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Wine Events and Things to do in Annapolis, MD

Sales end soon
Boro Brews and Tacos Fest
Tomorrow at 12:00 PM
Waynesboro · Main Street Park
Sales end soon
Boro Brews and Tacos Fest
Tomorrow at 12:00 PM
Waynesboro · Main Street Park
Wine glass painting at The Vineyard at Hershey
Thu, May 28, 6:00 PM
Middletown · The Vineyard at Hershey
Wine glass painting at The Vineyard at Hershey
Thu, May 28, 6:00 PM
Middletown · The Vineyard at Hershey
Quad State Beer Fest: Clad In Plaid 2026 Sponsor Registration
Sat, Oct 3, 1:00 PM
Boonsboro · Washington County Agricultural Education Center
Quad State Beer Fest: Clad In Plaid 2026 Sponsor Registration
Sat, Oct 3, 1:00 PM
Boonsboro · Washington County Agricultural Education Center
Just added
An Evening With Arthur
Sat, Jun 20, 5:00 PM
Ashburn · DC Prime Steaks
Just added
An Evening With Arthur
Sat, Jun 20, 5:00 PM
Ashburn · DC Prime Steaks
Just added
Proudly Poured: Pride in the Vines Kick Off Drag Brunch
Sun, Jun 7, 12:00 PM
Middleburg · Mt. Defiance Cidery & Distillery
Just added
Proudly Poured: Pride in the Vines Kick Off Drag Brunch
Sun, Jun 7, 12:00 PM
Middleburg · Mt. Defiance Cidery & Distillery
Women's Wellness Experience
Bowie · 12401 Quintette Ln
Women's Wellness Experience
Bowie · 12401 Quintette Ln
Unwind & Align: An Evening Wellness Experience
Sun, May 31, 5:00 PM
Wilmington · 2413 Kirkwood Hwy
Unwind & Align: An Evening Wellness Experience
Sun, May 31, 5:00 PM
Wilmington · 2413 Kirkwood Hwy
Juke Joint Blues Benefit feat. The Cash Box Kings
Tomorrow at 7:00 PM
Joppatowne · Midway Discount Liquors
Juke Joint Blues Benefit feat. The Cash Box Kings
Tomorrow at 7:00 PM
Joppatowne · Midway Discount Liquors
Eat, Drink & Be Literary! Featuring Adventurer Heather Anderson
Fri, Jun 5, 6:00 PM
Hillsboro · Hillsboro Old Stone School
Eat, Drink & Be Literary! Featuring Adventurer Heather Anderson
Fri, Jun 5, 6:00 PM
Hillsboro · Hillsboro Old Stone School
Fireworks Paint & Sip at The Vineyard at Hershey
Thu, Jun 25, 6:00 PM
Middletown · The Vineyard at Hershey
Fireworks Paint & Sip at The Vineyard at Hershey
Thu, Jun 25, 6:00 PM
Middletown · The Vineyard at Hershey
Almost full
Glassblowing Workshop: Your Choice!
Fri, Jun 5, 6:00 PM
Bainbridge · Nissley Vineyards
Almost full
Glassblowing Workshop: Your Choice!
Fri, Jun 5, 6:00 PM
Bainbridge · Nissley Vineyards
Visit Springfield Manor's Lavender Field
Fri, Jun 19, 5:00 PM + 5 more
Thurmont · Springfield Manor Winery & Distillery
Visit Springfield Manor's Lavender Field
Fri, Jun 19, 5:00 PM + 5 more
Thurmont · Springfield Manor Winery & Distillery
LoCo Fest 2026
Sun, Sep 6, 12:00 PM
Hillsboro · 868 Estate Vineyards
LoCo Fest 2026
Sun, Sep 6, 12:00 PM
Hillsboro · 868 Estate Vineyards
Sourdough starter class at The Vineyard at Hershey
Thu, May 28, 6:00 PM
Middletown · The Vineyard at Hershey
Sourdough starter class at The Vineyard at Hershey
Thu, May 28, 6:00 PM
Middletown · The Vineyard at Hershey
City Vino Karaoke on the Fifth Friday
Fri, May 29, 7:00 PM
Fredericksburg · City Vino
City Vino Karaoke on the Fifth Friday
Fri, May 29, 7:00 PM
Fredericksburg · City Vino
Ride for Mutts and Pig Pickin'
Sat, Jul 11, 12:00 PM
Spotsylvania Courthouse · 1781 Brewing Company
Ride for Mutts and Pig Pickin'
Sat, Jul 11, 12:00 PM
Spotsylvania Courthouse · 1781 Brewing Company
The LAFF'N JAZZ Lounge
Fri, Jun 19, 7:00 PM + 6 more
Salisbury · Inspire Gallery
The LAFF'N JAZZ Lounge
Fri, Jun 19, 7:00 PM + 6 more
Salisbury · Inspire Gallery
Lebanese Wine Pairing Dinner at Byblos Winchester
Sun, Jul 12, 6:00 PM
Winchester · Byblos Winchester
Lebanese Wine Pairing Dinner at Byblos Winchester
Sun, Jul 12, 6:00 PM
Winchester · Byblos Winchester
Seashell paint and sip at The Vineyard at Hershey
Thu, Jul 30, 6:00 PM
Middletown · The Vineyard at Hershey
Seashell paint and sip at The Vineyard at Hershey
Thu, Jul 30, 6:00 PM
Middletown · The Vineyard at Hershey
A Guided Tasting of Church Street Distilling's Bounce Series
Sun, May 24, 1:00 PM
Hagerstown · 25 W Church St
A Guided Tasting of Church Street Distilling's Bounce Series
Sun, May 24, 1:00 PM
Hagerstown · 25 W Church St

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