area
East Asian Brush Painting

Fridays, 10am - 12pm @ The Scrappy Elephant
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Cultivating Curiosity

10:30am @ Carter Mountain Orchard
Monday Night Trivia!

6:00pm @ Prince Michel Vineyard & Tap 29 Brewery
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Come Grow with Us

10:30am @ Chiles Peach Orchard
Cultivating Curiosity

10:30am @ Carter Mountain Orchard
The Run Club at Decipher

6:00pm @ Decipher Brewing
Tuesday Trivia: Geeks Who Drink

7:00pm @ Firefly
Tuesday Rumba night with Vincent Zorn @ The Bebedero

7:00pm @ The Bebedero
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Come Grow with Us

10:30am @ Chiles Peach Orchard
Tour The Paramount Theater!

11:00am @ The Paramount Theater
Wet Your Whistle Wednesday

2:00pm @ South Street Brewery
Chiles Family Orchard Pop Up Farmers in the Park

3:00pm @ Pen Park
Tour The Paramount Theater!

5:30pm @ The Paramount Theater
Live Music: South Canal Street

5:30pm @ Keswick Vineyards
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