Winchester Christmas Events

Christmas events Happening Next in Winchester, VA

Yule Luna Market 2025

125 S. Loudoun Street, Winchester, VA 29 Nov 2025
HOLIDAY

Yuletide Mystical Market

Raven Conjure 14 Dec 2025
HOLIDAY

A Christmas Carol

Winchester Little Theatre 6 Nov 2025
CHRISTMAS-CAROLS

Winchester Winter Village

Old Town Winchester Walking Mall 6 Dec 2025
KIDS

Holiday Market & Big Schloss Release Day!

320 N Cameron St, Winchester, VA 29 Nov 2025
CHRISTMAS-MARKETS-AND-FAIRS

Tree of Remembrance Ceremony (5th Annual)

Church of the Good Shepherd 6 Dec 2025
CHRISTMAS-LIGHTS

Classic French Holiday Dinner

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 12 Dec 2025
HOLIDAY

Victory Christmas Bazaar

2870 Middle Road, Winchester, VA 22 Nov 2025
CHRISTMAS

A Christmas Carol at Winchester Little Theatre

Winchester Little Theatre 20 Nov 2025
CHRISTMAS

Follow The Star 2025 - Live Nativity Walking Tour

Fellowship Bible Church 6 Dec 2025
CHRISTMAS

Big Hair, Bright Lights & Spank the 80s!

114 Full House Drive, Winchester, VA 19 Dec 2025
ENTERTAINMENT

A Christmas Carol at Winchester Little Theatre

Winchester Little Theatre 16 Nov 2025
CHRISTMAS

Gallery Explorers: Winter Landscape Holiday Cards

901 Amherst St, Winchester, VA, United States, Virginia 22601 20 Dec 2025
HOLIDAY

Holiday Wreath Sale

901 Amherst St, Winchester, VA, United States, Virginia 22601 1 Nov 2025
HOLIDAY

Winter Wonderland Christmas Market

Millwood Station Banquet Hall 22 Nov 2025
CHRISTMAS

๐ŸŽ 2nd Annual Kids Shopping Free Event at SPCA Thrift! ๐ŸŽ„

1944 Abrams Creek, Winchester, VA, United States, Virginia 22601 20 Dec 2025
KIDS

A Christmas Carol at Winchester Little Theatre Inc.

Winchester Little Theatre Inc. 7 Nov 2025
ART

Christmas Makerโ€™s Market

2502 N. Frederick Pike, Winchester, VA 6 Dec 2025
HOLIDAY

A Christmas Carol at Winchester Little Theatre

Winchester Little Theatre 15 Nov 2025
CHRISTMAS

A Christmas Carol at Winchester Little Theatre

Winchester Little Theatre 22 Nov 2025
CHRISTMAS

Gourmet Cookies

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 13 Dec 2025
WORKSHOPS

A Christmas Carol at Winchester Little Theatre

Winchester Little Theatre 29 Nov 2025
CHRISTMAS

Holiday Wreath Making Workshop

The Homestead Farm at Fruit Hill Orchard LLC 13 Dec 2025
WORKSHOPS USD 66

Heir and a Parent: Christmas Cookie House

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 13 Dec 2025
CHRISTMAS

Gingerbread Mini Sessions

Downtown Walking Mall 8 Nov 2025
NONPROFIT

A Christmas Carol at Winchester Little Theatre

Winchester Little Theatre 23 Nov 2025
CHRISTMAS

WLT - Fundraiser - A Christmas Carol

315 W Boscawen St, Winchester, VA 22601-3809, United States 6 Nov 2025
NONPROFIT

John Mann-Montague Avenue United Women in Faith Holiday Bazaar

102 Montague Ave 7 Nov 2025
CHRISTMAS-MARKETS-AND-FAIRS FREE

Family Luminary

314 Hope Dr, Winchester, VA 22601-6800, United States 3 Dec 2025
HOLIDAY

2025 Christmas Mini - Indoor Wreaths

The Ivy Room 9 Nov 2025
CHRISTMAS

Holiday Wreath Making Workshop

The Homestead Farm at Fruit Hill Orchard LLC 7 Dec 2025
WORKSHOPS USD 66

Little Noon Music - Shenandoah Conservatory's Trombone Collective

100 W Piccadilly St, Winchester, VA, United States, Virginia 22601 5 Dec 2025
ENTERTAINMENT

Holiday Concert: Yesterday Swing Orchestra

901 Amherst St, Winchester, VA, United States, Virginia 22601 14 Dec 2025
MUSIC

Heir and a Parent: Holiday Cookie Tree

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 21 Dec 2025
HOLIDAY

Pictures with Santa @ West Oaks

4305 Middle Road, Winchester, VA, United States, Virginia 22602 13 Dec 2025
PICTURES-WITH-SANTA

A Christmas Carol at Winchester Little Theatre

Winchester Little Theatre 13 Nov 2025
CHRISTMAS

Holiday Tea

901 Amherst St, Winchester, VA, United States, Virginia 22601 9 Dec 2025
HOLIDAY

Holiday Tea

901 Amherst St, Winchester, VA, United States, Virginia 22601 9 Dec 2025
HOLIDAY

A Christmas Carol

Winchester Little Theatre Inc. 16 Nov 2025
CHRISTMAS-CAROLS

Adult Workshop: Holiday Centerpiece

901 Amherst St, Winchester, VA, United States, Virginia 22601 11 Dec 2025
HOLIDAY

Adult Workshop: Woven Ornaments

901 Amherst St, Winchester, VA, United States, Virginia 22601 6 Dec 2025
WORKSHOPS

Adult Workshop: Woven Ornaments

901 Amherst St, Winchester, VA, United States, Virginia 22601 6 Dec 2025
WORKSHOPS

Adult Workshop: Holiday Centerpiece

901 Amherst St, Winchester, VA, United States, Virginia 22601 11 Dec 2025
HOLIDAY

Homeschool Wednesday Workshop: Holiday Ornaments

901 Amherst St, Winchester, VA, United States, Virginia 22601 3 Dec 2025
HOLIDAY

Christmas Bake Sale and Take-Out

1700 Amherst St, Winchester, VA 20 Dec 2025
CHRISTMAS