• Open Mic Talent Showcase

    The Cider House 30 E Piccadilly St, Winchester, V, United States

    Have you got talent? Want to try your hand in front of a live crowd? The Cider House is having an Open Mic Showcase August 28! Unlike most open mics, […]

    Free
  • 15th Annual Patsy Cline Block Party

    Patsy Cline Historic House 608 South Kent Street, Winchester, V, United States

    Join us in celebrating Patsy Cline's Birthday and contribution to American Culture at our 15th Annual Patsy Cline Block Party on August 30th, 2025, between 10 am and 4 pm. […]

    Free
  • Anniversary Weekend British Bingo!

    The Cider House 30 E Piccadilly St, Winchester, V, United States

    It's The Cider House's one year anniversary on Labor Day Weekend! We're celebrating with British Bingo!

    Free
  • First Fridays

    First Fridays

    Discover the heartbeat of Old Town Winchester with Friends of Old Town’s First Fridays! From June through October, kick off your weekend each month with live music, local art, and […]

  • ShenArtsFest

    Old Town Winchester, VA is a beautiful venue for a festival with dedicated crowds and wonderful staff and volunteers. We hope you will apply!​ The Shenandoah Arts Council (ShenArts) is […]

    Free
  • Author Event: Leah Rampy – Earth & Soul

    Winchester Book Gallery 7 North Loudoun Street, Winchester, V, United States

    Amidst accelerating climate devastation and an uncertain future comes a clarion call to renew a deep and personal relationship with Earth. Facing directly into the devastation of climate chaos and […]

  • Author Event: Sandra Jackson-Opoku – Savvy Summers and the Sweet Potato Crimes

    Winchester Book Gallery 7 North Loudoun Street, Winchester, V, United States

    With SAVVY SUMMERS AND THE SWEET POTATOCRIMES award-winning author Sandra Jackson-Opoku presents a sparkling debut mystery set on the south side of Chicago, featuring the quick-witted, unforgettable Savvy Summers, proprietor […]

  • Youth Matters: Inspiring the Next Generation of Leaders

    Winchester Brew Works

    We love hearing from our amazing Old Town community! That's why Friends of Old Town is hosting monthly outreach and input sessions all year long. These laid-back, open-forum meetups are […]

  • Open Mic Talent Showcase

    The Cider House 30 E Piccadilly St, Winchester, V, United States

    Have you got talent? Want to try your hand in front of a live crowd? The Cider House is having an Open Mic Showcase September 17! Unlike most open mics, this one isn't just for music (honestly, we only have the vibe/hookups for acoustic). We will be featuring comedy, magic, monologues... you name it! Sign […]

    Free
  • EDGE Ensemble Concert

    Bright Box 15 N Loudoun Street, Winchester, VA, United States

    Shenandoah New Music Passport Control Celebrate Shenandoah University’s sesquicentennial with the EDGE Ensemble as it looks boldly to the future, celebrating the next 150 years of music on planet Earth. This vibrant program features new works by living composers from Australia, France, Iceland, Poland, Slovenia, Sweden and the United States.

    $15
  • Home Seller Seminar

    Thursday, September 18th from 5:00–7:30 PM at the Handley Library (Benham Gallery Room) here in Winchester. This free community event will give local homeowners practical tips on preparing, pricing, and selling their homes in today’s market.

    Free