Winchester Festivals Events

Festivals Happening Next in Winchester, VA

Hop Blossom Craft Beer Festival 2026

 Old Town Winchester 6 Jun 2026
BEER-FESTIVALS USD 9 TO 39

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

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

Strawberry Festival

4305 Middle Road, Winchester, VA, United States, Virginia 22602 23 May 2026
FESTIVALS

Red, White, & Lights! Drone Show

 1001 E Cork St, Winchester, VA, United States, Virginia 22601 30 May 2026
FESTIVALS

Peach Festival

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

NAACP Winchester Area Juneteenth 2026

 Museum of the Shenandoah Valley 14 Jun 2026
JUNETEENTH

Sunflower Festival

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

Strawberry Festival

 4305 Middle Road, Winchester, VA, United States, Virginia 22602 4305 Middle Rd, Winchester, VA 22602, United States 23 May 2026
FESTIVALS

Apple Harvest Festival

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

Apple Harvest Festival

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

Winchester Police Dept. 5th Annual Auto Show

 100 W Piccadilly St, Winchester, VA 22601-3916, United States 23 May 2026
CAR-SHOWS

Samhain Luna Market 2026

 125 S. Loudoun Street, Winchester, VA 31 Oct 2026

VA250 Fireworks Celebration

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

Honeycrisp Festival

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

Peaches & Beaches Festival

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

Homestead Harvest Festival

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

Flutterby Fairy Festival 2026

 740 Merrimans Ln Winchester, VA 6 Jun 2026
FESTIVALS

Kids Festival

4305 Middle Road, Winchester, VA, United States, Virginia 22602 27 Jun 2026
FESTIVALS

Celebracion of Winchester

Taylor Pavilion Winchester 19 Sep 2026
KIDS

Dawg Days of Summer: Hot Dog Crawl

 Old Town Winchester 22 Aug 2026
MUSIC USD 34

Patriotic Festival

 3035 Cedar Creek Grade, Winchester, VA, United States, Virginia 22602 11 Jul 2026
FESTIVALS

Pumpkin Festival

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

Pickle-chester

 4305 Middle Road, Winchester, VA, United States, Virginia 22602 29 Aug 2026
FESTIVALS

The Healing Field of Honor

 John Handley High School 21 May 2026
MEMORIAL-DAY

2026 Winchester Greek Festival

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

2026 Wings and Wheels - Winchester, VA

 Winchester Regional Airport - OKV 3 Oct 2026
CAR-SHOWS

Summer Of Love Scavenger Hunt For Charity

 Winchester Brew Works 20 Jun 2026
NONPROFIT USD 17 TO 30

Fall Harvest Festival

4305 Middle Road, Winchester, VA, United States, Virginia 22602 17 Oct 2026
FESTIVALS

1:8 Scale Summer Outdoor Series

 246 Sulky Dr., Winchester, VA, United States, Virginia 22602 13 Jun 2026
WORKSHOPS