by Sigourney Pierson | Oct 10, 2026 | Annual Events, Upcoming Events
Ring in the New Year with an elevated evening in the heart of Old Town Winchester at the annual New Year’s Eve Celebration. This popular event offers a stylish way to close out the year with friends and fellow community members. Guests enjoy a festive night inside one...
by Sigourney Pierson | Oct 10, 2026 | Annual Events, Upcoming Events
Experience the magic of the holiday season at Walking in a Winter Wonderland at Clearbrook Park in Clear Brook! Stroll along a half-mile paved pathway illuminated by hundreds of thousands of twinkling lights, dazzling displays, and festive decorations. Enjoy...
by Sigourney Pierson | Oct 10, 2026 | Annual Events, Upcoming Events
Celebrate the magic of the holiday season at Winchester’s annual Holiday Parade & Tree Lighting in historic Downtown Winchester, VA! This beloved community tradition brings together festive floats, marching bands, local organizations, and performers for a...
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 10, 2026 | Upcoming Events
Celebrate the holiday season with a charming theatrical performance of The Wickhams: Christmas at Pemberley at Winchester Little Theatre in Winchester, VA! This festive comedy transports audiences to the world of Jane Austen, where Christmas preparations at Pemberley...
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...
