All Upcoming events

• Sun, 28 Dec, 2025 - 04:25 PM

  The Philadelphia Eagles vs the Buffalo Bills: Live at The Cider House

  30 East Piccadilly Street, Winchester, VA, United States, Virginia 22601
• Thu, 29 Jan, 2026 - 08:00 PM

  Backseat Events - Joe Nichols - Mack Berry Band

  Backseat Events

  41+ Interested
• Wed, 10 Dec, 2025 - 06:00 PM

  Griswold's Christmas Sip & Paint Class at Chilly Hollow Brewery

  Easely Created Winchester
• Sat, 03 Jan, 2026 - 09:30 AM

  2025-2026 Winter Series #3 - Wags at West Oaks Farmers Market

  West Oaks Farm Market
• Sat, 17 Jan, 2026 - 08:00 AM

  University of Scouting

  James Wood High School

  32+ Interested
• Wed, 17 Dec, 2025 - 09:00 AM

  Wee One's Wednesdays

  1001 E Cork St, Winchester, VA, United States, Virginia 22601
• Thu, 11 Dec, 2025 - 06:00 PM

  Holiday Scavenger Hunt Fun Run

  Runners' Retreat

  56+ Interested
• Sat, 13 Dec, 2025 - 02:00 PM

  Kid’s Christmas Party!

  1730 Berryville Pike

  5+ Interested
• Sat, 13 Dec, 2025 - 01:00 PM

  Heir and a Parent: Christmas Cookie House

  27 North Loudoun Street, Winchester, VA, United States, Virginia 22601

  6+ Interested
• Sun, 21 Dec, 2025 - 06:00 PM

  14th Annual Beer & Carols Celebration

  Piccadilly's Public House and Restaurant

  20+ Interested
• Wed, 10 Dec, 2025 - 09:30 AM

  Slow Flow with Brandie

  420 W Jubal Early Drive, Suite 105, Winchester, VA
• Sat, 13 Dec, 2025 - 10:00 AM

  Gourmet Cookies

  27 North Loudoun Street, Winchester, VA, United States, Virginia 22601

  14+ Interested
• Sat, 13 Dec, 2025 - 09:00 AM

  Rack 'Em Billiards 550 & Under 9Ball

  109 Full House Dr, Winchester, VA 22603-4671, United States

  36+ Interested
• Tue, 16 Dec, 2025 - 04:30 PM

  FREE Prenatal Yoga

  301 N Cameron St, Ste 101, Winchester, VA, United States, Virginia 22601
• Sat, 17 Jan, 2026 - 11:00 AM

  One Year Downtown Celebration

  125 S. Loudoun Street, Winchester, VA

  87+ Interested
• Mon, 08 Dec, 2025 - 06:00 PM

  Winterfest Open House

  302 S Loudoun Street, Winchester, VA

  8+ Interested
• Tue, 09 Dec, 2025 - 06:30 PM

  Thrifty TUESDAY Paint Night $25 Paint Night at Easely Created

  Easely Created Winchester

  7+ Interested
• Sun, 07 Dec, 2025 - 02:00 PM

  Pierogis!!

  27 North Loudoun Street, Winchester, VA, United States, Virginia 22601

  5+ Interested
• Thu, 11 Dec, 2025 - 05:30 PM

  Support Group

  Fellowship Bible Church
• Sat, 20 Dec, 2025 - 09:30 AM

  Informational Seminar

  Fellowship Bible Church

  4+ Interested
• Thu, 12 Feb, 2026 - 06:00 PM

  Galentine's Night Out

  302 S Loudoun Street, Winchester, VA

  22+ Interested
• Mon, 08 Dec, 2025 - 10:30 AM

  Sit & Stitch - Craft w/ Company (Handley Library Branch)

  100 W Piccadilly St, Winchester, VA, United States, Virginia 22601
• Tue, 13 Jan, 2026 - 06:00 PM

  Quarterly HOA Board Meeting

  War Memorial Building, Jim Barnett Park
• Wed, 31 Dec, 2025 - 03:00 PM

  Family Friendly NYE at WBW! 🥳

  320 N Cameron St, Winchester, VA

  9+ Interested
• Sun, 07 Dec, 2025 - 01:00 PM

  Fall Youth Inline Hockey Championship Sunday

  ToV Hockey Rink @ James Wood Middle School

  21+ Interested
• Sat, 13 Dec, 2025 - 02:30 PM

  NW Works Chimers Concert

  Armstrong Concert Hall

  13+ Interested
• Sat, 01 Aug, 2026 - 11:00 AM

  Peaches & Beaches Festival

  4305 Middle Road, Winchester, VA, United States, Virginia 22602

  52+ Interested
• Tue, 16 Dec, 2025 - 10:30 AM

  Gallery Explorers: Winter Landscape Holiday Cards

  901 Amherst St, Winchester, VA, United States, Virginia 22601
• Wed, 17 Dec, 2025 - 07:30 PM

  Harry Potter Trivia @ DCBC!

  160 N Loudoun St, Winchester, VA, United States, Virginia 22601

  18+ Interested
• Sun, 14 Dec, 2025 - 01:00 PM

  Holiday Concert: Yesterday Swing Orchestra

  901 Amherst St, Winchester, VA, United States, Virginia 22601
• Sun, 14 Dec, 2025 - 01:00 PM

  Sip & Sourdough

  Valerie Hill Vineyard & Winery

  39+ Interested
• Thu, 18 Dec, 2025 - 05:30 PM

  Support Group

  Fellowship Bible Church
• Wed, 10 Dec, 2025 - 05:00 PM

  Cow & Claus Ugly Sweater Party

  112 Market St, Winchester, VA 22603

  49+ Interested
• Sun, 25 Jan, 2026 - 06:00 PM

  Lebanese Wine Pairing Dinner at Byblos Winchester

  Byblos Winchester

  USD 77
• Thu, 11 Dec, 2025 - 06:00 PM

  Trans/GNC Affinity Group

  124 W Piccadilly St, Winchester, VA 22601-3916, United States

  5+ Interested
• Sun, 21 Dec, 2025 - 02:00 PM

  Candlelight Yoga Soothe 🌟🎄🕯️

  Shine Yoga

  24+ Interested
• Sun, 07 Dec, 2025 - 11:00 AM

  Dec Volunteer Day at Peaceful Fields Sanctuary

  Peaceful Fields Sanctuary
• Sat, 20 Dec, 2025 - 10:00 AM

  Petco Day at the WASPCA

  111 Featherbed Lane, Winchester, VA
• Sun, 14 Dec, 2025 - 12:00 PM

  Cousins Maine Lobster

  4063 Middle Rd, Winchester, VA, United States, Virginia 22602

  31+ Interested
• Sun, 21 Dec, 2025 - 02:00 PM

  Heir and a Parent: Holiday Cookie Tree

  27 North Loudoun Street, Winchester, VA, United States, Virginia 22601

  4+ Interested
• Thu, 18 Dec, 2025 - 05:00 PM

  Daniel Morgan Art Auction

  111 Featherbed Lane, Winchester, VA, United States, Virginia 22601

  10+ Interested
• Sun, 25 Jan, 2026 - 02:00 PM

  Senior Parent Committee Paint Night

  Easely Created Winchester

  15+ Interested
• Tue, 13 Jan, 2026 - 11:00 AM

  Frederick County VA Social Collective Mini Meetup

  329 N Cameron St

  USD 29
• Tue, 09 Dec, 2025 - 03:00 PM

  Meet Santa (Free)

  1833 Plaza Drive, Winchester, VA, United States, Virginia 22601

  25+ Interested
• Thu, 18 Dec, 2025 - 06:30 PM

  British Bingo!

  30 East Piccadilly Street, Winchester, VA, United States, Virginia 22601
• Fri, 16 Jan, 2026 - 07:00 PM

  Winchester Eagles Club

  Winchester Virginia Eagles Club 824
• Mon, 08 Dec, 2025 - 09:30 AM

  December Vintage Sale, also clearing out books, media and records.

  750 Merrimans Ln, Winchester, VA, United States, Virginia 22601
• Sat, 15 Aug, 2026 - 11:00 AM

  Mediumship Luna Market 2026

  125 S. Loudoun Street, Winchester, VA

  21+ Interested
• Sun, 07 Dec, 2025 - 10:00 AM

  Elves Workshop

  19 W Cork St, Winchester, VA, United States, Virginia 22601

  41+ Interested
• Mon, 15 Dec, 2025 - 09:30 AM

  Coffee Club at Chick-fil-A, free games & coffee

  112 Market St, Winchester, VA 22603
• Sat, 23 May, 2026 - 11:00 AM

  Strawberry Festival

  4305 Middle Road, Winchester, VA, United States, Virginia 22602

  640+ Interested
• Sun, 21 Dec, 2025 - 08:00 AM

  Northside Pro Shop Christmas Masters

  Northside Lanes

  71+ Interested
• Wed, 17 Dec, 2025 - 06:00 PM

  Monthly Volunteer Meeting

  124 W. Piccadilly Street, Winchester, VA, United States, Virginia 22601

  6+ Interested
• Thu, 08 Jan, 2026 - 06:00 PM

  Cornhole Blind Draw Tournament

  4305 Middle Road, Winchester, VA, United States, Virginia 22602

  9+ Interested
• Sun, 14 Dec, 2025 - 03:00 PM

  BRS Concert - The Very Best Time of Year...

  First Baptist Church Winchester, VA

  9+ Interested
• Wed, 14 Jan, 2026 - 06:00 PM

  Elf Movie trivia

  4305 Middle Road, Winchester, VA, United States, Virginia 22602

  79+ Interested
• Sat, 07 Feb, 2026 - 06:00 PM

  Dancing Thru the Decades

  Backseat Events
• Sun, 07 Dec, 2025 - 09:00 AM

  Worship Services — Shenandoah Valley

  The Church of Jesus Christ of Latter Day Saints
• Tue, 09 Dec, 2025 - 07:30 PM

  Keith Harkin Trio Christmas Show

  Bright Box (Winchester, VA)

  20+ Interested
• Wed, 31 Dec, 2025 - 06:00 PM

  Winchester Moose NYE Celebration - Tuff Luck Band

  Winchester Moose Lodge 1283

  10+ Interested
• Fri, 16 Jan, 2026 - 06:00 PM

  Judges Invitational (JV and Varsity)

  John Handley High School
• Thu, 29 Jan, 2026 - 08:00 PM

  Joe Nichols, Mack Berry Band in Winchester

  Backseat Events
• Thu, 18 Dec, 2025 - 06:00 PM

  Poly Affinity Group

  124 W Piccadilly St, Winchester, VA 22601-3916, United States
• Sat, 11 Apr, 2026 - 10:00 AM

  Spring Equinox Luna Market 2026

  125 S. Loudoun Street, Winchester, VA

  165+ Interested
• Tue, 20 Jan, 2026 - 11:00 AM

  New Forms - Winchester

  Handley Regional Library Auditorium

  Free
• Sat, 27 Dec, 2025 - 02:00 PM

  Backseat Event Center - Pre NYE Party

  114 Full House Dr, Winchester, VA 22603-4645, United States

  27+ Interested
• Mon, 08 Dec, 2025 - 01:00 PM

  Homeschool ART Grades 1-5(ish) at Easely Created

  Easely Created Winchester
• Thu, 15 Jan, 2026 - 06:00 PM

  SS Book Club January - Glitz, Glam, and a Damn Good Time: Mamie Fish, Queen of the Gilded Age

  Handley Regional Library System
• Sat, 24 Jan, 2026 - 01:00 PM

  Sourdough, Stitch & Sip

  Valerie Hill Vineyard & Winery

  30+ Interested
• Fri, 13 Mar, 2026 - 08:00 PM

  Decision Height at Winchester Little Theatre Inc.

  Winchester Little Theatre Inc.
• Wed, 21 Jan, 2026 - 06:30 PM

  Music Bingo

  4305 Middle Road, Winchester, VA, United States, Virginia 22602

  65+ Interested
• Thu, 30 Apr, 2026 - 07:00 PM

  Carter Myers Automotive Jimmy Buffett Tribute Show

  James R. Wilkins, Jr. Athletic & Events Center

  63+ Interested
• Wed, 10 Dec, 2025 - 06:00 PM

  Away Dual vs James Wood High School

  James Wood High School
• Sat, 13 Dec, 2025 - 03:00 PM

  Holiday Haul - Auxiliary 824 Fundraiser

  Fraternal Order Of Eagles- Winchester

  12+ Interested
• Sun, 21 Dec, 2025 - 02:00 PM

  2nd Annual Grinchmas Show at the Bright Box Theater

  Bright Box Theater

  25+ Interested
• Mon, 08 Dec, 2025 - 05:00 PM

  Board Game Mondays

  Comic Kung Fu
• Fri, 16 Jan, 2026 - 07:00 PM

  Collin Raye

  Backseat Events
• Sun, 14 Dec, 2025 - 08:00 AM

  Winter Doubles

  Northside Lanes

  42+ Interested
• Sun, 07 Dec, 2025 - 04:25 PM

  The Cincinnati Bengals vs the Buffalo Bills: Live at The Cider House

  30 East Piccadilly Street, Winchester, VA, United States, Virginia 22601
• Fri, 01 May, 2026 - 09:00 PM

  Claudio’s Pizzeria Friday Night Fever Disco Dance Party

  James R. Wilkins, Jr. Athletic & Events Center

  42+ Interested
• Wed, 11 Mar, 2026 - 06:00 PM

  Mrs. Doubtfire Trivia

  4305 Middle Road, Winchester, VA, United States, Virginia 22602

  7+ Interested
• Wed, 25 Mar, 2026 - 06:00 PM

  The Lion King (1994) Trivia

  4305 Middle Road, Winchester, VA, United States, Virginia 22602

  9+ Interested
• Sun, 14 Dec, 2025 - 01:00 PM

  The Buffalo Bills vs the New England Patriots: Live at The Cider House

  30 East Piccadilly Street, Winchester, VA, United States, Virginia 22601
• Thu, 12 Feb, 2026 - 06:00 PM

  Sister Scouts Book Club

  Handley Regional Library System
• Sat, 28 Mar, 2026 - 08:30 PM

  Sin City at Backseat Bar & Grill

  Backseat Bar and Grill

  33+ Interested
• Sat, 17 Jan, 2026 - 09:30 AM

  2025-2026 Winter Series #4 : 60 Minutes at MSV

  Museum of the Shenandoah Valley

  47+ Interested
• Sat, 28 Feb, 2026 - 04:00 PM

  WATTS Coldest Night of the Year

  115 Wolfe St, Winchester, VA 22601-4133, United States

  26+ Interested
• Wed, 31 Dec, 2025 - 11:00 AM

  New Years Eve Brunch @ Patti's Place

  Patti's Place

  USD 45
• Thu, 18 Dec, 2025 - 09:30 AM

  Chick-fil-A Coffee Club, free games and Coffee

  2230 S Pleasant Valley Rd, 22601
• Mon, 29 Dec, 2025 - 11:00 AM

  Kids Winter Art Camp Ages 6-14 at Easely Created

  Easely Created Winchester

  8+ Interested
• Sat, 03 Oct, 2026 - 11:00 AM

  Apple Harvest Festival

  4305 Middle Road, Winchester, VA, United States, Virginia 22602

  64+ Interested
• Sat, 27 Jun, 2026 - 11:00 AM

  Kids Festival

  4305 Middle Road, Winchester, VA, United States, Virginia 22602

  72+ Interested
• Wed, 28 Jan, 2026 - 06:00 PM

  Forrest Gump Trivia

  4305 Middle Road, Winchester, VA, United States, Virginia 22602

  14+ Interested
• Tue, 09 Dec, 2025 - 04:00 PM

  Chick-fil-A Kid's Gingerbread Bingo & Letters to Santa, FREE

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

  39+ Interested
• Fri, 20 Feb, 2026 - 07:00 PM

  Winchester Elks Lodge

  466 Front Royal Pike, Winchester, VA 22602-7315, United States

  9+ Interested
• Wed, 25 Feb, 2026 - 06:00 PM

  Cash Party Planning Meeting

  Poblanos Mexican Grill

  5+ Interested
• Sat, 11 Apr, 2026 - 05:00 PM

  SVR Annual Banquet

  Millwood Station Banquet Hall

  29+ Interested
• Wed, 07 Jan, 2026 - 04:30 PM

  1st Wednesday Community Addiction Information Night

  31 S Braddock Street, Winchester, VA, United States, Virginia 22601
• Fri, 09 Oct, 2026 - 10:00 AM

  10th Annual Adrenaline RC Invitational

  246 Sulky Dr., Winchester, VA, United States, Virginia 22602

  73+ Interested