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Events and Things to do in Boonsboro, MD

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Boss Bae Caribbean Wine Festival Experience
Sat, May 23, 10:00 AM
Mount Airy · Linganore Winecellars
Boss Bae Caribbean Wine Festival Experience
Sat, May 23, 10:00 AM
Mount Airy · Linganore Winecellars
Almost full
Caribbean Wine & Music Festival 2026 | Linganore Winecellars
Sat, May 23, 10:00 AM + 1 more
Mount Airy · Linganore Winecellars
Almost full
Caribbean Wine & Music Festival 2026 | Linganore Winecellars
Sat, May 23, 10:00 AM + 1 more
Mount Airy · Linganore Winecellars
Enchanting Emmitsburg Scavenger Hunt
Today at 11:00 AM + 191 more
Emmitsburg · Emmitsburg Memorial Park
Enchanting Emmitsburg Scavenger Hunt
Today at 11:00 AM + 191 more
Emmitsburg · Emmitsburg Memorial Park
8th Annual Seabrooks Golf Klassic - Charity Invitational Golf Tournament
Fri, Aug 14, 8:00 AM
Leesburg · Raspberry Falls Golf & Hunt Club
8th Annual Seabrooks Golf Klassic - Charity Invitational Golf Tournament
Fri, Aug 14, 8:00 AM
Leesburg · Raspberry Falls Golf & Hunt Club
Blow your own Red , White and Blue bud vase @ The Barn Resort
Sun, Jun 7, 6:30 PM
Gettysburg · The Barn Resort
Blow your own Red , White and Blue bud vase @ The Barn Resort
Sun, Jun 7, 6:30 PM
Gettysburg · The Barn Resort
Sales end soon
Big Band Jazz Night
Tuesday at 7:00 PM
Leesburg · Leesburg Junction
Sales end soon
Big Band Jazz Night
Tuesday at 7:00 PM
Leesburg · Leesburg Junction
Going fast
Black Hoof Drag Bingo with Crimsyn
Tuesday at 7:00 PM
Leesburg · Black Hoof Brewing Company
Going fast
Black Hoof Drag Bingo with Crimsyn
Tuesday at 7:00 PM
Leesburg · Black Hoof Brewing Company
TOYS FOR THE AGES EXPO 2026
Sat, Jul 25, 8:30 AM
Gettysburg · All Star Sports Complex
TOYS FOR THE AGES EXPO 2026
Sat, Jul 25, 8:30 AM
Gettysburg · All Star Sports Complex
Next Stop Comedy at Vanish Brewery in Lucketts! - Leesburg, VA
Fri, Sep 11, 8:00 PM + 1 more
Leesburg · Vanish Farmwoods Brewery
Next Stop Comedy at Vanish Brewery in Lucketts! - Leesburg, VA
Fri, Sep 11, 8:00 PM + 1 more
Leesburg · Vanish Farmwoods Brewery
Just added
SUMMER KICKOFF
Sun, May 31, 4:00 PM
Bunker Hill · El Lobo Bravo
Just added
SUMMER KICKOFF
Sun, May 31, 4:00 PM
Bunker Hill · El Lobo Bravo
Linganore Winery Sweet Escape Bus Trip 2026
Mount Airy · 13601 Glissans Mill Rd
Linganore Winery Sweet Escape Bus Trip 2026
Mount Airy · 13601 Glissans Mill Rd
Going fast
LA Guns VIP // June 02 Leesburg, VA
Tue, Jun 2, 5:30 PM
Leesburg · Tally Ho Theater
Going fast
LA Guns VIP // June 02 Leesburg, VA
Tue, Jun 2, 5:30 PM
Leesburg · Tally Ho Theater
Sweet Escape Festival 2026 | Linganore Winecellars Wine & Music Festival
Sat, Jul 18, 10:00 AM + 1 more
Mount Airy · Linganore Winecellars
Sweet Escape Festival 2026 | Linganore Winecellars Wine & Music Festival
Sat, Jul 18, 10:00 AM + 1 more
Mount Airy · Linganore Winecellars
Graveyard Fest 2026: The Gettysburg Takeover
Gettysburg · Eisenhower Hotel & Conference Center
Graveyard Fest 2026: The Gettysburg Takeover
Gettysburg · Eisenhower Hotel & Conference Center
Sales end soon
RED VIP - LEESBURG, VA
Leesburg · Tally Ho Theater
Sales end soon
RED VIP - LEESBURG, VA
Leesburg · Tally Ho Theater
Going fast
A Festive Evening Celebrating 250 Years of Montgomery County
Thu, May 28, 6:00 PM
Poolesville · Bally Cliff Farm
Going fast
A Festive Evening Celebrating 250 Years of Montgomery County
Thu, May 28, 6:00 PM
Poolesville · Bally Cliff Farm
MIDNIGHT STAR REUNION
Fri, Jun 5, 7:00 PM
Bunker Hill · El Lobo Bravo
MIDNIGHT STAR REUNION
Fri, Jun 5, 7:00 PM
Bunker Hill · El Lobo Bravo
Loudoun KidzFest - UpsideDown Moments
Sat, May 30, 2:00 PM
Leesburg · 601 Catoctin Cir NE
Loudoun KidzFest - UpsideDown Moments
Sat, May 30, 2:00 PM
Leesburg · 601 Catoctin Cir NE
Fields of Praise Music Festival
Sat, Sep 5, 3:00 PM
Gettysburg · The Barn Resort
Fields of Praise Music Festival
Sat, Sep 5, 3:00 PM
Gettysburg · The Barn Resort
Storytelling Open Mic: Star-Spangled stories
Thu, May 28, 6:00 PM
Purcellville · Franklin Park Arts Center 540-338-7973
Storytelling Open Mic: Star-Spangled stories
Thu, May 28, 6:00 PM
Purcellville · Franklin Park Arts Center 540-338-7973

Trends in Boonsboro

Explore more trends

Explore more trends

Frequently asked questions about Boonsboro

What are the best events to attend?

According to Eventbrite, the best events are:

Caribbean Wine & Music Festival 2026 | Linganore Winecellars

8th Annual Seabrooks Golf Klassic - Charity Invitational Golf Tournament

Blow your own Red , White and Blue bud vase @ The Barn Resort

TOYS FOR THE AGES EXPO 2026

Which events are currently trending in Boonsboro?

The trending searches this month in Boonsboro are:

pickle festival

pickle fest tickets

hot air balloon festival

Which events are coming up?

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

Enchanting Emmitsburg Scavenger Hunt

Big Band Jazz Night

Black Hoof Drag Bingo with Crimsyn

Boss Bae Caribbean Wine Festival Experience