Winchester Kids Events

The YDC's 2026 Festival of Trees

302 S Loudoun Street, Winchester, VA 21 Nov 2026

FREE!! Mark your calendar for 🎅 Cookies, Cocoa & Santa! 🎄

509 Amherst St., Winchester, VA, United States, Virginia 22601 28 Nov 2026

Donuts with Santa and A Christmas Craft Market

3035 Cedar Creek Grade, Winchester, VA 19 Dec 2026

Holiday Tree Jamboree

Winchester Area SPCA Thrift Shop 6 Dec 2026

Heir and a Parent: Holiday Cookie Tree

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 19 Dec 2026

Photos with Santa at SVO!

1705 Amherst St., Suite 103, Winchester, VA 28 Nov 2026

KIDS NIGHT OUT "Holiday Themed" AGES 6-12 at Easely Created

Easely Created Winchester 11 Dec 2026

Pictures with Santa

1597 Senseny Rd, Winchester, VA 19 Dec 2026

YDC Festival of Trees - STREST, LLC (Approved Vendor)

302 S Loudoun St, Winchester, VA 22601-4638, United States 21 Nov 2026

Elves Workshop!

19 W Cork St, Winchester, VA, United States, Virginia 22601 6 Dec 2026

Santa is coming to Town!

325 W. Boscawen St, Winchester, VA, United States, Virginia 22601 6 Dec 2026

Winchester KRAMPUS Walk

47 West Boscawen St, Winchester, VA, United States, Virginia 22601 12 Dec 2026

Bright Box Card Bazaar 2: An Indoor Pokemon Trading Card Vendor Show

Bright Box Theater 5 Dec 2026

Holistic Practitioners’ Meet-up

Cafe Del Sol (Winchester, VA) 22 Oct 2026

Nov Guided Tour of Peaceful Fields Sanctuary

Peaceful Fields Sanctuary 22 Nov 2026

Chuck E. Cheese Spirit Night

Chuck E. Cheese (145 E. Tevis St., Winchester, VA) 29 Jan 2027

Christmas Breakfast with Minnie

109 Boundary Avenue, Winchester va 12 Dec 2026