Winchester
Travel Guide
Visit Winchester
Where to stay in Winchester
Old Town Winchester
Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Bright Box Theater or Shenandoah Valley Discovery Museum.
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.
Spark by Hilton Winchester
"Front desk very helpful&personable Room very clean, comfortable bed Breakfast was sufficient for traveling thru Proximity to highway excellent close to Old Town Only complaint as a Hilton honors member that we were assigned a room next to cat-walk overlook&elevator. Noisey…"
Reviewed on 25 May 2026
TRU By Hilton Winchester
"Staff was pleasant, activity room area was vibrant and full of guests having fun when I checked in. Room was clean, with easy to clean surfaces no carpet which is a plus. Bed was ok but would definitely benefit from having a memory foam topper or better mattress that is designed to prevent pressure ..."
Reviewed on 25 May 2026
Microtel Inn & Suites by Wyndham Winchester
"Everything was excellent except for the "heated" indoor pool. We were glad it was indoors because of bad weather but it certainly was NOT heated. It said 85 degrees on the board but it felt like 70 degrees at best. Very cold! It would have been nice if it was warmer. Other than the pool being too ..."
Reviewed on 25 May 2026
Dreamtime - Modern A-frame Cabin w/ Hot tub
"Loved this cabin. Absolutely gorgeous area. Highly recommend."
Reviewed on 13 Apr 2026
Riverfront! Beautiful Views! Hot Tub, Large Lot Close To Luray Caverns!
"Beautiful views, right on the river. Perfect for families or a group of friends. It was cool while we were down so we really enjoyed the gas fireplace. The owner was very responsive when I reached out."
Reviewed on 3 May 2026
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
"A few spiders but the cabin was amazing, great views!"
Reviewed on 21 May 2026
Popular places to visit
Museum of the Shenandoah Valley
You can spend time browsing the exhibits at Museum of the Shenandoah Valley during your trip to Winchester. Visit the cosy cafes or top-notch restaurants in this walkable area.
Jim Barnett Park
Explore the great outdoors at Jim Barnett Park, a lovely green space in Winchester. Visit the cosy cafes or top-notch restaurants in this walkable area.
Shenandoah University
Enjoy the student vibe when you visit Shenandoah University during your trip to Winchester. While in this walkable area, you can savour the top-notch restaurants.
Apple Blossom Mall
You can search for that perfect souvenir at Apple Blossom Mall during your stay in Winchester. While in this walkable area, you can savour the top-notch restaurants.
Shenandoah Valley Discovery Museum
You can take time to visit Shenandoah Valley Discovery Museum during your travels to Winchester. While in this walkable area, you can savour the top-notch restaurants.
Patsy Cline Historic House
You can find out about the history of Winchester with a stop at Patsy Cline Historic House. While in this walkable area, you can savour the top-notch restaurants.
