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  • Downtown Business Showcase & Networking

    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 […]

  • Sip & Savor: A Live Theatrical Sitcom

    Espresso Bar & Cafe 165 N Loudoun St, Winchester, V, United States

    Part of a 12-part series - Sip & Savor, a LIVE theatrical sitcom. Episode 2 takes place at the Espresso Bar & Cafe. In the gripping second episode of "Sip & Savor," titled "It's a Privilege," Verdi embarks on a heartfelt quest to uphold her mother's legacy. As she navigates the vibrant world of culinary […]

    $10

  • A Knight’s Tale Benefit Screening – Ravenwood Foundation

    Alamo Draft House 179 Kernstown Commons Blvd, Winchester, V, United States

    Join us for a special screening of the legendary medieval romp A Knight’s Tale! Whether you’re a fan of jousting, 14th-century fashion with a rock ‘n’ roll twist, or Heath […]

    $12

  • Local Twin Teen Kids Book About Winchester Launch Party at Hideaway Cafe

    Hideaway Cafe 141 S Loudoun Street, Winchester, V, United States

    Local Twin Teen Kids Book About Winchester Launch Party at Hideaway Cafe Book for Kids, "Let’s Explore Winchester - Discover the Magic of Our City” Date: Saturday, April 5, 2025 Time: 4:30 pm - 6:30 pm Location: Hideaway Cafe 141 S Loudoun St, Winchester, VA 22601 --Meet teen authors and book signing --Free bookmark with […]

  • Art in Old Town: Shaping Our Streetscapes

    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 a great chance to share ideas, chat about what's happening in Old Town, and help shape our future together. Each session focuses on a fun, […]

  • Fort Loudoun Day 2025 – Free Event and Open to the Public

    Fort Loudoun Historic Site, 419 N. Loudoun Street 419 N. Loudoun Street, Winchester, V, United States

    🌟 Join Us for Fort Loudoun Day 2025! 🌟 📅 Date: May 17, 2025 ⏰ Time: 12:00 PM - 3:00 PM 📍 Location: Fort Loudoun Historic Site, 419 N. Loudoun Street, Winchester, VA Step back in time and celebrate history at Fort Loudoun Day! 🎉 On this day, we honor a pivotal moment from May […]

    Free

  • Building Community Connections: Volunteer Appreciation

    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 a great chance to share ideas, chat about what's happening in Old Town, and help shape our future together. Each session focuses on a fun, […]

  • You Should Be Dancing!

    Vibrissa Beer 10 N. Kent St, WINCHESTER, V, United States

    **NEW!** MONTHLY DANCE COMMUNITY IN WINCHESTER Started by 2 Local Women, "You Should Be Dancing!" is for ANYONE who likes to dance! We'll groove to the funky favorites and beyond with music starting at 7:00 Come for Dinner & Drinks ~ Stay to Dance A second Dance Night is not guaranteed and dependent on the […]

    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 […]

  • KidzFest

    Make unforgettable family memories in Old Town Winchester at Friends of Old Town’s KidzFest! On Saturday, June 14th, from 12–5 PM, our downtown becomes a hub of activity, with free entertainment, arts and crafts, games, workshops, and live music. This family-friendly event is designed to showcase the creativity and energy of our city while driving […]

  • Juneteenth 2025

    Museum of the Shenandoah Valley 901 Amherst St, Winchester, United States

    The Juneteenth celebration at the Museum of the Shenandoah Valley (MSV) on June 15, 2025, will take place from 12:00 PM to 5:00 PM. This annual event will honor history, education, and community, offering attendees a chance to reflect and celebrate cultural progress. The event will feature live music, children’s activities, food trucks, and vendors. […]

    Free

  • Safety First: Building a Secure Old Town for Everyone

    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 a great chance to share ideas, chat about what's happening in Old Town, and help shape our future together. Each session focuses on a fun, […]