Food & Drink events in Winchester

Check out happening food & drink events all around Winchester, VA

United Bank Bloomin' Wine Fest

 Fri, 24 Apr at 03:00 pm Downtown Walking Mall

United Bank Bloomin' Wine Fest

 Sat, 25 Apr at 11:00 am Downtown Walking Mall

Strawberry Festival

Sat, 23 May at 11:00 am 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Peach Festival

 Sat, 08 Aug at 09:00 am 3035 Cedar Creek Grade, Winchester, VA, United States, Virginia 22602

Sunflower Festival

Sat, 12 Sep at 10:00 am 2502 N. Frederick Pike, Winchester, VA

NAACP Winchester Area Juneteenth 2026

 Sun, 14 Jun at 12:00 pm Museum of the Shenandoah Valley

Hop Blossom Craft Beer Festival 2026

 Sat, 06 Jun at 12:00 pm Old Town Winchester USD 7 to 39

Apple Harvest Festival

Sat, 03 Oct at 11:00 am 4305 Middle Road, Winchester, VA, United States, Virginia 22602

New Playground Grand Opening Event

 Sat, 18 Apr at 11:00 am Winchester VA Parks and Recreation

Peaches & Beaches Festival

Sat, 01 Aug at 11:00 am 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Navy Federal Credit Union Veterans Dinner Show

 Wed, 29 Apr at 06:00 pm James R. Wilkins, Jr. Athletic & Events Center

West Oaks Bloomin' Brunch and Bubbly 2026

 Sun, 26 Apr at 10:30 am 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Valley Cycle Center Stag Luncheon

 Fri, 01 May at 11:45 am Winchester Cold Storage / WCS Logistics

Honeycrisp Festival

 Sat, 05 Sep at 09:00 am 3035 Cedar Creek Grade, Winchester, VA, United States, Virginia 22602

Taste of Community Food Truck Festival

 Sat, 16 May at 11:00 am 1460 University Dr, Winchester, VA 22601, United States

Mother’s Day Cheesecake Pairing

 Sat, 09 May at 12:00 pm 4063 Middle Rd, Winchester, VA, United States, Virginia 22602

Empanadas & Wine Pairing

 Sat, 25 Apr at 12:00 pm 4063 Middle Rd, Winchester, VA, United States, Virginia 22602

Corks & Cakes

 Sat, 20 Jun at 01:00 pm 4063 Middle Rd, Winchester, VA, United States, Virginia 22602

Car Show

 Sat, 18 Apr at 10:00 am Armel Elementary School

2026 Winchester Greek Festival

Sat, 22 Aug at 11:00 am 1700 Amherst St, Winchester, VA, United States, Virginia 22601

Mother's Day Brunch at Patti’s Place

 Sun, 10 May at 11:00 am Patti's Place USD 45

Sip & Sourdough™ – WASPCA Benefit

 Sun, 19 Apr at 01:00 pm Winchester Area SPCA

If the Choux Fits

 Tue, 21 Apr at 06:00 pm 27 North Loudoun Street, Winchester, VA, United States, Virginia 22601

Bloom Boom!

 Sat, 02 May at 07:00 pm 608 Millwood Ave, Winchester, VA 22601-5167, United States

Concern Hotline presents: A Taste of Winchester

 Thu, 09 Apr at 05:30 pm Fox Meadow Barn

Victory Auction

 Sat, 11 Apr at 03:00 pm 2870 Middle Rd, Winchester, VA, United States, Virginia 22601

The Steak Out

 Fri, 10 Apr at 06:00 pm 2581 Northwestern Pike, Winchester, VA, United States, Virginia 22603

Local Plants & Local Pints at WBW

 Sat, 25 Apr at 02:00 pm 320 N Cameron St, Winchester, VA

Winchester Local & international market

Sat, 25 Apr at 09:00 am Winchester Moose Lodge 1283

Bluegrass on the Farm

 Thu, 11 Jun at 06:00 pm 2502 N. Frederick Pike , Winchester, VA, United States, Virginia 22603

Kubota Orange Days at Winchester Equipment

 Sat, 25 Apr at 08:00 am 121 Indian Hollow Rd, Winchester, VA, United States, Virginia 22603

The French Pantry

 Tue, 12 May at 06:00 pm 27 North Loudoun Street, Winchester, VA, United States, Virginia 22601

KIWANIS PANCAKE DAY to BENEFIT IJMM

 Sat, 25 Apr at 08:00 am War Memorial Building, Jim Barnett Park

Glow All Out 5K

 Fri, 17 Jul at 08:00 pm Admiral Richard E. Byrd Middle School

WildKind Open Table · May

 Sun, 03 May at 03:00 pm Broken Window Brewing Co.

Field Trip: Winchester Happy Hour 🍷🍺

 Tue, 07 Apr at 05:00 pm Mangia Cucina Italiana

Music Jam on the Farm, Phelpsmore Lane

 Fri, 01 May at 06:00 pm 303 Phelpsmore Ln, Winchester, VA 22602-2074, United States

SVR Annual Banquet

 Sat, 11 Apr at 05:00 pm Millwood Station Banquet Hall