Friends of Old Town

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  • Trunk or Treat on Loudoun Street

    Youth Development Center 302 S Loudoun Street, Winchester, V, United States

    ๐ŸŽƒ Trunk or Treat on Loudoun Street ๐Ÿ“… Saturday, October 18, 2025 ๐Ÿ•“ 4:00 โ€“ 7:00 PM ๐Ÿ“ 302 S. Loudoun Street, Winchester, VA (YDC Parking Lot) FREE & open […]

    Free

  • HalloWinchester Old Town Merchant Trick r Treat

    Loudoun Street Pedestrian Mall

    Bring the family to Old Town Winchester for a safe and festive afternoon of trick-or-treating! Local merchants along the Loudoun Street Pedestrian Mall will be handing out candy and goodies […]

    Free

  • HalloWinchester Pub Crawl

    Loudoun Street Pedestrian Mall

    Winchesterโ€™s biggest Halloween street party is back! Live music, alien vibes, $500 in costume prizes + raffle gift basket โ€” all benefiting Katieโ€™s Comfort House.

    $10

  • Halloween Costume Dance Party

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

    Join us Friday October 31st from 8pm until close for a night of thrilling dance moves & spooky Halloween costumes! DJ Chris Jarrell, photobooth, costume contest, drink & food Specials, […]

    free

  • Author Event: Dale Watten – Dream Valley Shenandoah

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

    Local author Dale Watten has a new book that showcases the native and naturalized flowers of the Shenandoah Valley in Western Virginia. Written in verse, it is accompanied by beautiful […]

  • First Wednesday Community Information Night

    First Wednesday Community Information Night

    Bridging the Gaps 31 S. Braddock Street, Winchester, V, United States

    Addiction is a struggle โ€” for the person and their loved ones. Thatโ€™s why at Bridging the Gaps, weโ€™re offering ๐…๐ข๐ซ๐ฌ๐ญ ๐–๐ž๐๐ง๐ž๐ฌ๐๐š๐ฒ ๐‚๐จ๐ฆ๐ฆ๐ฎ๐ง๐ข๐ญ๐ฒ ๐€๐๐๐ข๐œ๐ญ๐ข๐จ๐ง ๐ˆ๐ง๐Ÿ๐จ๐ซ๐ฆ๐š๐ญ๐ข๐จ๐ง ๐๐ข๐ ๐ก๐ญ, a ๐Ÿ๐ซ๐ž๐ž ๐ฆ๐จ๐ง๐ญ๐ก๐ฅ๐ฒ ๐ž๐ฏ๐ž๐ง๐ญ […]

    Free

  • Cheesin’ for a Reason – a grilled cheese & tomato soup extravaganza

    Winchester Walking Mall Loudoun Street, Winchester, V, United States

    Our 1st Annual Grilled Cheese and Tomato Soup Extravaganza for Winchester! ๐Ÿง€๐Ÿ… WATTS will be "Cheesin' for a Reason" this fall and we hope you'll come out and join us […]

    $10 โ€“ $20

  • Community Connections: Strengthening Old Town Together

    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 […]

  • First Wednesday Community Information Night

    First Wednesday Community Information Night

    Bridging the Gaps 31 S. Braddock Street, Winchester, V, United States

    Addiction is a struggle โ€” for the person and their loved ones. Thatโ€™s why at Bridging the Gaps, weโ€™re offering ๐…๐ข๐ซ๐ฌ๐ญ ๐–๐ž๐๐ง๐ž๐ฌ๐๐š๐ฒ ๐‚๐จ๐ฆ๐ฆ๐ฎ๐ง๐ข๐ญ๐ฒ ๐€๐๐๐ข๐œ๐ญ๐ข๐จ๐ง ๐ˆ๐ง๐Ÿ๐จ๐ซ๐ฆ๐š๐ญ๐ข๐จ๐ง ๐๐ข๐ ๐ก๐ญ, a ๐Ÿ๐ซ๐ž๐ž ๐ฆ๐จ๐ง๐ญ๐ก๐ฅ๐ฒ ๐ž๐ฏ๐ž๐ง๐ญ […]

    Free

  • Year in Review: Reflecting on Old Town’s Growth

    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 […]

  • First Wednesday Community Information Night

    First Wednesday Community Information Night

    Bridging the Gaps 31 S. Braddock Street, Winchester, V, United States

    Addiction is a struggle โ€” for the person and their loved ones. Thatโ€™s why at Bridging the Gaps, weโ€™re offering ๐…๐ข๐ซ๐ฌ๐ญ ๐–๐ž๐๐ง๐ž๐ฌ๐๐š๐ฒ ๐‚๐จ๐ฆ๐ฆ๐ฎ๐ง๐ข๐ญ๐ฒ ๐€๐๐๐ข๐œ๐ญ๐ข๐จ๐ง ๐ˆ๐ง๐Ÿ๐จ๐ซ๐ฆ๐š๐ญ๐ข๐จ๐ง ๐๐ข๐ ๐ก๐ญ, a ๐Ÿ๐ซ๐ž๐ž ๐ฆ๐จ๐ง๐ญ๐ก๐ฅ๐ฒ ๐ž๐ฏ๐ž๐ง๐ญ […]

    Free
  • First Wednesday Community Information Night

    First Wednesday Community Information Night

    Bridging the Gaps 31 S. Braddock Street, Winchester, V, United States

    Addiction is a struggle โ€” for the person and their loved ones. Thatโ€™s why at Bridging the Gaps, weโ€™re offering ๐…๐ข๐ซ๐ฌ๐ญ ๐–๐ž๐๐ง๐ž๐ฌ๐๐š๐ฒ ๐‚๐จ๐ฆ๐ฆ๐ฎ๐ง๐ข๐ญ๐ฒ ๐€๐๐๐ข๐œ๐ญ๐ข๐จ๐ง ๐ˆ๐ง๐Ÿ๐จ๐ซ๐ฆ๐š๐ญ๐ข๐จ๐ง ๐๐ข๐ ๐ก๐ญ, a ๐Ÿ๐ซ๐ž๐ž ๐ฆ๐จ๐ง๐ญ๐ก๐ฅ๐ฒ ๐ž๐ฏ๐ž๐ง๐ญ […]

    Free