Spin to Win-Chester ?♂️? Think you’ve got what it takes? Spin to Win-Chester is a high-energy spin-a-thon where riders compete, fundraise, and push themselves—all in support of Old Town Winchester. Join us Saturday, February 21 at Valley Health Wellness & Fitness Center for a Winchester-themed ride led by Pam Lambert. Choose Your Challenge Beginner Ride: […]
Join us for a meaningful and memorable evening as we celebrate Black History Month with History & Cocktails Night at Bright Box Theater. This relaxed, intimate event will feature short talks and local storytellers sharing stories that highlight Black history in Winchester and the surrounding region. It’s a chance to connect with our community’s past […]
Hark and gather, ye merry souls! On Saturday, March 14th, Old Town shall be awash in music, mirth, and Celtic cheer as we proclaim a grand celebration — Celtic Fest! From the twelfth hour ‘til five of the clock, the Walking Mall shall be transformed into a lively festival village. Those who wander through shall […]
Friday nights are back in Old Town Winchester. Join Friends of Old Town for First Fridays, a monthly community celebration bringing live music, local artists, vendors, pop-ups, food, shopping, and […]
KidzFest is returning to Old Town Winchester on Saturday, June 13 for an afternoon full of family-friendly fun, activities, entertainment, and community programming throughout the Walking Mall. Hosted by Friends […]
Friday nights are back in Old Town Winchester. Join Friends of Old Town for First Fridays, a monthly community celebration bringing live music, local artists, vendors, pop-ups, food, shopping, and […]
Celebrate 250 years of history, community, and Virginia pride at the Old Town Jubilee! Enjoy a full day of local vendors, food, family-friendly activities, and live entertainment throughout historic Old […]
🏰 HEAR YE, HEAR YE, brave souls of the Shenandoah Valley! ⚔️ The Holy Grail has been hidden somewhere in Old Town Winchester… and we need a fellowship worthy of […]
Friday nights are back in Old Town Winchester. Join Friends of Old Town for First Fridays, a monthly community celebration bringing live music, local artists, vendors, pop-ups, food, shopping, and […]
Get ready for a fun, self-guided crawl through Old Town where participating businesses serve up their own creative takes on the classic hot dog. Check in, grab your map, and […]
Friday nights are back in Old Town Winchester. Join Friends of Old Town for First Fridays, a monthly community celebration bringing live music, local artists, vendors, pop-ups, food, shopping, and extended downtown energy to the Walking Mall throughout the summer and fall. Each First Friday features: Live music at Taylor Pavilion Local artists and makers […]
Friday nights are back in Old Town Winchester. Join Friends of Old Town for First Fridays, a monthly community celebration bringing live music, local artists, vendors, pop-ups, food, shopping, and extended downtown energy to the Walking Mall throughout the summer and fall. Each First Friday features: Live music at Taylor Pavilion Local artists and makers […]
Friends of Old Town celebrates and enhances Old Town Winchester through local events, public art, and design projects. We work with residents, businesses, and visitors to keep our historic town vibrant, creative, and welcoming for everyone to enjoy.
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