Explore Winchester

Happening Next in Winchester

Name: Donuts with Santa and A Christmas Craft Market
Start: 2026-12-19
End: 2026-12-19
Location: 3035 Cedar Creek Grade, Winchester, VA

Upcoming Live Music Events

Low Water Bridge Band

Bright Box (Winchester, VA) 25 Nov 2026

MUSIC

The Nighthawks!

Bright Box (Winchester, VA) 28 Nov 2026

MUSIC

Faith, Love and Laughter - A Country Christmas

252 Costello Drive Winchester Va. 22602 5 Dec 2026

ENTERTAINMENT

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Upcoming Food & Drinks Events

Winchester Winter Village

Old Town Winchester 6 Dec 2026

HOLIDAY

Monday Mahjong Social at Vibrissa Beer & Food

Vibrissa Beer & Kitchen 9 Nov 2026

MEETUPS USD 20 TO 34

Evening With The Babys

The George Washington A Wyndham Grand Hotel, 103 East Piccadilly Street, Winchester, VA, USA 31 Dec 2026

FITNESS USD 162

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Upcoming Festivals Events

The YDC's 2026 Festival of Trees

302 S Loudoun Street, Winchester, VA 21 Nov 2026

FESTIVALS

Katie's Country Music Fest

Backseat Events 14 Nov 2026

COUNTRY-MUSIC-FESTIVALS USD 39 TO 135

West Oaks Small Business Saturday Holiday Craft Show 2026

4305 Middle Road, Winchester, VA, United States, Virginia 22602 28 Nov 2026

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Upcoming Music Festivals Events

Winchester Moose #1283 presents Odie and The Country Band

Winchester Moose Lodge 1283 5 Dec 2026

ENTERTAINMENT

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

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

FESTIVALS

Miesha Herron

125 E Piccadilly Street, Winchester, VA, United States, Virginia 22601 7 Nov 2026

MUSIC

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Trending Events in Winchester

The Unlucky Bar Crawl

Old Town Winchester 13 Nov 2026

FITNESS USD 18

Phil Kline's Unsilent Night

Old Town Winchester Walking Mall 12 Dec 2026

HOLIDAY

Senior Parent Committe Meeting

251 First Woods Drive, Winchester, VA 11 Jan 2027

MEETUPS

Little Ozzy

Backseat Events 28 Nov 2026

The Corkboard Sessions, No. 1: The Southern Rhône

Patti's Place 21 Nov 2026

FITNESS USD 50

Thanksgiving Day Buffet at The George Washington Hotel

103 E Piccadilly St, Winchester, VA, United States, Virginia 22601 26 Nov 2026

THANKSGIVING

251st USMC Ball

4063 Middle Rd, Winchester, VA, United States, Virginia 22602 14 Nov 2026

NONPROFIT

Sip and Paint "Vintage Christmas Tree" Bisque Workshop AT Easely Created

Easely Created Winchester 21 Nov 2026

WORKSHOPS

Yule Luna Market 2026

125 S. Loudoun Street, Winchester, VA 28 Nov 2026

CHRISTMAS

Plaid Friday

Old Town Winchester Walking Mall 27 Nov 2026

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

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

SPORTS

Small Business Saturday

Old Town Winchester 28 Nov 2026

SHOPPING

Pink Friday Crawl

Old Town Winchester 20 Nov 2026

Winter Village at Moon Phased

125 S. Loudoun Street, Winchester, VA 5 Dec 2026

HOLIDAY

Donuts with Santa and A Christmas Craft Market

3035 Cedar Creek Grade, Winchester, VA 19 Dec 2026

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