Winchester Holiday Events
Holiday events Happening Next in Winchester, VA
Yuletide Mystical Market
Raven Conjure
7 Dec 2025
HOLIDAY
Holiday Market & Big Schloss Release Day!
320 N Cameron St, Winchester, VA
29 Nov 2025
CHRISTMAS-MARKETS-AND-FAIRS
2025 Winchester Medical Center NICU Reunion
West Oaks Farm Market
12 Oct 2025
KARAOKE
A Christmas Carol at Winchester Little Theatre
Winchester Little Theatre
29 Nov 2025
CHRISTMAS-CAROLS
Karaoke Night with Route 11 DJ
4063 Middle Rd, Winchester, VA, United States, Virginia 22602
21 Nov 2025
KARAOKE
Harvest Pumpkin Fall Centerpiece Workshop
The Homestead Farm at Fruit Hill Orchard LLC
1 Nov 2025
WORKSHOPS
USD 82
Winchester Winter Village
Old Town Winchester Walking Mall
6 Dec 2025
KIDS
Breaking Breads
27 North Loudoun Street, Winchester, VA, United States, Virginia 22601
15 Nov 2025
WORKSHOPS
Victory Christmas Bazaar
2870 Middle Road, Winchester, VA
22 Nov 2025
CHRISTMAS-MARKETS-AND-FAIRS
Christmas Maker’s Market
2502 N. Frederick Pike, Winchester, VA
6 Dec 2025
HOLIDAY
Gallery Explorers: Winter Landscape Holiday Cards
901 Amherst St, Winchester, VA, United States, Virginia 22601
15 Nov 2025
HOLIDAY
Yule Luna Market 2025
125 S. Loudoun Street, Winchester, VA
29 Nov 2025
HOLIDAY
Dancing Thru the Decades
Backseat Events
7 Feb 2026
FESTIVALS
A Christmas Carol
Winchester Little Theatre
6 Nov 2025
CHRISTMAS-CAROLS
A Christmas Carol at Winchester Little Theatre Inc.
Winchester Little Theatre Inc.
7 Nov 2025
ART
Heir and a Parent: Christmas Cookie House
27 North Loudoun Street, Winchester, VA, United States, Virginia 22601
13 Dec 2025
WORKSHOPS
Gourmet Cookies
27 North Loudoun Street, Winchester, VA, United States, Virginia 22601
13 Dec 2025
WORKSHOPS
Adult Workshop: Holiday Wreaths
901 Amherst St, Winchester, VA, United States, Virginia 22601
6 Dec 2025
WORKSHOPS
Gallery Explorers: Winter Landscape Holiday Cards
901 Amherst St, Winchester, VA, United States, Virginia 22601
20 Dec 2025
HOLIDAY
A Christmas Carol at Winchester Little Theatre
Winchester Little Theatre
23 Nov 2025
ART
Holiday Wreath Sale
901 Amherst St, Winchester, VA, United States, Virginia 22601
1 Nov 2025
HOLIDAY
John Mann-Montague Avenue United Women in Faith Holiday Bazaar
102 Montague Ave
7 Nov 2025
CHRISTMAS-MARKETS-AND-FAIRS
FREE
Classic French Holiday Dinner
27 North Loudoun Street, Winchester, VA, United States, Virginia 22601
12 Dec 2025
HOLIDAY
Family Luminary
314 Hope Dr, Winchester, VA 22601-6800, United States
3 Dec 2025
HOLIDAY
🟣 Scout Spark: A Sister Scout’s Social
Valerie Hill Vineyard & Winery
7 Dec 2025
MEETUPS
Museum Store Sunday
901 Amherst St, Winchester, VA, United States, Virginia 22601
30 Nov 2025
SHOPPING
Heir and a Parent: Holiday Cookie Tree
27 North Loudoun Street, Winchester, VA, United States, Virginia 22601
21 Dec 2025
HOLIDAY
Gallery Explorers: Winter Landscape Holiday Cards
901 Amherst St, Winchester, VA, United States, Virginia 22601
16 Dec 2025
HOLIDAY
Holiday Concert: Yesterday Swing Orchestra
901 Amherst St, Winchester, VA, United States, Virginia 22601
14 Dec 2025
MUSIC
Little Noon Music - Shenandoah Conservatory's Trombone Collective
100 W Piccadilly St, Winchester, VA, United States, Virginia 22601
5 Dec 2025
ENTERTAINMENT
Teen Art Club: Holiday Crafts
901 Amherst St, Winchester, VA, United States, Virginia 22601
11 Dec 2025
ART
2025 Shenandoah Potters Guild Annual Holiday Pottery Show & Sale
1460 University Dr, Winchester, VA 22601, United States
29 Nov 2025
HOLIDAY
SPCA Thrift Black Friday Blowout - November 28th
1944 Abrams Creek, Winchester, VA, United States, Virginia 22601
28 Nov 2025
BLACK-FRIDAY
Holiday Tea
901 Amherst St, Winchester, VA, United States, Virginia 22601
9 Dec 2025
HOLIDAY
Bring Your Own Gingerbread House- Gingerbread Making Contest!
320 N Cameron St, Winchester, VA
18 Dec 2025
CONTESTS
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
Holiday Bluegrass Concert: Jack Dunlap
901 Amherst St, Winchester, VA, United States, Virginia 22601
7 Dec 2025
CONCERTS
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
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Winchester Events
Winchester Holiday Events