Comic Events and Things to do in Winchester, VA

Shakes & Sliders Private Tasting
Wed, Sep 16, 7:00 PM
Purcellville · Purcellville EATS
Shakes & Sliders Private Tasting
Wed, Sep 16, 7:00 PM
Purcellville · Purcellville EATS
Crackin' Up Presents: Charlie Flynn
Thu, Sep 24, 7:30 PM
Capitol Hill · as you are. DC
Crackin' Up Presents: Charlie Flynn
Thu, Sep 24, 7:30 PM
Capitol Hill · as you are. DC
Paint Party Woodstock Brewhouse
Wed, Sep 9, 6:00 PM
Woodstock · Woodstock Brewhouse
Paint Party Woodstock Brewhouse
Wed, Sep 9, 6:00 PM
Woodstock · Woodstock Brewhouse
PITCH, PLEASE! Friends make the best Matchmakers
Fri, Sep 18, 6:30 PM
Virginia · Harpers Ferry Brewing
PITCH, PLEASE! Friends make the best Matchmakers
Fri, Sep 18, 6:30 PM
Virginia · Harpers Ferry Brewing
Reagan Dinner with Trump Advisor Stephen Moore | Oct. 16
Fri, Oct 16, 5:30 PM
West Virginia · 1175 Wiltshire Rd
Reagan Dinner with Trump Advisor Stephen Moore | Oct. 16
Fri, Oct 16, 5:30 PM
West Virginia · 1175 Wiltshire Rd
Paws and Paints! @ 868 Estate Vineyards
Sun, Oct 18, 1:00 PM
Virginia · 868 Estate Vineyards
Paws and Paints! @ 868 Estate Vineyards
Sun, Oct 18, 1:00 PM
Virginia · 868 Estate Vineyards
Get Educated!
Wed, Nov 11, 6:00 PM
Strasburg Junction · Linden Tree Midwifery, LLC
Get Educated!
Wed, Nov 11, 6:00 PM
Strasburg Junction · Linden Tree Midwifery, LLC
Little Mania Midget Wrestling All-Stars: World Tour in Lovettsville, VA!
Sat, Oct 10, 6:30 PM
Virginia · One Family Brewing Co.
Little Mania Midget Wrestling All-Stars: World Tour in Lovettsville, VA!
Sat, Oct 10, 6:30 PM
Virginia · One Family Brewing Co.
Middleburg Horse Country Romance Mystery
Tomorrow at 10:00 AM + 947 more
Middleburg · Middleburg Community Center
Middleburg Horse Country Romance Mystery
Tomorrow at 10:00 AM + 947 more
Middleburg · Middleburg Community Center
Pride in the Park 2026
Sat, Oct 3, 1:00 PM
Boydville · War Memorial Park Martinsburg
Pride in the Park 2026
Sat, Oct 3, 1:00 PM
Boydville · War Memorial Park Martinsburg
Urban Comedy Flavorz: STAMPED – Lance Woods & Paris Sashay
Tomorrow at 6:30 PM
Timonium · Magooby's Joke House
Urban Comedy Flavorz: STAMPED – Lance Woods & Paris Sashay
Tomorrow at 6:30 PM
Timonium · Magooby's Joke House
Live Music with Wayne Snow
Mon, Sep 7, 2:00 PM
Virginia · Breaux Vineyards
Live Music with Wayne Snow
Mon, Sep 7, 2:00 PM
Virginia · Breaux Vineyards
Fall Habitat Detectives
Sat, Oct 24, 10:00 AM
Virginia · Sky Meadows State Park
Fall Habitat Detectives
Sat, Oct 24, 10:00 AM
Virginia · Sky Meadows State Park
Come Fly With Me: Model Rockets
Sat, Oct 24, 12:00 PM
Virginia · Sky Meadows State Park
Come Fly With Me: Model Rockets
Sat, Oct 24, 12:00 PM
Virginia · Sky Meadows State Park
DC CHINATOWN COMEDY : COSMOS COMEDY
Today at 9:00 PM + 10 more
Downtown · Bulldog
DC CHINATOWN COMEDY : COSMOS COMEDY
Today at 9:00 PM + 10 more
Downtown · Bulldog
The Comedy Shuffle (Stand-up with Live Color Commentary)
Monday at 8:00 PM + 19 more
Adams Morgan · Town Tavern DC
The Comedy Shuffle (Stand-up with Live Color Commentary)
Monday at 8:00 PM + 19 more
Adams Morgan · Town Tavern DC
Birth Assistants & A Fun Trifecta
Wed, Dec 2, 6:00 PM
Strasburg Junction · Linden Tree Midwifery, LLC
Birth Assistants & A Fun Trifecta
Wed, Dec 2, 6:00 PM
Strasburg Junction · Linden Tree Midwifery, LLC
Improv for All! Workshop at Palisades Library
Wednesday at 6:00 PM
Berkley · Palisades Neighborhood Library
Improv for All! Workshop at Palisades Library
Wednesday at 6:00 PM
Berkley · Palisades Neighborhood Library
Buy. Sell. Trade. Collectible and Card fest
Sat, Sep 19, 11:00 AM
Rosedale · Cafe 611 Restaurant
Buy. Sell. Trade. Collectible and Card fest
Sat, Sep 19, 11:00 AM
Rosedale · Cafe 611 Restaurant

Trends in Winchester

Explore more trends

Shakes & Sliders Private Tasting

Shakes & Sliders Private Tasting

Crackin' Up Presents: Charlie Flynn

Crackin' Up Presents: Charlie Flynn

Paint Party Woodstock Brewhouse

Paint Party Woodstock Brewhouse

PITCH, PLEASE! Friends make the best Matchmakers

PITCH, PLEASE! Friends make the best Matchmakers

Reagan Dinner with Trump Advisor Stephen Moore | Oct. 16

Reagan Dinner with Trump Advisor Stephen Moore | Oct. 16

Paws and Paints! @ 868 Estate Vineyards

Paws and Paints! @ 868 Estate Vineyards

Get Educated!

Get Educated!

Little Mania Midget Wrestling All-Stars: World Tour in Lovettsville, VA!

Little Mania Midget Wrestling All-Stars: World Tour in Lovettsville, VA!

Middleburg Horse Country Romance Mystery

Middleburg Horse Country Romance Mystery

Pride in the Park 2026

Pride in the Park 2026

Urban Comedy Flavorz: STAMPED – Lance Woods & Paris Sashay

Urban Comedy Flavorz: STAMPED – Lance Woods & Paris Sashay

Live Music with Wayne Snow

Live Music with Wayne Snow

Fall Habitat Detectives

Fall Habitat Detectives

Come Fly With Me: Model Rockets

Come Fly With Me: Model Rockets

DC CHINATOWN COMEDY : COSMOS COMEDY

DC CHINATOWN COMEDY : COSMOS COMEDY

The Comedy Shuffle (Stand-up with Live Color Commentary)

The Comedy Shuffle (Stand-up with Live Color Commentary)

Birth Assistants & A Fun Trifecta

Birth Assistants & A Fun Trifecta

Improv for All! Workshop at Palisades Library

Improv for All! Workshop at Palisades Library

Buy. Sell. Trade. Collectible and Card fest

Buy. Sell. Trade. Collectible and Card fest

Things to do around Winchester

Trends in Winchester

1. Memorial weekend

2. Mothers day

3. Mothers day brunch

4. Events happening today near me

5. Car show

6. Craft fairs

7. Cinco de mayo

8. Job fairs

9. Speed dating

10. Comedy show

11. Sip and paint

12. Line dancing