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Winery Events and Things to do in Middleburg, VA

Paint Nite Brand Creative Events
Sat, Jul 11, 6:00 PM
Columbia · Nottingham's
Paint Nite Brand Creative Events
Sat, Jul 11, 6:00 PM
Columbia · Nottingham's
Afro - Soca Wine Music & Food Festival
Sun, Jun 21, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Afro - Soca Wine Music & Food Festival
Sun, Jun 21, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Paint + Sip: "Tropical Twilight" at Winery On The Ridge
Sun, Jun 7, 2:00 PM
Louisa · Bandit's Ridge Winery & Event Venue
Paint + Sip: "Tropical Twilight" at Winery On The Ridge
Sun, Jun 7, 2:00 PM
Louisa · Bandit's Ridge Winery & Event Venue
We Are One EHE Prostate Cancer Awareness Gala
Sat, Sep 5, 1:00 PM
Greenbelt · Martin's Crosswinds
We Are One EHE Prostate Cancer Awareness Gala
Sat, Sep 5, 1:00 PM
Greenbelt · Martin's Crosswinds
Guinness Brewery Tour & Networking
Sat, May 23, 1:00 PM
Halethorpe · Guinness Open Gate Brewery
Guinness Brewery Tour & Networking
Sat, May 23, 1:00 PM
Halethorpe · Guinness Open Gate Brewery
FREE Yoga at National Harbor
Sat, May 23, 10:00 AM + 18 more
Oxon Hill · National Harbor
FREE Yoga at National Harbor
Sat, May 23, 10:00 AM + 18 more
Oxon Hill · National Harbor
City Vino's Got Smooth Jazz with Gregory Amos
Sat, Jun 13, 7:00 AM
Fredericksburg · City Vino
City Vino's Got Smooth Jazz with Gregory Amos
Sat, Jun 13, 7:00 AM
Fredericksburg · City Vino
Going fast
The Unplugged Experience
Tomorrow at 2:00 PM
Upper Marlboro · The Free State Distillery, Inc
Going fast
The Unplugged Experience
Tomorrow at 2:00 PM
Upper Marlboro · The Free State Distillery, Inc
Winemaker's Golf Tournament at Spring Creek Golf Club
Mon, Jun 22, 9:00 AM
Zion Crossroads · Spring Creek Golf Club
Winemaker's Golf Tournament at Spring Creek Golf Club
Mon, Jun 22, 9:00 AM
Zion Crossroads · Spring Creek Golf Club
Tuesday Open Mic Karaoke @ Piano Keys Lounge /w D j Big John 2nd & 4th Tue
Tue, May 26, 6:00 PM + 5 more
Brandywine · Piano Keys Restaurant and Lounge
Tuesday Open Mic Karaoke @ Piano Keys Lounge /w D j Big John 2nd & 4th Tue
Tue, May 26, 6:00 PM + 5 more
Brandywine · Piano Keys Restaurant and Lounge
Sales end soon
Line-Dancing Night Wednesdays @ Piano Keys Restaurant & Lounge Every Wed
Wednesday at 5:00 PM + 32 more
Brandywine · Piano Keys Restaurant and Lounge
Sales end soon
Line-Dancing Night Wednesdays @ Piano Keys Restaurant & Lounge Every Wed
Wednesday at 5:00 PM + 32 more
Brandywine · Piano Keys Restaurant and Lounge
GRAND TASTING SUNDAYS: SIP. SAVOR. SMOKE
Sun, May 24, 2:00 PM + 5 more
Brandywine · 15333 Croom Rd
GRAND TASTING SUNDAYS: SIP. SAVOR. SMOKE
Sun, May 24, 2:00 PM + 5 more
Brandywine · 15333 Croom Rd
2nd Annual She Heals Experience
Sat, Sep 12, 5:30 PM
Ellicott City · Crossroads
2nd Annual She Heals Experience
Sat, Sep 12, 5:30 PM
Ellicott City · Crossroads
The Davis Project Band @ Piano Keys Lounge - 2nd & 4th Friday
Fri, May 22, 5:00 PM
Brandywine · Piano Keys Restaurant and Lounge
The Davis Project Band @ Piano Keys Lounge - 2nd & 4th Friday
Fri, May 22, 5:00 PM
Brandywine · Piano Keys Restaurant and Lounge
Cigars, Wine, & Whiskey Festival 2026
Sat, Jul 18, 2:00 PM
Randallstown · 9730 Slalom Run Dr
Cigars, Wine, & Whiskey Festival 2026
Sat, Jul 18, 2:00 PM
Randallstown · 9730 Slalom Run Dr
Going fast
Eats Beats and Drinks Ultimate Memorial Day Party
Sun, May 24, 4:00 PM
Brandywine · Hennessy Creek
Going fast
Eats Beats and Drinks Ultimate Memorial Day Party
Sun, May 24, 4:00 PM
Brandywine · Hennessy Creek
Ceramics Date Night with Phillip Strauss
Tue, Jun 9, 5:30 PM
Orange · The Arts Center in Orange
Ceramics Date Night with Phillip Strauss
Tue, Jun 9, 5:30 PM
Orange · The Arts Center in Orange
WINE & BIND Happy Hour
Fri, Jun 5, 7:00 PM + 21 more
Savage · Drama MaMa Bookshop
WINE & BIND Happy Hour
Fri, Jun 5, 7:00 PM + 21 more
Savage · Drama MaMa Bookshop
2nd Annual Midsummer Cosplay Market
Sun, Jun 7, 12:00 PM
Fredericksburg · Hexes & Healing
2nd Annual Midsummer Cosplay Market
Sun, Jun 7, 12:00 PM
Fredericksburg · Hexes & Healing
BBQ Dinner in the Vineyard
Sun, Jun 14, 6:00 PM
Mechanicsville · 38713 Golden Beach Rd
BBQ Dinner in the Vineyard
Sun, Jun 14, 6:00 PM
Mechanicsville · 38713 Golden Beach Rd

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