Kids Events in Winchester

Check out happening kids events all around Winchester, VA

West Oaks Apple Harvest Festival!

Sun, 05 Oct at 11:00 am 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Trunk or Treat on Loudoun Street!

Sat, 18 Oct at 06:00 pm 302 S Loudoun Street, Winchester, VA

Native Plant Festival

Sat, 04 Oct at 10:00 am 1001 E Cork St, Winchester, VA, United States, Virginia 22601

Boo Bounce Bash

Fri, 24 Oct at 05:00 pm 1001 E Cork St, Winchester, VA, United States, Virginia 22601

Mid Atlantic Reptile Expo - WINCHESTER VA

Sat, 04 Oct at 09:00 am Winchester Sportsplex

2025 Winchester Medical Center NICU Reunion

Sun, 12 Oct at 01:00 pm West Oaks Farm Market

West Oaks Fall Harvest Festival!

Sun, 19 Oct at 11:00 am 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Halloween Happenings

Fri, 24 Oct at 06:00 pm 107 North Kent Street, Winchester, VA, United States, Virginia 22601

Halloween Happenings

Sat, 25 Oct at 06:00 pm 107 North Kent Street, Winchester, VA, United States, Virginia 22601

Fall Fest

Wed, 29 Oct at 07:00 pm 2870 Middle Rd, Winchester, VA, United States, Virginia 22601

Pumpkin Palooza

Sat, 18 Oct at 01:00 pm 5275 Middle Road, Winchester, VA, United States, Virginia 22602

Winchester Winter Village

Sat, 06 Dec at 11:00 am Old Town Winchester Walking Mall

Terrarium Workshop

Sat, 04 Oct at 11:00 am Weber's Nursery & Garden Center

Victory Christmas Bazaar

Sat, 22 Nov at 08:00 am 2870 Middle Road, Winchester, VA

Gallery Explorers: Winter Landscape Holiday Cards

Sat, 15 Nov at 10:30 am 901 Amherst St, Winchester, VA, United States, Virginia 22601

2025 Trunk or Treat & Fall Festival

Wed, 22 Oct at 06:30 pm 2581 Northwestern Pike, Winchester, VA, United States, Virginia 22603

Model Train Show and Sale

Sat, 08 Nov at 09:00 am Winchester Moose Lodge, 215 E Cork Street, Winchester, VA

Dino-Con

Sun, 12 Oct at 10:00 am 901 Amherst St, Winchester, VA, United States, Virginia 22601

Halloween Party!!

Sat, 18 Oct at 06:00 pm 164 Poorhouse Rd, Winchester, VA, United States, Virginia 22602

Build Your Own CEMETARIUM!

Sat, 25 Oct at 06:00 pm 105 Millwood Ave, Winchester, VA, United States, Virginia 22601

Blocktober

Sun, 26 Oct at 04:00 pm Museum of the Shenandoah Valley

Fall Fest 2025

Fri, 17 Oct at 05:30 pm 2333 Roosevelt Blvd., Winchester, VA, United States, Virginia 22601

Halloween Special at Chick-fil-A

Fri, 31 Oct at 04:00 pm Chick-fil-A Pleasant Valley Road (2230 S Pleasant Valley Rd, )

Gallery Explorers: Winter Landscape Holiday Cards

Sat, 20 Dec at 10:30 am 901 Amherst St, Winchester, VA, United States, Virginia 22601

Bring Your Own Pumpkin- Pumpkin Carving!

Wed, 29 Oct at 04:00 pm 320 N Cameron St, Winchester, VA

🎁 2nd Annual Kids Shopping Free Event at SPCA Thrift! πŸŽ„

Sat, 20 Dec at 10:00 am 1944 Abrams Creek, Winchester, VA, United States, Virginia 22601

Halloween Special at Chick-fil-A

Fri, 31 Oct at 04:00 pm Chick-fil-A Rutherford Crossing (Winchester, VA)

Creative Kids Ages 6-14 Paint Class at Easely Created

Sat, 11 Oct at 11:00 am Easely Created Winchester

HOLY COW WE’RE HAVING A BABY!!!

Sun, 02 Nov at 02:20 pm War Memorial Building, Jim Barnett Park

Heir and a Parent: Holiday Cookie Tree

Sun, 21 Dec at 02:00 pm 27 North Loudoun Street, Winchester, VA, United States, Virginia 22601

Gallery Explorers: Winter Landscape Holiday Cards

Tue, 16 Dec at 10:30 am 901 Amherst St, Winchester, VA, United States, Virginia 22601

SPCA Thrift Black Friday Blowout - November 28th

Fri, 28 Nov at 07:00 am 1944 Abrams Creek, Winchester, VA, United States, Virginia 22601

Bring Your Own Gingerbread House- Gingerbread Making Contest!

Thu, 18 Dec at 04:00 pm 320 N Cameron St, Winchester, VA

Gallery Explorers: Flowers & Frida

Sat, 18 Oct at 10:30 am 901 Amherst St, Winchester, VA, United States, Virginia 22601

Youth Workshop: Ceramic Decorative Arts

Sat, 01 Nov at 10:00 am 901 Amherst St, Winchester, VA, United States, Virginia 22601

Gallery Explorers: Flowers & Frida

Tue, 21 Oct at 10:30 am 901 Amherst St, Winchester, VA, United States, Virginia 22601

Homeschool Wednesday Workshop: Holiday Ornaments

Wed, 03 Dec at 10:00 am 901 Amherst St, Winchester, VA, United States, Virginia 22601