Happening Next

Winchester Food & Drink Events

Food & Drink events Happening Next in Winchester, VA

Dawg Days of Summer: Hot Dog Crawl

 Old Town Winchester 22 Aug 2026
DOG USD 18 TO 34

Sunflower Festival

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

16th Annual Patsy Cline Block Party

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

2026 Winchester Greek Festival

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

Fiddles & Fifths 2026

 Shenandoah Valley Civil War Museum 12 Sep 2026
FESTIVALS

Friday Night West Oaks Farm Concert! Chris Darlington Band

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

Honeycrisp Festival

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

Down on the Farm Dinner to Support Mutima Ministries

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

Celebracion of Winchester

Taylor Pavilion Winchester 19 Sep 2026
KIDS

Drag bingo at 5050 Tap House

 5050Taphouse 21 Aug 2026

Apple Harvest Festival

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

Glow All Out 5K

 Admiral Richard E. Byrd Middle School 28 Aug 2026
FOOD-DRINKS

Yappy Hour: Tail-Gate

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

Pride at the MSV with Winchester Pride

 Museum of the Shenandoah Valley 3 Oct 2026
FOOD-DRINKS

The HER Experience

16 S. Loudoun Street, Winchester, VA 30 Aug 2026
HEALTH-WELLNESS

Apple Harvest Festival

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

2026 Wings and Wheels presented by United Bank - Winchester, VA

 Winchester Regional Airport - OKV 3 Oct 2026
CAR-SHOWS

2nd Annual Community Picnic

 Willow Grove Farm 30 Aug 2026
TRIPS-ADVENTURES FREE

Byblos Winchester Wine Pairing Dinner

 Byblos Restaurant 13 Sep 2026

Pumpkin Festival

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

Homestead Harvest Festival

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

Buffalo Wild Wings Spirit Night

 251 First Woods Drive, Winchester, VA, United States, Virginia 24 Aug 2026
WORKSHOPS

South African Wine and Food Festival

 Patti's Place 19 Sep 2026
FITNESS USD 45 TO 75

Winchester Winter Village

Old Town Winchester 6 Dec 2026
HOLIDAY

Saturday Brunch at T. T. Wall's 🥂

 147 N Loudoun Street, Winchester, VA, United States, Virginia 22601 22 Aug 2026

Evening With The Babys

 The George Washington A Wyndham Grand Hotel, 103 East Piccadilly Street, Winchester, VA, USA 31 Dec 2026
FITNESS USD 162

Celebrate Community Cats this Fall in Style

 The George Washington A Wyndham Grand Hotel 18 Oct 2026
FITNESS USD 50

Fall Open House - Grand Re-Opening

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

Trainwreck LIVE at WOFM Fall Festival

 West Oaks Farm Market 17 Oct 2026
MUSIC

Family Cookout- Food, Music, Games, and Goodtimes

 Winchester VA Parks and Recreation 29 Aug 2026
MUSIC