All Upcoming events

• Sat, 18 Apr, 2026 - 11:00 AM

  New Playground Grand Opening Event

  Winchester VA Parks and Recreation

  749+ Interested
• Sat, 14 Mar, 2026 - 07:00 PM

  Miss Honorary Fire Chief Contest

  James Wood Middle School

  34+ Interested
• Sat, 25 Apr, 2026 - 10:00 AM

  McDonald's Apple Blossom Gaming Festival

  608 Millwood Ave, Winchester, VA 22601-5167, United States

  21+ Interested
• Wed, 29 Apr, 2026 - 06:00 PM

  Navy Federal Credit Union Veterans Dinner Show

  James R. Wilkins, Jr. Athletic & Events Center

  37+ Interested
• Sat, 21 Mar, 2026 - 08:00 PM

  For Whom the Bell Tolls: The Four Horsemen

  114 Full House Drive , Winchester, VA, United States, Virginia 22603

  107+ Interested
• Sat, 09 May, 2026 - 09:00 AM

  Bright Box Card Bazaar: An Indoor Pokemon Vendor Show

  Bright Box (Winchester, VA)

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

  Kids Festival

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

  570+ Interested
• Sat, 14 Mar, 2026 - 08:00 PM

  Valerie Hill Ghost Hunt, Stephens City, Virginia

  Valerie Hill Vineyard & Winery
• Sat, 29 Aug, 2026 - 11:00 AM

  Pickle-chester

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

  248+ Interested
• Wed, 29 Apr, 2026 - 11:00 AM

  Valley Health Business at the Bloom

  James R. Wilkins, Jr. Athletic & Events Center

  32+ Interested
• Sat, 11 Apr, 2026 - 08:00 PM

  Backseat Rocks with That Arena Rock Show

  114 Full House Drive , Winchester, VA, United States, Virginia 22603

  109+ Interested
• Thu, 09 Apr, 2026 - 08:00 PM

  Jackyl — Chainsaws, Southern Rock and Loud Guitars

  114 Full House Drive , Winchester, VA, United States, Virginia 22603

  131+ Interested
• Sat, 21 Mar, 2026 - 12:00 PM

  The YDC Spring Spectacular

  302 S Loudoun Street, Winchester, VA

  65+ Interested
• Fri, 03 Apr, 2026 - 06:00 PM

  Glow in the Dark Easter Egg Hunt (Adults Only)

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

  54+ Interested
• Mon, 27 Apr, 2026 - 06:30 PM

  Ballerina Nail & Spa Pumps and Pearls Ladies Party

  Bright Box (Winchester, VA)

  36+ Interested
• Sat, 14 Mar, 2026 - 10:00 AM

  Glazed and Confused

  27 North Loudoun Street, Winchester, VA, United States, Virginia 22601
• Sun, 26 Apr, 2026 - 11:00 AM

  Fiesta Latina

  Winchester Sportsplex

  32+ Interested
• Wed, 18 Mar, 2026 - 09:30 AM

  Little Chefs Sauce Lab at Chick-fil-A

  Chick-fil-A Rutherford Crossing (Winchester, VA)

  40+ Interested
• Sat, 18 Apr, 2026 - 12:00 PM

  Ambrogi Acres 2nd Annual 420 Event

  Backseat Events

  328+ Interested
• Sat, 24 Oct, 2026 - 10:00 AM

  Homestead Harvest Festival

  2502 N. Frederick Pike , Winchester, VA, United States, Virginia 22603
• Sat, 28 Mar, 2026 - 07:00 PM

  Country Nite @ Crooked Run Fermentation in Sterling, VA

  Bright Box Theater

  USD 18
• Fri, 01 May, 2026 - 08:30 PM

  Queen's Ball and Dance Party

  1300 Senseny Rd, Winchester, VA 22602-6418, United States

  11+ Interested
• Fri, 01 May, 2026 - 11:45 AM

  Valley Cycle Center Stag Luncheon

  Winchester Cold Storage / WCS Logistics

  11+ Interested
• Fri, 24 Apr, 2026 - 09:00 AM

  WVU Medicine Pickleball Tournament

  1300 Senseny Rd, Winchester, VA 22602-6418, United States
• Sun, 05 Apr, 2026 - 10:00 AM

  Easter at Victory Church

  2870 Middle Rd, Winchester, VA, United States, Virginia 22601

  49+ Interested
• Sat, 11 Jul, 2026 - 08:00 PM

  VA250 Fireworks Celebration

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

  27+ Interested
• Sat, 30 May, 2026 - 07:00 PM

  SAVE THE DATE: Queer Prom - May 30th

  Museum of the Shenandoah Valley

  108+ Interested
• Sat, 09 May, 2026 - 10:00 AM

  Beltane Luna Market 2026

  125 S. Loudoun Street, Winchester, VA

  246+ Interested
• Sat, 04 Apr, 2026 - 09:00 AM

  West Oaks Farm Market's 2026 Spring Vendor Fair

  West Oaks Farm Market

  27+ Interested
• Sat, 28 Nov, 2026 - 10:00 AM

  Yule Luna Market 2026

  125 S. Loudoun Street, Winchester, VA

  39+ Interested
• Sun, 05 Apr, 2026 - 11:00 AM

  Easter at Vibrant City Church (9:00 or 11:00am)

  35 E Jubal Early Drive, Winchester, VA, United States, Virginia 22601

  72+ Interested
• Sun, 05 Apr, 2026 - 10:30 AM

  Easter Sunday Service

  134 N. Loudoun St., Winchester, VA

  14+ Interested
• Sat, 23 May, 2026 - 09:00 AM

  Winchester Police Dept. 5th Annual Auto Show

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

  66+ Interested
• Fri, 03 Apr, 2026 - 07:00 PM

  Ultimate All-Nighter 2026

  Whats New Worship

  USD 55
• Wed, 13 May, 2026 - 01:00 PM

  The Employer Expo - Regional Hiring Fair

  James R. Wilkins, Jr. Athletic & Events Center

  31+ Interested
• Sat, 06 Jun, 2026 - 10:00 AM

  Flutterby Fairy Festival 2026

  740 Merrimans Ln Winchester, VA

  59+ Interested
• Sat, 28 Mar, 2026 - 06:00 PM

  Lincoln Reagan Dinner

  Winchester Country Club

  Free
• Mon, 25 May, 2026 - 08:00 AM

  39th Loudoun Street Mile

  1512 S Loudoun St, Winchester, VA 22601-4422, United States

  37+ Interested
• Sat, 04 Apr, 2026 - 11:00 AM

  Easter Brunch at Patti’s Place

  Patti's Place

  USD 45
• Tue, 14 Apr, 2026 - 11:00 AM

  W.O.W. - April Networking Event

  The George Washington A Wyndham Grand Hotel

  USD 34
• Wed, 22 Apr, 2026 - 03:00 PM

  Stuff & adopt a Cow Kids spring event at Chick-fil-A Pleasant Valley Road

  Chick-fil-A

  USD 23
• Sat, 11 Apr, 2026 - 10:00 AM

  Spring Equinox Luna Market 2026

  125 S. Loudoun Street, Winchester, VA

  511+ Interested
• Fri, 01 May, 2026 - 04:00 PM

  Shenandoah Valley Orthodontics Kids' Bloomin' Mile Race

  John Handley High School

  57+ Interested
• Sat, 17 Oct, 2026 - 11:00 AM

  Fall Harvest Festival

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

  190+ Interested
• Fri, 15 May, 2026 - 08:00 PM

  Micro Wrestling: Winchester, VA!

  Backseat Events

  42+ Interested