Trunk or Treat on Loudoun Street
🎃 Trunk or Treat on Loudoun Street 📅 Saturday, October 18, 2025 🕓 4:00 – 7:00 PM 📍 302 S. Loudoun Street, Winchester, VA (YDC Parking Lot) FREE & open […]
Free
12 events found.
Events
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Youth Development Center 302 S Loudoun Street, Winchester, V, United States
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HalloWinchester Old Town Merchant Trick r Treat
Loudoun Street Pedestrian MallBring 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 […]
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HalloWinchester Pub Crawl
Loudoun Street Pedestrian MallWinchester’s biggest Halloween street party is back! Live music, alien vibes, $500 in costume prizes + raffle gift basket — all benefiting Katie’s Comfort House.
$10 -
Halloween Costume Dance Party
Vibrissa Beer 10 N. Kent St, WINCHESTER, V, United StatesJoin 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, […]
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Author Event: Dale Watten – Dream Valley Shenandoah
Winchester Book Gallery 7 North Loudoun Street, Winchester, V, United StatesLocal 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 […]
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First Wednesday Community Information Night
Bridging the Gaps 31 S. Braddock Street, Winchester, V, United StatesAddiction is a struggle — for the person and their loved ones. That’s why at Bridging the Gaps, we’re offering 𝐅𝐢𝐫𝐬𝐭 𝐖𝐞𝐝𝐧𝐞𝐬𝐝𝐚𝐲 𝐂𝐨𝐦𝐦𝐮𝐧𝐢𝐭𝐲 𝐀𝐝𝐝𝐢𝐜𝐭𝐢𝐨𝐧 𝐈𝐧𝐟𝐨𝐫𝐦𝐚𝐭𝐢𝐨𝐧 𝐍𝐢𝐠𝐡𝐭, a 𝐟𝐫𝐞𝐞 𝐦𝐨𝐧𝐭𝐡𝐥𝐲 𝐞𝐯𝐞𝐧𝐭 […]
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Cheesin’ for a Reason – a grilled cheese & tomato soup extravaganza
Winchester Walking Mall Loudoun Street, Winchester, V, United StatesOur 1st Annual Grilled Cheese and Tomato Soup Extravaganza for Winchester! 🧀🍅 WATTS will be "Cheesin' for a Reason" this fall and we hope you'll come out and join us […]
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Author Event: Jimmy Proffitt – Seasoned in Appalachia
Winchester Book Gallery 7 North Loudoun Street, Winchester, V, United StatesInspired by home-cooked family meals, Seasoned in Appalachia delivers authentic, flavorful dishes paired with charming anecdotes about family traditions and the magic of the Appalachian region. Author and IACP member […]
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Community Connections: Strengthening Old Town Together
Winchester Brew WorksWe 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, […]
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Wine tasting at Murphy Beverage Company
Murphy Beverage Company 167 N Loudoun Street, Winchester, V, United StatesCome join us for a free wine tasting where Lisa of LK Wines will pour four wines that would be perfect for your Thanksgiving table - and beyond.
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Author Event: Erika Santiago – You Are Not Alone
Winchester Book Gallery 7 North Loudoun Street, Winchester, V, United StatesLife has a way of breaking us open. For many women, motherhood, loss, and heavy seasons of survival can leave us feeling unseen, unheard, and disconnected from who we once were. You Are Not Alone is a reflection journal created to help women begin again-to process pain, honor grief, and gently rediscover their voice and […]
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Plaid Friday 2025
Winchester Book Gallery 7 North Loudoun Street, Winchester, V, United States“Plaid Friday” is the idea of weaving individual threads of small businesses together to create a strong fabric! Today, we celebrate independent businesses while wearing our favorite leisure wear: plaid! Come shop at the Winchester Book Gallery this Friday!