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Wine Events and Things to do in Annapolis, MD

Wine & Wheels 2026
Sat, Sep 19, 12:00 PM
Bainbridge · Nissley Vineyards
Wine & Wheels 2026
Sat, Sep 19, 12:00 PM
Bainbridge · Nissley Vineyards
So Fetch! - The DMV’s Ultimate ‘00s Dance Party
Sat, May 23, 6:00 PM
Leesburg · Tarara Winery
So Fetch! - The DMV’s Ultimate ‘00s Dance Party
Sat, May 23, 6:00 PM
Leesburg · Tarara Winery
Almost full
HSR Mom's Stretch and Sip Night
Tomorrow at 4:00 PM
Montclair · Southlake Recreation Association
Almost full
HSR Mom's Stretch and Sip Night
Tomorrow at 4:00 PM
Montclair · Southlake Recreation Association
COMEDY NIGHT at AROMA TASTING ROOM - MANASSAS
Fri, May 22, 7:00 PM
Manassas · Aroma Wine Tasting Room
COMEDY NIGHT at AROMA TASTING ROOM - MANASSAS
Fri, May 22, 7:00 PM
Manassas · Aroma Wine Tasting Room
White Ford Bronco – The Ultimate ‘90s Party
Sat, Jun 6, 6:00 PM
Leesburg · Tarara Winery
White Ford Bronco – The Ultimate ‘90s Party
Sat, Jun 6, 6:00 PM
Leesburg · Tarara Winery
Casino Night at Solace Brewing Co. benefitting Blood Cancer United
Sat, Jun 6, 6:30 PM
Sterling · Solace Brewing Company
Casino Night at Solace Brewing Co. benefitting Blood Cancer United
Sat, Jun 6, 6:30 PM
Sterling · Solace Brewing Company
Artisan Pasta Making
Sun, May 31, 6:00 PM
Purcellville · Kalero Vineyard
Artisan Pasta Making
Sun, May 31, 6:00 PM
Purcellville · Kalero Vineyard
Fridays at 5
Today at 5:00 PM + 2 more
Woodbridge · Sean T. Connaughton Plaza
Fridays at 5
Today at 5:00 PM + 2 more
Woodbridge · Sean T. Connaughton Plaza
The New Romance - The Ultimate 80s Tribute Band
Sat, May 30, 6:00 PM
Leesburg · Tarara Winery
The New Romance - The Ultimate 80s Tribute Band
Sat, May 30, 6:00 PM
Leesburg · Tarara Winery
T.I.A South Africa Tour 2026 ( Johannesburg & Cape Town)
Thu, Nov 19, 6:00 AM
Dulles · Dulles International Airport
T.I.A South Africa Tour 2026 ( Johannesburg & Cape Town)
Thu, Nov 19, 6:00 AM
Dulles · Dulles International Airport
7 Bridges - The Ultimate EAGLES Experience
Sat, Jun 13, 6:00 PM
Leesburg · Tarara Winery
7 Bridges - The Ultimate EAGLES Experience
Sat, Jun 13, 6:00 PM
Leesburg · Tarara Winery
Groovalicious - Ultimate '70s Dance & Disco Party
Sat, Jun 27, 6:00 PM
Leesburg · Tarara Winery
Groovalicious - Ultimate '70s Dance & Disco Party
Sat, Jun 27, 6:00 PM
Leesburg · Tarara Winery
Scott Ambush LIVE!! @ Rockwell Brewery Saturday 5/23/26 - 8PM
Sat, May 23, 8:00 PM
Frederick · Rockwell Brewery Riverside, Broadband Drive, Frederick, MD, USA
Scott Ambush LIVE!! @ Rockwell Brewery Saturday 5/23/26 - 8PM
Sat, May 23, 8:00 PM
Frederick · Rockwell Brewery Riverside, Broadband Drive, Frederick, MD, USA
Hard Swimmin' Fish Reunion Show! Friday 5/29/26 at 8PM!
Fri, May 29, 8:00 PM
Frederick · 8411 Broadband Drive suite k, Frederick, MD, USA
Hard Swimmin' Fish Reunion Show! Friday 5/29/26 at 8PM!
Fri, May 29, 8:00 PM
Frederick · 8411 Broadband Drive suite k, Frederick, MD, USA
Stifler’s Mom - The Ultimate ‘90s Experience
Fri, Jul 3, 6:00 PM
Leesburg · Tarara Winery
Stifler’s Mom - The Ultimate ‘90s Experience
Fri, Jul 3, 6:00 PM
Leesburg · Tarara Winery
Love is Blind Trivia Night at Alamo Drafthouse Cinema Loudoun
Thu, May 28, 7:00 PM
Ashburn · Alamo Drafthouse Cinema One Loudoun
Love is Blind Trivia Night at Alamo Drafthouse Cinema Loudoun
Thu, May 28, 7:00 PM
Ashburn · Alamo Drafthouse Cinema One Loudoun
Dykes Uncorked: Sapphic Vineyard Day Trip Day #2
Sat, Jun 6, 11:30 AM
Purcellville · Two Twisted Posts Winery & Tavern
Dykes Uncorked: Sapphic Vineyard Day Trip Day #2
Sat, Jun 6, 11:30 AM
Purcellville · Two Twisted Posts Winery & Tavern
Turnstiles - The Ultimate Tribute to the Music of Billy Joel
Sat, Jul 18, 6:00 PM
Leesburg · Tarara Winery
Turnstiles - The Ultimate Tribute to the Music of Billy Joel
Sat, Jul 18, 6:00 PM
Leesburg · Tarara Winery
The Bridge with Elizabeth’s Furnace - Tribute to Led Zeppelin
Sat, Jul 11, 6:00 PM
Leesburg · Tarara Winery
The Bridge with Elizabeth’s Furnace - Tribute to Led Zeppelin
Sat, Jul 11, 6:00 PM
Leesburg · Tarara Winery
Jimmy Kenny & The Pirate Beach Band -Tribute to Buffett, Chesney, Zac Brown
Sat, Jul 25, 6:00 PM
Leesburg · Tarara Winery
Jimmy Kenny & The Pirate Beach Band -Tribute to Buffett, Chesney, Zac Brown
Sat, Jul 25, 6:00 PM
Leesburg · Tarara Winery

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