Winchester, VA

991 Millwood Pike, Winchester, VA 22602 | 937-328-1661

Book now!

National Skirmish

This video summary (by Silver Serpent5) shows pistol, cannon and musket during the spring shoot at the North South Skirmish Association. Events take place at Fort Shenandoah, 14 mi away. *N-SSA members save 15% w/ VP+618107Stay with us!

100% Pet Friendly

Don't leave your furry friend behind! Bring them along with you! Red Roof is not only family-friendly, but it is also pet-friendly so you're set! Cats are welcome also. We've got you covered. Book now.

Downtown Winchester, Virginia

Discover charming shops, great restaurants, historic architecture, landmarks & museums. Old Town Winchester offers convenience, charm, and something for everyone. Discover Old Town Winchester and join us at downtown EventsLearn more! Book now!
AAA Approved

AAA Approved

Red Roof Winchester has been rated 2 Diamonds by AAA; "Affordable, with modestly enhanced facilities, decor and amenities." We are proud of our rating and are excited to welcome you during your next trip to Winchester! Book here - and remember to click the AAA Rate.
beautiful park with flowers

Outdoor Adventures

The Orland E. White State Arboretum of Virginia consists of 5000+ trees and shrubs from around the world. Jim Barnett Park, 3 mi away, offers a fitness trail, fishing, a Dog Park, arboretum, disc golf, athletic courts & indoor & outdoor pools. Tour the underground geologic caves of Skyline Caverns (26 mi) to see rare Anthodites, underground streams and 37-foot Waterfall. Follow the Blue Ridge Parkway, "America's Favorite Drive", to Winchester. The cliff-hugging road offers sweeping views, geologic wonders. Book now!
Rock Harbor Golf Course is just five miles away

Book a Tee Time

Experience the 36 golf holes at the Rock Harbor Golf Course (5 miles). With 6 sets of Tees at each hole and 9 pin placements on each green, you can play something different each time. Book now!
Nearby shopping malls and stores

Shop 'Til You Drop

The newly renovated Apple Blossom Mall (0.7 miles away) is home to Carmike Cinemas, Buca Di Beppo, and over 90 stores and restaurants! Apple Blossom. Enjoy shopping and dinner at Old Town Winchester as well. Book now!

Concierge Services

Winchester Medical Center

Winchester Medical Center is dedicated to providing their patients with the highest quality of care and is located just 4.4 miles away from us.

Close to the Airport

Winchester Regional Airport is conveniently located just 2.3 miles away from our location. Plan your trip and book your stay now!

Family Fun: Museums

There are many museums to explore, including the interactive children’s museum, Shenandoah Valley Discovery Museum, Old Court House Civil War Museum, and Museum of the Shenandoah Valley, which showcases art, history and culture from the valley. All around 3 miles away. 

Wine & Dine

There are quite a few wineries near our hotel in Winchester, VA. James Charles Winery (5.6 mi.), Valerie Hill Vineyard (10 mi.), Veramar Vineyard (16 mi.), 612 Vineyard (16 mi). Find more of the best wineries in VA here! Don't worry about driving. Take a cab and stay close-by!
“We were driving through and needed a place to sleep. Stopped in around 1am. The hotel was nice and clean, the staff was friendly, and overall it was a good nights sleep. Nothing bad to say here, stayed 1 night.”