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Festivals in Charles Town

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Flights & Frosting
Thu, Jun 25, 6:00 PM
Purcellville · Harpers Ferry Brewing
Flights & Frosting
Thu, Jun 25, 6:00 PM
Purcellville · Harpers Ferry Brewing
Flying For Freedom - Celebrate 250th Birthday of America
Sat, Jul 4, 11:00 AM
Bluemont · Bluemont Station Brewery
Flying For Freedom - Celebrate 250th Birthday of America
Sat, Jul 4, 11:00 AM
Bluemont · Bluemont Station Brewery
INDEPENDENCE DAY THE HILLSBORO WAY! JUNE 28, 2026
Sun, Jun 28, 3:00 PM
Hillsboro · Hillsboro Old Stone School
INDEPENDENCE DAY THE HILLSBORO WAY! JUNE 28, 2026
Sun, Jun 28, 3:00 PM
Hillsboro · Hillsboro Old Stone School
2026 Independence Day the Hillsboro Way! Needs YOUR Support
Sun, Jun 28, 3:00 PM
Hillsboro · Hillsboro Old Stone School
2026 Independence Day the Hillsboro Way! Needs YOUR Support
Sun, Jun 28, 3:00 PM
Hillsboro · Hillsboro Old Stone School
The 22nd Annual Watermelon Pickers' Fest
Thu, Sep 10, 9:00 AM
Berryville · Clarke County Ruritan Fairgrounds
The 22nd Annual Watermelon Pickers' Fest
Thu, Sep 10, 9:00 AM
Berryville · Clarke County Ruritan Fairgrounds
Quad State Wine & Music Fest 2026
Sat, Jun 20, 12:00 PM
Boonsboro · Washington County Agricultural Education Center
Quad State Wine & Music Fest 2026
Sat, Jun 20, 12:00 PM
Boonsboro · Washington County Agricultural Education Center
Cannon Fire 26
Thu, Jul 16, 6:00 PM
Burkittsville · Burkittsville Ruritan Club
Cannon Fire 26
Thu, Jul 16, 6:00 PM
Burkittsville · Burkittsville Ruritan Club
Charles Town Car Show 2026
Sat, Sep 5, 10:00 AM
Charles Town · 101 E Washington St
Charles Town Car Show 2026
Sat, Sep 5, 10:00 AM
Charles Town · 101 E Washington St
Tobacco Roads Smoke & Salute
Fri, Jun 26, 6:00 PM
Martinsburg · Neon Moon Tavern
Tobacco Roads Smoke & Salute
Fri, Jun 26, 6:00 PM
Martinsburg · Neon Moon Tavern
2026-50th Annual Mountain Heritage Arts & Crafts Festival
Fri, Sep 25, 10:00 AM
Kearneysville · Jefferson County WV Fairgrounds
2026-50th Annual Mountain Heritage Arts & Crafts Festival
Fri, Sep 25, 10:00 AM
Kearneysville · Jefferson County WV Fairgrounds
Key West Festival 2026
Sat, Jul 11, 11:00 AM
Purcellville · Breaux Vineyards
Key West Festival 2026
Sat, Jul 11, 11:00 AM
Purcellville · Breaux Vineyards
Quad State Holiday Pickle Fest on National Pickle Day
Sat, Nov 14, 11:00 AM
Boonsboro · Washington County Agricultural Education Center
Quad State Holiday Pickle Fest on National Pickle Day
Sat, Nov 14, 11:00 AM
Boonsboro · Washington County Agricultural Education Center
Quad State Beer Fest: Clad In Plaid 2026
Sat, Oct 3, 1:00 PM
Boonsboro · Washington County Agricultural Education Center
Quad State Beer Fest: Clad In Plaid 2026
Sat, Oct 3, 1:00 PM
Boonsboro · Washington County Agricultural Education Center
Quad State Holiday Pickle Fest on National Pickle Day Sponsor Registration
Sat, Nov 14, 11:00 AM
Boonsboro · Washington County Agricultural Education Center
Quad State Holiday Pickle Fest on National Pickle Day Sponsor Registration
Sat, Nov 14, 11:00 AM
Boonsboro · Washington County Agricultural Education Center
Sponsor the 2026 Frederick Pagan Pride Day
Sat, Sep 26, 10:00 AM
Frederick · Unitarian Universalist Congregation of Frederick
Sponsor the 2026 Frederick Pagan Pride Day
Sat, Sep 26, 10:00 AM
Frederick · Unitarian Universalist Congregation of Frederick
FREDERICK VNTG FEST
Sat, Jun 20, 11:00 AM
Frederick · Frederick Fairgrounds - Home of The Great Frederick Fair
FREDERICK VNTG FEST
Sat, Jun 20, 11:00 AM
Frederick · Frederick Fairgrounds - Home of The Great Frederick Fair
Sales end soon
Imbibe With Pride
Today at 2:30 PM
Frederick · Tenth Ward Distilling Company
Sales end soon
Imbibe With Pride
Today at 2:30 PM
Frederick · Tenth Ward Distilling Company
The Soul of Christmas: A Soulful Celebration of the Holidays
Thu, Dec 10, 8:00 PM
Hagerstown · Live At Hub City Vinyl
The Soul of Christmas: A Soulful Celebration of the Holidays
Thu, Dec 10, 8:00 PM
Hagerstown · Live At Hub City Vinyl
Maryland Lavender Festival at Springfield Manor SUNDAY June 14
Today at 9:00 AM
Thurmont · Springfield Manor Winery Distillery Brewery
Maryland Lavender Festival at Springfield Manor SUNDAY June 14
Today at 9:00 AM
Thurmont · Springfield Manor Winery Distillery Brewery
Food Truck Vendor Spaces for Mile Long Yard Sale
Sat, Jul 4, 6:00 AM
Hagerstown · Longmeadow Road
Food Truck Vendor Spaces for Mile Long Yard Sale
Sat, Jul 4, 6:00 AM
Hagerstown · Longmeadow Road

Trends in Charles Town

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Frequently asked questions about Charles Town

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

Flights & Frosting

Flying For Freedom - Celebrate 250th Birthday of America

INDEPENDENCE DAY THE HILLSBORO WAY! JUNE 28, 2026

2026 Independence Day the Hillsboro Way! Needs YOUR Support

Which events are currently trending in Charles Town?

The trending searches this month in Charles Town are:

car shows this weekend

Which festival events are coming up?

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

Maryland Lavender Festival at Springfield Manor SUNDAY June 14

Imbibe With Pride

FREDERICK VNTG FEST

Quad State Wine & Music Fest 2026