Events

🎃 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 […]

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 to children in costume. Stroll through downtown, show off your Halloween spirit, and enjoy the seasonal decorations, shops, and restaurants that make Old Town such […]

Winchester’s biggest Halloween street party is back! Live music, alien vibes, $500 in costume prizes + raffle gift basket — all benefiting Katie’s Comfort House.

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, and candy for the kids (or adults too)!

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 watercolor illustrations, depicting twenty four common wildflowers and their habitats. Come say hi and get your signed copy.⁠

Our 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 in honor of one of our guests' favorite meals. Your ticket includes tastings/samplings of this classic, comfort food combo (with some flair!) from 15+ restaurants […]

Inspired 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 Jimmy Proffitt, who grew up and learned to cook at an early age in the Shenandoah Valley, presents an authoritative collection of Appalachian cooking featuring […]

Come 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.

Life 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 […]

“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!