Winchester Parties Events

The Corkboard Sessions, No. 1: The Southern Rhône

Patti's Place 21 Nov 2026

The YDC's 2026 Festival of Trees

302 S Loudoun Street, Winchester, VA 21 Nov 2026

Thanksgiving Day Buffet at The George Washington Hotel

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

The Unlucky Bar Crawl

Old Town Winchester 13 Nov 2026

Winchester Winter Village

Old Town Winchester 6 Dec 2026

251st USMC Ball

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

Katie's Country Music Fest

Backseat Events 14 Nov 2026

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

Standup Comedy at Escutcheon Brewing! (Winchester, Va)

Escutcheon Brewing Co. 14 Nov 2025

Evening With The Babys

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

Winter Village at Moon Phased

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

Donuts with Santa and A Christmas Craft Market

3035 Cedar Creek Grade, Winchester, VA 19 Dec 2026

The Old Town Cookie Crawl

Old Town Winchester 12 Dec 2026

Joey Harkum (Love & Labor 10 Year Anniversary Celebration) w/ Ray Wroten

Bright Box Theater 13 Nov 2026

Chick-fil-A Christmas Party

112 Market St, Winchester, VA 22603 3 Dec 2026

Chick-fil-A Christmas Party

Chick-fil-A Pleasant Valley Road (2230 S Pleasant Valley Rd, ) 8 Dec 2026

Winchester Moose #1283 presents Odie and The Country Band

Winchester Moose Lodge 1283 5 Dec 2026

Road To Northern Invasion: VERSA + KIRU

Bright Box Theater 20 Nov 2026

Holiday Tree Jamboree

Winchester Area SPCA Thrift Shop 6 Dec 2026

JUMPTOWN

125 E Piccadilly Street, Winchester, VA, United States, Virginia 22601 14 Nov 2026

MotorSmoke is back to Smoke Backseat

Backseat Bar and Grill 14 Nov 2026

Adam Bennett Live at the Half Note Lounge

103 E Piccadilly St, Winchester, VA, United States, Virginia 22601 27 Nov 2026

Dylan Woelfel Live at the Half Note Lounge

103 E Piccadilly St, Winchester, VA, United States, Virginia 22601 13 Nov 2026

Heir and a Parent: Holiday Cookie Tree

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

Restored: PJ and Praise Party

Canvas Community Church 20 Nov 2026

Friendsgiving

1460 University Dr, Winchester, VA 22601-5100, United States 21 Nov 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

Ugly Sweater Contest & Thieves Christmas!

1730 Berryville Pike, Winchester, VA 5 Dec 2026

Cazhmiere @ Winchester Virginia Eagles

Winchester Virginia Eagles Club 824 20 Nov 2026

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

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

3rd Friday Trivia

Bethel Lutheran Church Winchester 20 Nov 2026

Alamo Drafthouse Cinema

181 Kernstown Commons Blvd Winchester, VA 22602 16 Nov 2026

Community Market at the Local

230 Spring St, Winchester, VA, United States, Virginia 22601 20 Nov 2026

The Reflex: The Ultimate 80's Tribute Band - 18+

Bright Box Theater 19 Dec 2026

Shop Local Sunday

Old Town Winchester 29 Nov 2026

Handley Library Writers Group with guest speaker Sheryl Leă Ferguson

Handley Regional Library System 21 Nov 2026

Tacky Sweater Party

Backseat Events 5 Dec 2026

Clay Gingerbread House

157 N Loudoun St, Winchester, VA, United States, Virginia 22601 15 Nov 2026

Santa is coming to Town!

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

SAVE THE DATE" Tree Lighting Afterparty! Make and Take Ornaments & Hot Cocoa at Easely Created

Easely Created Winchester 5 Dec 2026

Emo Night Karaoke 2/26 @ Bright Box Theater

Bright Box Theater 26 Feb 2027

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

Bright Box Theater 5 Dec 2026

Tarot Reading: Half Tail Tarot

125 S. Loudoun Street, Winchester, VA 14 Nov 2026

NSV CVEB Annual Holiday Event

American Red Cross Blood Donation Center 10 Dec 2026

Cazhmiere @ Backseat Bar & Grill

Backseat Bar and Grill 25 Nov 2026

Christmas Dinner and The FOGG Band

1730 Berryville Pike, Winchester, VA 19 Dec 2026

Guest Appreciation Day

170 Costello Dr, Winchester, VA 4 Dec 2026

Open Handicapped 9 Ball

Rack’ em Billiards&Games 14 Nov 2026

1:8 Fall Points Series

246 Sulky Dr., Winchester, VA, United States, Virginia 22602 1 Nov 2026

The Encore: An Adult Prom 🪩

186 N Loudoun St, Winchester, VA 12 Feb 2027

Winchester Eagles

Winchester Virginia Eagles Club 824 19 Dec 2026

MURDER MYSTERY Sip & Paint Night "The Christmas Gala" at Easely Created

Easely Created Winchester 12 Dec 2026

TRIVIA: Music by the Decades!

160 N Loudoun St, Winchester, VA, United States, Virginia 22601 25 Nov 2026

Celebrate New Year’s Eve at Winchester Elks

Fraternal Order of Elks Lodge 867 31 Dec 2026

TalkWALK Community Walks - November 2026

1 N Loudoun St 21 Nov 2026

Odie and The Country Band at The Winchester Eagles Aerie #824

Winchester Virginia Eagles Club 824 20 Feb 2027

Robbie Limon

125 E Piccadilly Street, Winchester, VA, United States, Virginia 22601 15 Jan 2027

Chuck E. Cheese Spirit Night

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

WKC Book Club

Winchester Brew Works 9 Feb 2027

WKC Book Club, November Pick

Winchester Brew Works 10 Nov 2026

WKC Book Club, December Pick

Winchester Brew Works 8 Dec 2026

Winchester, Frederick, Clarke Republican Women Christmas Lunch

Village Square Restaurant 9 Dec 2026

Chuggalug Returns to Winchester Elks!

Fraternal Order of Elks Lodge 867 21 Nov 2026