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EVENTS AND THINGS TO DO NEAR
OLD TOWN WINCHESTER

Top Events

This Weekend

Free

Nightlife

Conferences

Performances

Points of interest near the Old Town Winchester

Frequently asked questions about Old Town Winchester

What are the best things to do near Old Town Winchester?
Our most popular events near Old Town Winchester include:
  • The Flying Ivories: Dueling Pianos (9:30PM SHOW) - 18+
  • W.O.W. - Christmas Jingle & Mingle
  • Winchester Jazz Collective: The Nutcracker
  • "Clue Christmas" - A Murder Mystery Comedy Show // 10PM SHOW
  • Genuine Hustle 2025, Shenandoah Valley
  • SCYTHIAN's Ugly Christmas Sweater Party w/ Smoke & The Poet
  • The Reflex: The Ultimate 80's Tribute Band - 18+
  • What Lies Below/Glasswaves at Granny's Place, Winchester, VA
  • SAME BRP - 2024 B2B Holiday Social
  • A DIVAS Christmas Special Benefiting Winchester's First LGBTQ Center
  • Comedy Night featuring Ryan Donahue [7PM SHOW]
  • T.3 - THE FALALALONELY TOUR
  • Bright Box NYE Houseparty - 90s/00s sounds by DJ OPHIE
  • Winchester - Young Professionals Network
  • Evening With The Babys
  • The Frank White Experience - Notorious B.I.G. Live Band Tribute
  • Leon Majcen with Brennan Edwards & Zac Townsend
  • Comedy Night featuring Ryan Donahue[9:30PM SHOW]
  • Guest Appreciation Night~ Hosted by Tru Roots Salon and The Well House
  • Venue Closed for Private Event
  • Harp Concert: Holidays in Harmony
  • Christian Lopez at Bright Box Theater
  • The Darkside Experience: A Tribute to Pink Floyd
  • Cash Unchained: The Ultimate Tribute to Johnny Cash [7PM SHOW]
  • New Years Eve 2024 - Gods and Goddesses
  • The Siamese Dreamers: tribute to the Smashing Pumpkins w/ PrimeMoose
  • MONOFLO Presents: Taylor Hunnicutt w/ Tony Logue & The 184
  • Cash Unchained: The Ultimate Tribute to Johnny Cash [3PM SHOW]
  • "The Newly Dead Game 2" - A Murder Mystery Comedy Show // 7PM SHOW
  • IMPROV COMEDY with Porkchop Volcano
  • Couples Therapy: A Comedy Show hosted by Rahmein Mostafavi
  • Dogwood Tales / Dead Billionaires / Tucker Riggleman & The Cheap Dates
  • "The Newly Dead Game 2" - A Murder Mystery Comedy Show // 10PM SHOW
  • MAGIC HUNKS Live at Winchester Brew Works (Winchester, VA)
  • CAOHC Certification - Winchester, VA
  • CAOHC Re-certification - Winchester, VA
  • Awesome Scavenger Hunt - Winchester Wonders
  • Tinsel Tavern | A Cozy Holiday Experience
  • Winchester First Time Homebuyer Seminar (Online Event)
  • Learn To Invest In Real Estate With This Community Presentation On Zoom!
  • Learn how to invest in real estate!
  • God of Nothing EP Release Show w/ Gone Cold and Delenda
    • What else should I visit around Old Town Winchester?