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Community Events and Things to do in Winchester, VA

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A Zambian Day in the Park
Sat, May 30, 2:00 PM
Colesville · Valley Mill Special Park
A Zambian Day in the Park
Sat, May 30, 2:00 PM
Colesville · Valley Mill Special Park
popup community handmade show
Fri, May 29, 8:00 AM
Arlington · Courtyard by Marriott Arlington Crystal City/Reagan National Airport
popup community handmade show
Fri, May 29, 8:00 AM
Arlington · Courtyard by Marriott Arlington Crystal City/Reagan National Airport
Stafford County 5th Annual Juneteenth Celebration
Fri, Jun 19, 7:00 PM + 1 more
Stafford · Colonial Forge High School
Stafford County 5th Annual Juneteenth Celebration
Fri, Jun 19, 7:00 PM + 1 more
Stafford · Colonial Forge High School
Peachblush Presents: Aye Day
Sun, Jul 12, 2:00 PM
Washington · DCity Smokehouse
Peachblush Presents: Aye Day
Sun, Jul 12, 2:00 PM
Washington · DCity Smokehouse
Sales end soon
Baltimore Herb Festival 2026- Herb of the Year Turmeric
Saturday at 9:30 AM
Baltimore · 1920 Eagle Dr
Sales end soon
Baltimore Herb Festival 2026- Herb of the Year Turmeric
Saturday at 9:30 AM
Baltimore · 1920 Eagle Dr
4th Annual Community Day
Sun, Sep 27, 12:00 PM
Stafford · Colonial Forge High School
4th Annual Community Day
Sun, Sep 27, 12:00 PM
Stafford · Colonial Forge High School
Going fast
Spring Into Summer Artisan & Vendor Festival – Washington DC 2026
Fri, Jun 12, 10:00 AM
Washington · 1309 5th St NE
Going fast
Spring Into Summer Artisan & Vendor Festival – Washington DC 2026
Fri, Jun 12, 10:00 AM
Washington · 1309 5th St NE
The Washington Artisan Showcase
Fri, Jun 12, 8:00 AM
Washington · Department of Parks and Recreation of District of Columbia
The Washington Artisan Showcase
Fri, Jun 12, 8:00 AM
Washington · Department of Parks and Recreation of District of Columbia
Soulversations presents Live at Union Market-A JUNETEENTH BLOCKPARTY
Fri, Jun 19, 12:00 PM
Washington · 1309 5th St NE
Soulversations presents Live at Union Market-A JUNETEENTH BLOCKPARTY
Fri, Jun 19, 12:00 PM
Washington · 1309 5th St NE
Just added
Desfile de Naciones Fiesta DC - Delegación de Panamá
Sun, Sep 27, 11:00 AM
Washington · 700 Constitution Ave. NW
Just added
Desfile de Naciones Fiesta DC - Delegación de Panamá
Sun, Sep 27, 11:00 AM
Washington · 700 Constitution Ave. NW
ALX FunFest
Sun, Jun 28, 2:00 PM
Alexandria · Alexandria Zen Center
ALX FunFest
Sun, Jun 28, 2:00 PM
Alexandria · Alexandria Zen Center
Pride Pawty & Vendor Market
Sun, Jun 28, 3:00 PM
Washington · Bryant St Market
Pride Pawty & Vendor Market
Sun, Jun 28, 3:00 PM
Washington · Bryant St Market
Marlboro Day
Sat, Jun 6, 10:00 AM
Upper Marlboro · Governor Oden Bowie Drive
Marlboro Day
Sat, Jun 6, 10:00 AM
Upper Marlboro · Governor Oden Bowie Drive
Operation Honor: Rural Salute PA | Free Community Event!
Sat, Jul 25, 11:00 AM
Gettysburg · Gettysburg Area Recreation Authority
Operation Honor: Rural Salute PA | Free Community Event!
Sat, Jul 25, 11:00 AM
Gettysburg · Gettysburg Area Recreation Authority
The Author Space Book & Art Festival
Sat, Nov 14, 10:00 AM
Upper Marlboro · The Show Place Arena
The Author Space Book & Art Festival
Sat, Nov 14, 10:00 AM
Upper Marlboro · The Show Place Arena
Going fast
Pride 250 Showcase
Fri, May 29, 7:00 PM
Gettysburg · Unitarian Universalists
Going fast
Pride 250 Showcase
Fri, May 29, 7:00 PM
Gettysburg · Unitarian Universalists
DMV AFRICAN CARIBBEAN CULTURAL FASHION HERITAGE 5.0 & AFRICA FASHION WEEK
Sat, May 1, 3:00 PM
Gambrills · 1316 Main Chapel Way
DMV AFRICAN CARIBBEAN CULTURAL FASHION HERITAGE 5.0 & AFRICA FASHION WEEK
Sat, May 1, 3:00 PM
Gambrills · 1316 Main Chapel Way
Caribbean Heritage Festival
Sat, Jun 6, 12:00 PM
Bladensburg · Bladensburg Waterfront Park
Caribbean Heritage Festival
Sat, Jun 6, 12:00 PM
Bladensburg · Bladensburg Waterfront Park
Just added
DMV WET AND WILD FIELD DAY
Sat, Jun 27, 3:00 PM
Washington · 2860 Mills Ave NE
Just added
DMV WET AND WILD FIELD DAY
Sat, Jun 27, 3:00 PM
Washington · 2860 Mills Ave NE
Gettysburg Juneteenth Celebration 2026 | Music, Food, Culture & Community
Fri, Jun 19, 4:00 PM + 1 more
Gettysburg · Gettysburg
Gettysburg Juneteenth Celebration 2026 | Music, Food, Culture & Community
Fri, Jun 19, 4:00 PM + 1 more
Gettysburg · Gettysburg

Trends in Winchester

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Frequently asked questions about Winchester

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

Stafford County 5th Annual Juneteenth Celebration

Peachblush Presents: Aye Day

4th Annual Community Day

Spring Into Summer Artisan & Vendor Festival – Washington DC 2026

Which events are currently trending in Winchester?

The trending searches this month in Winchester are:

mothers day brunch

events happening today near me

Which festival events are coming up?

Discover the best festival events happening soon – you don't want to miss them:

Baltimore Herb Festival 2026- Herb of the Year Turmeric

popup community handmade show

Pride 250 Showcase

A Zambian Day in the Park