Winchester Travel Guide
Tourist 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.
Travelodge by Wyndham Winchester
Was congratulating myself on having chosen a nice, clean, simple place charging only $15 fee for each of my pets. Nice layout, smooth check in, pleasant staff. Until my better half pointed out the animal feces, dried and obviously a long-term resident, next to the bedside chair. Ed always leave tips ...
Reviewed on 27 Nov 2025
La Quinta Inn & Suites by Wyndham Winchester
Holiday weekend no breakfast you want to eat
Reviewed on 27 Nov 2025
Microtel Inn & Suites by Wyndham Winchester
Just a quick overnight - very impressed with the cleanliness, quietness and friendly staff! I was too slow moving to take advantage of the breakfast! I would definitely stay here again!
Reviewed on 2 Dec 2025
Dreamtime - Modern A-frame Cabin w/ Hot tub
Hot tub was very clean, in fact chemical service came on second day of stay. House is tastefully decorated, with large tub downstairs that my wife loved and a great Marshall Bluetooth speaker. Walkable distance to hiking trail. Peace and quiet in the woods, in fact only saw one other resident while ...
Reviewed on 14 Oct 2025
A Cozy Bear Cottage! Quiet Mountain Cabin!
If you want a cozy cabin feel, this is the place for you. It was so cute inside and the beds were very comfortable. The house was clean and they had everything you needed for your stay, including cups, utensils, trash bags, soap/shampoo, a hairdryer and even a baby crib. Will definitely be staying ...
Reviewed on 18 Nov 2025
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Perfect place for a get away. Cant wait to go back
Reviewed on 6 Nov 2025
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 top-notch restaurants or cosy cafes in this walkable area.
Handley Regional Library
After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Visit the cosy cafes or top-notch restaurants in this walkable area.
Winchester Medical Center
If Winchester Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Winchester.
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.
