by Sigourney Pierson | Apr 20, 2026 | Annual Events
The Winchester tour of Historic Garden Week in Virginia invites visitors to explore beautiful private gardens and historic homes throughout the city. This spring tradition offers a chance to enjoy seasonal blooms, landscape design, and the charm of Winchester’s...
by Meghan Nicholson | Apr 20, 2026 | Annual Events
Experience the beauty and excitement of the Apple Blossom Festival, a vibrant celebration of spring in the Shenandoah Valley! Enjoy live music, delicious food, and family-friendly activities amidst stunning floral displays.
by Sigourney Pierson | Mar 25, 2026 | Annual Events
The West Oaks Adult Egg Hunt is a playful spring tradition near Winchester where adults search for prize-filled eggs across the farm grounds. Guests can enjoy live music, food trucks, drinks, and a lively evening atmosphere while exploring the scenic setting at West...
by Sigourney Pierson | Mar 1, 2026 | Annual Events
The Kite Flying Festival brings colorful kites and family-friendly fun to Jim Barnett Park in Winchester each spring. Visitors can watch the sky fill with vibrant kites, enjoy outdoor activities, and take part in a cheerful community celebration that welcomes all...
by Sigourney Pierson | Mar 1, 2026 | Annual Events
On the First Friday of every month, Old Town Winchester Celebrates the Arts! Downtown Winchester plays host to artists with special gallery events, musicians playing in restaurants and cafes, and many shops stay open late. Every month is something a little...
