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Wine events in Cumberland, MD

Music in The Gap Under the Stars 2025 - Table Reservations
Friday at 7:00 PM + 4 more
Hillsboro Old Stone School
Music in The Gap Under the Stars 2025 - Table Reservations
Friday at 7:00 PM + 4 more
Hillsboro Old Stone School
Children's Garden Activities : Preparing the Garden for Winter
Sat, Oct 25, 10:00 AM
Seven Bends State Park
Children's Garden Activities : Preparing the Garden for Winter
Sat, Oct 25, 10:00 AM
Seven Bends State Park
the WINERY COMEDY TOUR at THISTLETHWAITE
Sat, Nov 22, 7:30 PM
Thistlethwaite Vineyards
the WINERY COMEDY TOUR at THISTLETHWAITE
Sat, Nov 22, 7:30 PM
Thistlethwaite Vineyards
The Connect Retreat
Thu, Sep 4, 7:00 PM
James Creek
The Connect Retreat
Thu, Sep 4, 7:00 PM
James Creek
Sales end soon
Prehistoric Precision
Tomorrow at 2:00 PM
132 Campground Rd
Sales end soon
Prehistoric Precision
Tomorrow at 2:00 PM
132 Campground Rd
Golden Hour at the Manor
Sat, Oct 4, 5:30 PM
Shiloh Manor Farm
Golden Hour at the Manor
Sat, Oct 4, 5:30 PM
Shiloh Manor Farm
Gundalow Racing
Sun, Aug 31, 3:00 PM
Shenandoah River State Park, Daughter of Stars Drive, Bentonville, VA, USA
Gundalow Racing
Sun, Aug 31, 3:00 PM
Shenandoah River State Park, Daughter of Stars Drive, Bentonville, VA, USA
Selling quickly
Painted Pastures Fall Farm to Table Dinner in Serenity Falls!
Thu, Oct 9, 6:00 PM
11926 Little Antietam Rd
Selling quickly
Painted Pastures Fall Farm to Table Dinner in Serenity Falls!
Thu, Oct 9, 6:00 PM
11926 Little Antietam Rd
Just added!
RESIN CLASS
Sat, Oct 25, 1:00 PM
Good Spirit Farm
Just added!
RESIN CLASS
Sat, Oct 25, 1:00 PM
Good Spirit Farm
Just added!
Pure Barre Red Barn Winery Pop Up
Sun, Aug 10, 2:00 PM
Red Barn Winery, Restaurant, Event Venue
Just added!
Pure Barre Red Barn Winery Pop Up
Sun, Aug 10, 2:00 PM
Red Barn Winery, Restaurant, Event Venue
Sales end soon
Trivia Night at Chilly Hollow Brewing Company
Tomorrow at 6:00 PM + 88 more
Chilly Hollow Brewing Company
Sales end soon
Trivia Night at Chilly Hollow Brewing Company
Tomorrow at 6:00 PM + 88 more
Chilly Hollow Brewing Company
Sunday Brunch Buffet at BTV!
Today at 10:00 AM + 22 more
Bella Terra Vineyards
Sunday Brunch Buffet at BTV!
Today at 10:00 AM + 22 more
Bella Terra Vineyards
Quad State Rock 'N Flavor Fest 2025 Sponsor Registration
Sat, Aug 9, 12:00 PM
Washington County Agricultural Education Center
Quad State Rock 'N Flavor Fest 2025 Sponsor Registration
Sat, Aug 9, 12:00 PM
Washington County Agricultural Education Center
Seafood & Wine Festival at Benmarl Winery
Tue, Nov 18, 9:00 AM
157 Overland Ave
Seafood & Wine Festival at Benmarl Winery
Tue, Nov 18, 9:00 AM
157 Overland Ave
Paint and Sip - Paint Your Pet!
Sun, Aug 24, 10:00 AM
Creek's Edge Winery
Paint and Sip - Paint Your Pet!
Sun, Aug 24, 10:00 AM
Creek's Edge Winery
2026 Independence Day the Hillsboro Way! Needs YOUR Support
Sun, Jun 28, 3:00 PM
Hillsboro Old Stone School
2026 Independence Day the Hillsboro Way! Needs YOUR Support
Sun, Jun 28, 3:00 PM
Hillsboro Old Stone School
23rd Annual Tour de Skyline (TdS)
Fri, Sep 5, 8:30 AM
Dickey Ridge Visitor Center
23rd Annual Tour de Skyline (TdS)
Fri, Sep 5, 8:30 AM
Dickey Ridge Visitor Center
Just added!
Holiday Wine Cork Decorations
Sat, Nov 15, 3:30 AM
Casanel Vineyards and Winery
Just added!
Holiday Wine Cork Decorations
Sat, Nov 15, 3:30 AM
Casanel Vineyards and Winery
247 MMA at the Venue: UFC Rematch Headlines Sunny Days Arena GRAND OPENING
Sat, Aug 9, 7:00 PM
Sunny Days Arena at the Venue
247 MMA at the Venue: UFC Rematch Headlines Sunny Days Arena GRAND OPENING
Sat, Aug 9, 7:00 PM
Sunny Days Arena at the Venue
Sales end soon
Tasting of Seven Wines from the Alsace Region
Tuesday at 5:00 PM
Bistro @ The Porch
Sales end soon
Tasting of Seven Wines from the Alsace Region
Tuesday at 5:00 PM
Bistro @ The Porch

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