Upcoming Winchester Events

Check out what's happening all around Winchester, VA

Backseat's Haunted Metal Bash

Fri, 31 Oct at 08:00 pm 114 Full House Drive , Winchester, VA, United States, Virginia 22603

"It Don't Mean a Thing" Swing Dance with the Silver Tones Swing Band

Sat, 01 Nov at 06:30 pm Brandt Student Center

Aaron Tippin - Stand for America at Backseat Events!

Sat, 08 Nov at 08:00 pm 114 Full House Drive , Winchester, VA, United States, Virginia 22603

🎃 Trunk or Treat at Backseat Event Center 🎃

Thu, 30 Oct at 06:30 pm Backseat Events

80s Night with The Reagan Years

Fri, 07 Nov at 07:00 pm 186 North Loudoun Street, Winchester, VA

Chonda Pierce at Victory Church - Winchester

Fri, 31 Oct at 07:00 pm Victory Church - Winchester Free

Yule Luna Market 2025

Sat, 29 Nov at 10:00 am 125 S. Loudoun Street, Winchester, VA

Halloween Special at Chick-fil-A

Fri, 31 Oct at 04:00 pm Chick-fil-A Pleasant Valley Road (2230 S Pleasant Valley Rd, )

Cheesin' for a Reason - a grilled cheese & tomato soup extravaganza

Sat, 08 Nov at 11:00 am Old Town Winchester

Model Train Show and Sale

Sat, 08 Nov at 09:00 am Winchester Moose Lodge, 215 E Cork Street, Winchester, VA

Sin City at Backseat Bar & Grill

Sat, 15 Nov at 08:30 pm Backseat Bar and Grill

Yuletide Mystical Market

Sun, 14 Dec at 11:00 am Raven Conjure

Guest Reading: Half Tail Tarot

Sat, 01 Nov at 11:00 am 125 S. Loudoun Street, Winchester, VA

Heaven's Pit presents Brian Head Welch and Friends

Sat, 08 Nov at 05:30 pm 2249 Valor Dr USD 34 to 103

Wellington 101

Fri, 07 Nov at 06:00 pm 27 North Loudoun Street, Winchester, VA, United States, Virginia 22601

Shred Event - Winchester Branch

Wed, 29 Oct at 10:00 am 1850 S Loudoun St, Winchester, VA 22601-4492, United States

Breaking Breads

Sat, 15 Nov at 10:00 am 27 North Loudoun Street, Winchester, VA, United States, Virginia 22601

Holiday Market & Big Schloss Release Day!

Sat, 29 Nov at 02:00 pm 320 N Cameron St, Winchester, VA

A Christmas Carol

Thu, 06 Nov Winchester Little Theatre

December Full Moon Night: Cold Moon

Thu, 04 Dec at 06:00 pm 125 S. Loudoun Street, Winchester, VA

Cedar Creek Grade Halloween Party

Sat, 01 Nov at 09:00 pm 1160 Millwood Pike, Winchester, VA, United States, Virginia 22602

Buzzy's Trunk or Treat

Wed, 29 Oct at 05:30 pm 720 Wade Miller Dr, Winchester, VA 22601, United States

The SideMen

Sat, 01 Nov at 07:00 pm Winchester Moose Lodge USD 34 to 500

Veritas Fight Series- Proving Grounds

Sat, 01 Nov at 06:00 pm Backseat Events

Drum Fever Workshop

Sun, 02 Nov at 05:00 pm 28 W Hart Street, Winchester, VA, United States, Virginia 22601

Winchester Winter Village

Sat, 06 Dec at 11:00 am Old Town Winchester Walking Mall

Halloween Costume Dance Party @ Vibrissa - WINCHESTER LOCATION

Fri, 31 Oct at 08:00 pm 10 N Kent St, Winchester, VA 22601-5038, United States

"The First Ladies" w/ Author Andrew Och

Sat, 08 Nov at 02:00 pm 100 W Piccadilly St, Winchester, VA, United States, Virginia 22601

Tree of Remembrance Ceremony (5th Annual)

Sat, 06 Dec at 05:00 pm Church of the Good Shepherd

Freedom Rally In The Valley

Thu, 30 Oct at 05:00 pm Round Hill Ruritan Club, Inc.

Bluegrass on the Farm

Thu, 30 Oct at 06:00 pm 2502 N. Frederick Pike, Winchester, VA

CASH UNCHAINED: The Ultimate Tribute to Johnny Cash

Sat, 01 Nov at 07:00 pm Bright Box Theater

Whiskey Club

Thu, 30 Oct at 06:00 pm 127 S. Braddock St., Winchester, VA, United States, Virginia 22601

Spooky Riddim Hours feat. 7L + CHANGO

Sat, 01 Nov at 07:00 pm Backseat Events

First Wednesday Community Addiction Information Night

Wed, 05 Nov at 05:30 pm Bridging the Gaps Free

VA 250 Week: Flag Opening Ceremony

Fri, 07 Nov at 02:00 pm 4063 Middle Rd, Winchester, VA, United States, Virginia 22602

Classic French Holiday Dinner

Fri, 12 Dec at 06:30 pm 27 North Loudoun Street, Winchester, VA, United States, Virginia 22601

spooktacular costume contest

Fri, 31 Oct at 11:30 am 1000 Valley Ave, Winchester, VA

Trunk or Treat

Thu, 30 Oct at 05:45 pm The George Washington Hotel

Sip & Sourdough Workshop

Sat, 22 Nov at 04:00 pm Valerie Hill Vineyard & Winery

November Full Moon Night: Beaver Moon

Wed, 05 Nov at 06:00 pm 125 S. Loudoun Street, Winchester, VA

Austin Meade + Elvie Shane Co-Headline

Sat, 08 Nov at 07:00 pm 186 North Loudoun Street, Winchester, VA

Gallery Explorers: Winter Landscape Holiday Cards

Sat, 15 Nov at 10:30 am 901 Amherst St, Winchester, VA, United States, Virginia 22601

Fall Beef Producer Meeting (North)

Thu, 06 Nov at 06:00 pm West Oaks Farm Market

Monthly Full Moon Gathering - Women's Circle

Mon, 03 Nov at 06:00 pm Daydream Studios USD 29

Free Community Trunk or Treat

Thu, 30 Oct at 05:45 pm The George Washington Hotel

Victory Christmas Bazaar

Sat, 22 Nov at 08:00 am 2870 Middle Road, Winchester, VA

2nd Annual Gala and Silent Auction

Sat, 08 Nov at 05:30 pm West Oaks Farm Market

Standup Comedy at Escutcheon Brewing!

Fri, 14 Nov at 08:00 pm Escutcheon Brewing Co. USD 13

Airmont Road @ Backseat Bar & Grill

Sat, 01 Nov at 08:30 pm Backseat Bar and Grill

A Christmas Carol at Winchester Little Theatre

Thu, 20 Nov at 08:00 pm Winchester Little Theatre

Follow The Star 2025 - Live Nativity Walking Tour

Sat, 06 Dec at 05:00 pm Fellowship Bible Church

Fall Fest

Wed, 29 Oct at 07:00 pm 2870 Middle Rd, Winchester, VA, United States, Virginia 22601

Spaghetti Benefit Dinner for Grandma's Cancer Battle

Sat, 08 Nov at 01:00 pm 645 Berryville Ave, Winchester, VA 22601-5601, United States

NAACP Chili Cookoff & Competition

Sat, 22 Nov at 01:00 pm Winchester Brew Works

EQUIP - Empowering the Next Generation with Dr. Jeff Myers

Thu, 30 Oct at 07:00 pm 3217 Middle Rd, Winchester, VA 22602-5108, United States

Winchester Moose Lodge

Sat, 08 Nov at 07:00 pm 215 E Cork St, Winchester, VA 22601-5018, United States

Winter Wonderland Christmas Market

Sat, 22 Nov at 09:00 am Millwood Station Banquet Hall

Free Community Breastfeeding Clinic

Thu, 30 Oct at 10:00 am Sage Center for Women's Health, 420 W Jubal Early Dr, Winchester, VA 22601-6434, United States

8th Annual Veteran's Day Benefit

Fri, 07 Nov at 05:00 pm 1300 Senseny Rd, Winchester, VA 22602-6418, United States

Bright Box Halloween Party ft. Dj Ophie + Special Guest Dj Curfew

Fri, 31 Oct at 09:00 pm Bright Box Theater

Big Hair, Bright Lights & Spank the 80s!

Fri, 19 Dec at 08:00 pm 114 Full House Drive, Winchester, VA

Norther Shenandoah Valley Fields of Faith

Wed, 29 Oct at 07:00 pm Jim Barnett Park

Empty Bowl Supper 2025

Fri, 07 Nov at 05:00 pm Fellowship Bible Church USD 50 to 82

Sit. Stay. Paint!

Thu, 06 Nov at 10:00 am WASPCA Thrift Shop USD 50

Retro, Radical, and Totally Tubular: The Legwarmers Live

Sat, 22 Nov at 08:00 pm 114 Full House Drive, Winchester, VA

Brian Head Welch and Friends

Sat, 08 Nov at 04:30 pm 2249 valor dr winchester va

Gingerbread Mini Sessions

Sat, 08 Nov at 05:00 pm Downtown Walking Mall

VETERAN TALES BOOK RELEASE AND SIGNING

Sat, 08 Nov at 09:00 am Solenberger's True Value Hardware

A Christmas Carol at Winchester Little Theatre

Sun, 16 Nov at 02:00 pm Winchester Little Theatre

Front Row VA Presents: Cole Barnhill + Brayden Stewart + Charlie Collins

Sat, 15 Nov at 08:00 pm Blue Fox Billiards Bar & Grill USD 23

Harvest Pumpkin Fall Centerpiece Workshop

Sat, 01 Nov at 01:00 pm The Homestead Farm at Fruit Hill Orchard LLC USD 82

The Reagan Years returns to The Monument, Winchester VA

Fri, 07 Nov at 08:00 pm The Monument VA

Bojangles Spirit Night

Tue, 28 Oct at 05:00 pm 191 Gateway Dr, Winchester, VA 22603, United States

The Ultimate Acoustic Rock Show

Fri, 07 Nov at 08:30 pm 104 Full House Dr USD 21

Walk to End Alzheimer's Northern Shenandoah Valley

Sat, 01 Nov at 09:00 am Museum of the Shenandoah Valley

Gallery Explorers: Winter Landscape Holiday Cards

Sat, 20 Dec at 10:30 am 901 Amherst St, Winchester, VA, United States, Virginia 22601

Backseat Winchester Va

Sat, 20 Dec at 08:00 pm Backseat Bar and Grill

Holiday Wreath Sale

Sat, 01 Nov at 10:00 am 901 Amherst St, Winchester, VA, United States, Virginia 22601

From the Land of Spices: Indian Favorites

Sat, 15 Nov at 04:30 pm 27 North Loudoun Street, Winchester, VA, United States, Virginia 22601

First Friday Silent Book Club

Fri, 07 Nov at 05:00 pm Polka Dot Pot: A Create Your Own Art Studio

Artisan/Vendor Holiday Pop-Up Market at Easely Created

Fri, 28 Nov at 09:00 am Easely Created Winchester

The Stillwater Band @ Winchester, VA Eagles

Fri, 07 Nov at 07:00 pm Winchester Virginia Eagles Club 824

German I

Sat, 01 Nov at 04:30 pm 27 North Loudoun Street, Winchester, VA, United States, Virginia 22601

Team NAACP Walking to End Alzheimer’s

Sat, 01 Nov at 09:00 am Museum of the Shenandoah Valley

Cash Party Planning

Mon, 17 Nov at 06:00 pm Poblanos Mexican Grill

The Crone and The Crow Halloween Conjuring

Fri, 31 Oct at 07:00 pm The Cider House

Voltage Wrestling's Virginia Debut!

Sat, 29 Nov at 07:30 pm Backseat Events USD 23 to 55

Pierogis!!

Sun, 07 Dec at 02:00 pm 27 North Loudoun Street, Winchester, VA, United States, Virginia 22601

"Show of Kings" Cards & Kollectibles Show

Sat, 01 Nov at 10:00 am War Memorial Building, Jim Barnett Park

Bring Your Own Pumpkin- Pumpkin Carving!

Wed, 29 Oct at 04:00 pm 320 N Cameron St, Winchester, VA

Matriarchs of Midwifery: Wisdom, Care & Legacy

Fri, 17 Apr at 05:00 pm School of Business - Shenandoah University

Holistic Healing Workshop Series Winchester, VA

Sat, 15 Nov at 10:00 am Winchester Country Club USD 105 to 137

Robbie Limon Band Thanksgiving Eve Party

Wed, 26 Nov at 07:00 pm Bright Box Theater

TalkWalk Community Walks - November

Mon, 17 Nov at 06:00 pm 1 N Loudoun St Free

Thankgiving Doubles

Sun, 23 Nov at 09:00 am Northside Lanes

Champagne Saturday Class at Briedé Family Vineyards

Sat, 01 Nov at 12:00 pm Briedé Family Vineyards

🎃👻 Halloween with Ichiban! 👻🎃

Fri, 31 Oct at 12:00 pm 2058 South Pleasant Valley Rd, Winchester, VA

Black Flag & The Queers

Wed, 12 Nov at 07:00 pm Backseat Events

Community Pancake Day

Sat, 08 Nov at 08:00 am War Memorial Building, Jim Barnett Park