Festivals in Winchester, VA

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Spring Street Fair
Sunday at 12:00 PM
College Park · Davis Hall
Sales end soon
Spring Street Fair
Sunday at 12:00 PM
College Park · Davis Hall
Oak Grove Folk Music Festival
Fri, Aug 28, 6:00 PM
Staunton · The Oak Grove Theater
Oak Grove Folk Music Festival
Fri, Aug 28, 6:00 PM
Staunton · The Oak Grove Theater
Sales end soon
Windber Wine Through the Park 2026
Saturday at 2:00 PM
Windber · Windber Recreation Park
Sales end soon
Windber Wine Through the Park 2026
Saturday at 2:00 PM
Windber · Windber Recreation Park
FOODEESFEST National Harbor, Maryland (40+ food trucks and craft vendors!)
Fri, Sep 4, 1:00 PM
National Harbor · Tanger Boulevard
FOODEESFEST National Harbor, Maryland (40+ food trucks and craft vendors!)
Fri, Sep 4, 1:00 PM
National Harbor · Tanger Boulevard
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
National Harbor Christmas Tree Lighting and Artisan Market
Sat, Nov 7, 12:00 PM
Oxon Hill · American Way Outdoor Park
National Harbor Christmas Tree Lighting and Artisan Market
Sat, Nov 7, 12:00 PM
Oxon Hill · American Way Outdoor Park
National Harbor Fall Into the Holidays Artisan Market
Sat, Nov 14, 12:00 PM
Oxon Hill · American Way Outdoor Park
National Harbor Fall Into the Holidays Artisan Market
Sat, Nov 14, 12:00 PM
Oxon Hill · American Way Outdoor Park
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
Psychic Affairs of Maryland - November 2026
Sun, Nov 8, 9:00 AM
Gambrills · Bowie Elks Lodge No 2309
Psychic Affairs of Maryland - November 2026
Sun, Nov 8, 9:00 AM
Gambrills · Bowie Elks Lodge No 2309
National Harbor Fall Into Winter Artisan Market
Sat, Nov 21, 12:00 PM
Oxon Hill · American Way Outdoor Park
National Harbor Fall Into Winter Artisan Market
Sat, Nov 21, 12:00 PM
Oxon Hill · American Way Outdoor Park
Summer Psychic Fair
Sun, Jul 19, 9:30 AM
Severn · Glen Burnie Elks Lodge #2266
Summer Psychic Fair
Sun, Jul 19, 9:30 AM
Severn · Glen Burnie Elks Lodge #2266
Wrap It Up! National Harbor Christmas Market and Holiday Craft Show
Sat, Dec 19, 12:00 PM
Oxon Hill · American Way Outdoor Park
Wrap It Up! National Harbor Christmas Market and Holiday Craft Show
Sat, Dec 19, 12:00 PM
Oxon Hill · American Way Outdoor Park
Sales end soon
Community Day Vendor Space – $100 (2-Day Event)
Tomorrow at 10:00 AM
Baltimore · 4325 Park Heights Ave
Sales end soon
Community Day Vendor Space – $100 (2-Day Event)
Tomorrow at 10:00 AM
Baltimore · 4325 Park Heights Ave
National Harbor Shop Small Holiday Market
Sat, Nov 28, 12:00 PM
Oxon Hill · American Way Outdoor Park
National Harbor Shop Small Holiday Market
Sat, Nov 28, 12:00 PM
Oxon Hill · American Way Outdoor Park
National Harbor Christmas Market and Holiday Craft Show
Sat, Dec 5, 12:00 PM
Oxon Hill · American Way Outdoor Park
National Harbor Christmas Market and Holiday Craft Show
Sat, Dec 5, 12:00 PM
Oxon Hill · American Way Outdoor Park
Copy of National Harbor Christmas Market and Holiday Craft Show
Sat, Dec 12, 12:00 PM
Oxon Hill · American Way Outdoor Park
Copy of National Harbor Christmas Market and Holiday Craft Show
Sat, Dec 12, 12:00 PM
Oxon Hill · American Way Outdoor Park
Maryland History Day Student Showcase
Sun, Jun 28, 2:00 PM
College Park · College Park Aviation Museum
Maryland History Day Student Showcase
Sun, Jun 28, 2:00 PM
College Park · College Park Aviation Museum
FEST Of SPRING 2026: Wine, Food & Music Festival
Sat, Jun 13, 1:00 PM
Baltimore · Carroll Park
FEST Of SPRING 2026: Wine, Food & Music Festival
Sat, Jun 13, 1:00 PM
Baltimore · Carroll Park
Glow Fest: Lighting the Way to a Healthy Mind
Sat, Sep 12, 2:00 PM
Baltimore · Towanda Recreation Center
Glow Fest: Lighting the Way to a Healthy Mind
Sat, Sep 12, 2:00 PM
Baltimore · Towanda Recreation Center
35th Annual Old-Fashioned Strawberry Festival
Sat, Jun 6, 9:00 AM
Finksburg · Gamber & Community Fire Company
35th Annual Old-Fashioned Strawberry Festival
Sat, Jun 6, 9:00 AM
Finksburg · Gamber & Community Fire Company

Trends in Winchester

Explore more trends

Frequently asked questions about Winchester

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

Oak Grove Folk Music Festival

FOODEESFEST National Harbor, Maryland (40+ food trucks and craft vendors!)

Caribbean Heritage Festival

National Harbor Christmas Tree Lighting and Artisan Market

Which events are currently trending in Winchester?

The trending searches this month in Winchester are:

mothers day

mothers day brunch

events happening today near me

car show

Which festival events are coming up?

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

Community Day Vendor Space – $100 (2-Day Event)

Windber Wine Through the Park 2026

Spring Street Fair

35th Annual Old-Fashioned Strawberry Festival

Spring Street Fair

Spring Street Fair

Oak Grove Folk Music Festival

Oak Grove Folk Music Festival

Windber Wine Through the Park 2026

Windber Wine Through the Park 2026

FOODEESFEST National Harbor, Maryland (40+ food trucks and craft vendors!)

FOODEESFEST National Harbor, Maryland (40+ food trucks and craft vendors!)

Caribbean Heritage Festival

Caribbean Heritage Festival

National Harbor Christmas Tree Lighting and Artisan Market

National Harbor Christmas Tree Lighting and Artisan Market

National Harbor Fall Into the Holidays Artisan Market

National Harbor Fall Into the Holidays Artisan Market

Gettysburg Juneteenth Celebration 2026 | Music, Food, Culture & Community

Gettysburg Juneteenth Celebration 2026 | Music, Food, Culture & Community

Psychic Affairs of Maryland - November 2026

Psychic Affairs of Maryland - November 2026

National Harbor Fall Into Winter Artisan Market

National Harbor Fall Into Winter Artisan Market

Summer Psychic Fair

Summer Psychic Fair

Wrap It Up! National Harbor Christmas Market and Holiday Craft Show

Wrap It Up! National Harbor Christmas Market and Holiday Craft Show

Community Day Vendor Space – $100 (2-Day Event)

Community Day Vendor Space – $100 (2-Day Event)

National Harbor Shop Small Holiday Market

National Harbor Shop Small Holiday Market

National Harbor Christmas Market and Holiday Craft Show

National Harbor Christmas Market and Holiday Craft Show

Copy of National Harbor Christmas Market and Holiday Craft Show

Copy of National Harbor Christmas Market and Holiday Craft Show

Maryland History Day Student Showcase

Maryland History Day Student Showcase

FEST Of SPRING 2026: Wine, Food & Music Festival

FEST Of SPRING 2026: Wine, Food & Music Festival

Glow Fest: Lighting the Way to a Healthy Mind

Glow Fest: Lighting the Way to a Healthy Mind

35th Annual Old-Fashioned Strawberry Festival

35th Annual Old-Fashioned Strawberry Festival

Things to do around Winchester

Trends in Winchester

1. Mothers day

2. Mothers day brunch

3. Events happening today near me

4. Car show

5. Craft fairs

6. Cinco de mayo

7. Dating

8. Kids events

9. Speed dating

10. Live concerts

11. Job fairs

12. Memorial weekend

What are the best festival events to attend?

Which events are currently trending in Winchester?

Which festival events are coming up?