by Sigourney Pierson | Oct 10, 2026 | Annual Events, Upcoming Events
Ring in the New Year with a festive celebration in historic Old Town Winchester, VA! Hosted by the Shenandoah Apple Blossom Festival, this annual New Year’s Eve event features dazzling laser light shows, live music, street performers, and entertainment...
by Sigourney Pierson | Oct 10, 2026 | Annual Events, Upcoming Events
Experience the magic of a European-style Christmas market at the annual Winchester Winter Village in historic Old Town Winchester! This festive holiday celebration transforms the downtown pedestrian mall into a charming winter marketplace filled with local artisans,...
by Sigourney Pierson | Oct 10, 2026 | Annual Events, Upcoming Events
Celebrate Thanksgiving morning with an active start to the holiday at the Thanksgiving Day 5K, Kids’ Fun Runs & Tot Trot in Stephens City. This family-friendly event brings together runners, walkers, and spectators for a morning of exercise and seasonal fun....
by Sigourney Pierson | Oct 9, 2026 | Upcoming Events
Celebrate the holiday season at the Youth Development Center’s Festival of Trees in Winchester, VA! This festive community event features beautifully decorated Christmas trees, wreaths, local vendors, and family-friendly activities. Enjoy holiday crafts, cookie...
by Sigourney Pierson | Oct 7, 2026 | Annual Events, Upcoming Events
Celebrate the beauty of autumn at the annual Fall Harvest Festival at West Oaks Farm Market in Winchester, VA! This family-friendly fall celebration features pumpkin picking, a corn maze, games, live music, and delicious seasonal food. Enjoy a day of outdoor...
by Sigourney Pierson | Oct 1, 2026 | Annual Events, Upcoming Events
Each year, at the end of October, Old Town Winchester transforms into a haunted destination, offering guided ghost tours that blend history and legend. Guests walk through historic streets and alleys, hearing chilling tales of colonial spirits, Civil War soldiers, and...
