"Hotel was right off highway, very inexpensive, unexpectedly provided light breakfast (waffles, cereal, toast, coffee, juice). Would stay there again."
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Old Town Winchester is known for its ample dining options, and you can make a stop by Bright Box Theater and Shenandoah Valley Discovery Museum while in the area.
You can spend time exploring the galleries in Museum of the Shenandoah Valley during your trip to Winchester. Check out the charming coffeehouses or top-notch restaurants in this walkable area.
After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Check out the charming coffeehouses or top-notch restaurants in this walkable area.
Enjoy the collegiate vibe when you visit Shenandoah University, during your trip to Winchester. While in this walkable area, you can savor the top-notch restaurants.
You can enjoy retail therapy at Apple Blossom Mall during your visit to Winchester. While in this walkable area, you can savor the top-notch restaurants.
You can take time to visit Shenandoah Valley Discovery Museum during your travels to Winchester. While in this walkable area, you can savor the top-notch restaurants.
Winchester is a lovely town. Lots of history & beautiful buildings. Good restaurants & shopping. Easy on & off the Interstate. Top of the line hospital. Beautiful surroundings
Ruth
10.0/10
Excellent
We always stop in Winchester on our way to and from NY-NC. Old Town is great! Lots of history in this area.
michael
10.0/10
Excellent
Walking the streets to explore a richness of architecture. The Old Town walking mall is a delight
william
10.0/10
Excellent
My husband and I really like the Old Town area (downtown pedestrian area). Great restaurants! Friendly folks! Unfortunately there is a Confederate memorial statue downtown which I find racist. Don't fete those who fought to preserve slavery.
Laurie
8.0/10
Good
The Old Town area and the Museum of the Shenandoah Valley are wort a visit.
Beverly
10.0/10
Excellent
Old Town is just a short drive away. Parking was easy and it is very pleasant with many nice restaurants. We went to El Centro and they allowed our dog on the patio and it was a great meal and atmosphere
Shaina
10.0/10
Excellent
Winchester is a nice small city in the Shenandoah region. The reason I stayed here was it was approximately halfway from my home in NJ and Asheville, NC - and had easy access off and on Rt. 81.
William
8.0/10
Good
Winchester seems to be a lovely town. Nearby Jim Barnett Park is fantastic, and the old town and pedestrian walk areas are well worth a visit.
Anonymous traveler
10.0/10
Excellent
Always enjoy Winchester. Most of the time for music at Blue Fox Billiards and Grill. Old Winchester is interesting downtown.
Ben
10.0/10
Excellent
I stay in Winchester annually. Love the downtown historic walking area with restaurants.
"The rooms are very spacious and clean. Wooden floors helped prevent any problem of residual smell like in hotel rooms. Very conveniently situated near the I-81 for a hop over. Nice breakfast. Didn’t use the pool, but looked very clean and cozy."
"Conveniently located off I-81. Great stay for a family of 5. Plenty of space in the room for a pack and play. Everyone found something they liked at breakfast - oatmeal, yogurt, eggs, waffles and more. Would stay again! "
"Hotel was right off highway, very inexpensive, unexpectedly provided light breakfast (waffles, cereal, toast, coffee, juice). Would stay there again."
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes! The majority of hotel reservations are refundable if you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
Where can I learn more about changing or cancelling my trip to Winchester?
To find more details about updating your trip to Winchester or cancelling it, click here.
What's the best budget-friendly hotel in Winchester?
What about the best place to stay near Bluemont Vineyard?
One of the top choices for your stay is Weddings at Highholdborne, located 1.6 mi (2.5 km) from Bluemont Vineyard, and this 3.5-star villa offers free breakfast and a restaurant. The Manor at Airmont and Airwell Bed and Breakfast are a couple of other good options within a few miles.
What's the best high-end hotel in Winchester?
Celebration Retreat is a 5-star vacation home with spa services and in-room kitchens, and it's a popular choice for Expedia travelers looking for an elegant place to stay.
What's the best boutique-style hotel in Winchester?
Families will find kid-friendly activities in Winchester, and visitors give high marks for the shopping and top-notch restaurants. Scenic and vibrant, this city attracts tourists with its theaters and entertainment choices. In Winchester, there are 73 hotels and other accommodations to choose from. Find out more about Winchester.
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Winchester is 46 inches.
