Old Town Winchester
A vital marketplace for more than 250 years, Old Town Winchester 
cherishes its heritage. Visitors are welcomed here with the grace and style typical of Virginia hospitality. Old Town Winchester is located within the heart of a 45-block National Register Historic District and features a quaint pedestrian walking mall bursting with outdoor cafes, fun & specialty retail shops, historic attractions and family-oriented activities throughout the year.
The Loudoun Street Pedestrian Mall has earned a listing on the National Register of Historic Places Travel Itinerary.
A 7 million dollar renovation of the Mall was completed in 2013.
Old Town Winchester
A vital marketplace for more than 250 years, Old Town Winchester cherishes its heritage. Visitors are welcomed here with the grace and style typical of Virginia hospitality. Old Town Winchester is located within the heart of a 45-block National Register Historic District and features a quaint pedestrian walking mall bursting with outdoor cafes, fun & specialty retail shops, historic attractions and family-oriented activities throughout the year.
The Loudoun Street Pedestrian Mall has earned a listing on the National Register of Historic Places Travel Itinerary.
A 7 million dollar renovation of the Mall was completed in 2013.
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Dining
Dine in Old Town and experience local fare! From casual sports pubs to fine dining, international cuisine, and more – there is something for every taste. In the warmer months, dine alfesco and enjoy watching the activity along the walking mall.
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Events
Old Town Winchester is a hub of activity and hosts many events including the Shenandoah Apple Blossom Festival, Rockin’ Independence Eve, Free Outdoor Movies, Oktoberfest, First Night Winchester, and more!
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Farmers Market
The Freight Station Farmers Market is open year-round, and offers fruits, vegetables, meats, local, raw honey, homemade preserves, baked goods, cut flowers, plants and wild caught Alaskan fish.
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Guided Walking Tours
Guided walking tours of Old Town are offered on some weekends, May-October. Visit our guided tours page or call (540) 542-1326 for details.
- 2 N. Cameron Street
Winchester, VA 22601 - (540) 542-1326
- visitwinchesterva.com/guided-tours/
- 2 N. Cameron Street
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Lodging and Transportation
Interested in staying in the historic district and being within walking distance of all the excitement? Visit the link below for details on where to stay in Old Town.
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Museums and Attractions
The historic district is home to numerous museums, historic sites, and arts and entertainment venues.
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Nightlife
The restaurants, bars, and breweries in Old Town are a favorite spot for nightlife. Most offer live music on weekends and are within walking distance of one another.
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Old Town Winchester App and Traipse App
The Old Town Winchester app is an excellent resource for exploring the historic district on the go. For a different experience, download the Traipse app, which offers an interactive walking tour with puzzles and rewards.
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Parking
There are four parking garages in Old Town Winchester and plenty of on street parking and parking lots. For more information on parking and a map of parking spaces in Old Town, visit the Winchester Parking Authority web page.
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Shopping
Old Town Winchester is a great place to stroll and window shop, find a unique gift, or something special just for yourself. Shoes, jewelry, art, home décor, musical instruments, books, antiques, and so much more await your visit!
