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Events and Things to do in Boonsboro, MD

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Sip & Stretch at Comus Beer Garden
Sun, Jun 7, 10:30 AM + 4 more
Dickerson · The Comus Beer Garden
Sip & Stretch at Comus Beer Garden
Sun, Jun 7, 10:30 AM + 4 more
Dickerson · The Comus Beer Garden
Garden Table Dinner Series at Comus
Thu, Jun 11, 7:00 PM + 4 more
Dickerson · 23900 Old Hundred Rd
Garden Table Dinner Series at Comus
Thu, Jun 11, 7:00 PM + 4 more
Dickerson · 23900 Old Hundred Rd
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
The Blue Moon Harvest: An Extra Measure of Magic
Sun, May 31, 7:00 PM
Barnesville · 17500 Conoy Rd
The Blue Moon Harvest: An Extra Measure of Magic
Sun, May 31, 7:00 PM
Barnesville · 17500 Conoy Rd
Sip & Stroll Girls' Night at The Barn Resort!
Fri, Jun 5, 6:00 PM
Gettysburg · The Barn Resort
Sip & Stroll Girls' Night at The Barn Resort!
Fri, Jun 5, 6:00 PM
Gettysburg · The Barn Resort
Professional CSM Advanced Concepts 2-Day Bootcamp in Frederick, MD
Thu, Jun 25, 9:00 AM + 7 more
Frederick · Regus Center
Professional CSM Advanced Concepts 2-Day Bootcamp in Frederick, MD
Thu, Jun 25, 9:00 AM + 7 more
Frederick · Regus Center
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
Enchanting Emmitsburg Scavenger Hunt
Today at 2:00 PM + 192 more
Emmitsburg · Emmitsburg Memorial Park
Enchanting Emmitsburg Scavenger Hunt
Today at 2:00 PM + 192 more
Emmitsburg · Emmitsburg Memorial Park
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
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
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
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
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
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
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
A Festive Evening Celebrating 250 Years of Montgomery County
Thu, May 28, 6:00 PM
Poolesville · Bally Cliff Farm
A Festive Evening Celebrating 250 Years of Montgomery County
Thu, May 28, 6:00 PM
Poolesville · Bally Cliff Farm

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:

Sip & Stretch at Comus Beer Garden

Garden Table Dinner Series at Comus

The Blue Moon Harvest: An Extra Measure of Magic

Sip & Stroll Girls' Night at The Barn Resort!

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

Caribbean Wine & Music Festival 2026 | Linganore Winecellars