Happening Next

Winchester Food & Drink Events

Food & Drink events Happening Next in Winchester, VA

Old Town Jubilee

 Old Town Winchester Walking Mall 4 Jul 2026

Independence at the Park - Red, White, and Boom!

 1001 E Cork St, Winchester, VA, United States, Virginia 22601 3 Jul 2026
FIREWORKS

Sunflower Festival

2502 N. Frederick Pike, Winchester, VA 12 Sep 2026
FESTIVALS

Peach Festival

 3035 Cedar Creek Grade, Winchester, VA, United States, Virginia 22602 8 Aug 2026
FESTIVALS

Fiddles & Fifths 2026

 Shenandoah Valley Civil War Museum 12 Sep 2026
FESTIVALS

The All-American Pig & Pour

 302 S Loudoun Street, Winchester, VA 18 Jul 2026
MUSIC

Apple Harvest Festival

4305 Middle Road, Winchester, VA, United States, Virginia 22602 3 Oct 2026
FESTIVALS

Peaches & Beaches Festival

4305 Middle Road, Winchester, VA, United States, Virginia 22602 1 Aug 2026
FESTIVALS

Apple Harvest Festival

 3035 Cedar Creek Grade, Winchester, VA, United States, Virginia 22602 10 Oct 2026
FESTIVALS

Dawg Days of Summer: Hot Dog Crawl

 Old Town Winchester 22 Aug 2026
FITNESS USD 18 TO 34

Honeycrisp Festival

 3035 Cedar Creek Grade, Winchester, VA, United States, Virginia 22602 5 Sep 2026
FESTIVALS

16th Annual Patsy Cline Block Party

 608 South Kent Street, Winchester, VA, United States, Virginia 22601 5 Sep 2026
ENTERTAINMENT

Lebanese Wine Pairing Dinner at Byblos Winchester

 Byblos Winchester 13 Sep 2026
FITNESS USD 70 TO 80

VA250 Fireworks Celebration

 4063 Middle Rd, Winchester, VA, United States, Virginia 22602 11 Jul 2026
FIREWORKS

Celebracion of Winchester

Taylor Pavilion Winchester 19 Sep 2026
KIDS

Friday Night West Oaks Farm Concert! Chris Darlington Band

 4305 Middle Road, Winchester, VA, United States, Virginia 22602 21 Aug 2026
ENTERTAINMENT

Homestead Harvest Festival

2502 N. Frederick Pike , Winchester, VA, United States, Virginia 22603 24 Oct 2026
FESTIVALS

Pumpkin Festival

 3035 Cedar Creek Grade, Winchester, VA, United States, Virginia 22602 24 Oct 2026
FESTIVALS

Down on the Farm Dinner to Support Mutima Ministries

 303 Phelpsmore Ln, Winchester, VA 22602-2074, United States 22 Aug 2026
MUSIC

Live Music with John D. Neal

 4063 Middle Rd, Winchester, VA, United States, Virginia 22602 11 Jul 2026
MUSIC

2026 Winchester Greek Festival

1700 Amherst St, Winchester, VA, United States, Virginia 22601 22 Aug 2026
FESTIVALS

MSV at Night: Sweet Mountain Laurel

 901 Amherst St, Winchester, VA, United States, Virginia 22601 24 Jul 2026
MUSIC

Fizzle's BBQ Food Truck

 4063 Middle Rd, Winchester, VA, United States, Virginia 22602 11 Jul 2026
MUSIC

2026 Wings and Wheels - Winchester, VA

 Winchester Regional Airport - OKV 3 Oct 2026
CAR-SHOWS

Yappy Hour: Tail-Gate

 4063 Middle Rd, Winchester, VA, United States, Virginia 22602 11 Sep 2026
MUSIC

Farm Concert: Chad Laughlin Band

 4305 Middle Road, Winchester, VA, United States, Virginia 22602 17 Jul 2026
MUSIC

South African Wine and Food Festival

 Patti's Place 19 Sep 2026
FOOD-DRINKS USD 28 TO 55

Wine Tasting with Stephen Hagen of Antiquum Farm

 Patti's Place 1 Aug 2026
FOOD-DRINKS USD 79

Glow All Out 5K

 Admiral Richard E. Byrd Middle School 17 Jul 2026
FOOD-DRINKS

Celebration America!

 325 W. Boscawen St, Winchester, VA, United States, Virginia 22601 3 Jul 2026
KIDS

Sip & Sourdough™: Beyond the Basics at Valerie Hill Vineyard & Winery

 Valerie Hill Vineyard & Winery 26 Jul 2026
WORKSHOPS

Wine tasting at Murphy Beverage Company

 167 N Loudoun St, Winchester, VA 17 Jul 2026
FOOD-DRINKS

Trainwreck LIVE at WOFM Fall Festival

 West Oaks Farm Market 17 Oct 2026
MUSIC

Thumbs to the Left

 5275 Middle Road, Winchester, VA, United States, Virginia 22602 15 Aug 2026

Bearded Harmony Live!

 4305 Middle Road, Winchester, VA, United States, Virginia 22602 24 Jul 2026

Jimmy Lee Live!

 4305 Middle Road, Winchester, VA, United States, Virginia 22602 25 Jul 2026
MUSIC

Fall Open House - Grand Re-Opening

 100 Myersons Dr, Winchester, VA, United States, Virginia 22602 12 Sep 2026

MoveMentation's FUN-raiser

 740 Merrimans Ln, Winchester, VA 22601, United States 11 Jul 2026
WORKSHOPS