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.
Winchester's Old Town Winchester neighborhood is known for its restaurants and bars, and entices visitors with attractions including Bright Box Theater and Shenandoah Valley Discovery Museum.
Museum of the Shenandoah Valley is 0.8 mi (1.3 km) from central Winchester, why not stop by during your stay. If you want to experience more of the culture Winchester has to offer, head to Winchester Little Theater, Shenandoah Valley Discovery Museum, and Bright Box Theater.
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.
Winchester Medical Center is a hospital located 1.8 mi (2.8 km) from central Winchester. There are restaurants and coffeehouses in the nearby area if you need to find somewhere to eat.
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.
Immerse yourself in history at Stonewall Jackson's Headquarters and the Museum of the Shenandoah Valley. Catch a show at Bright Box Theater, then explore the charming pedestrian mall filled with excellent restaurants and shops.
We were so surprised at the cleanliness of the city and could tell that the people here are very proud of their community. We can't wait to return and walk The pedestrian area. It was a perfect stay in a perfect spot.
Joyce
10.0/10
Excellent
Winchester is a historic town, with a very charming pedestrian walkway in the center of it. Lots of good restaurants to choose from as well.
Jonathan
10.0/10
Excellent
Winchester was very interesting. A quirky, historic town with a plethora of exciting things to experience.
Karyn
10.0/10
Excellent
Cute historic town with good food options. Great live music venue - The Monument.
Joey
10.0/10
Excellent
This was our first time to Winchester and we were only there for one day/night but enjoyed our short stay. We visited some Museums and Patsy Clines house, very interesting . Everything you could possibly need is nearby.
Angela
10.0/10
Excellent
If you have the time go visit the 3rd battle of Winchester park...they have canons.
April
10.0/10
Excellent
We have been coming to Winchester for over 30 years. Had stayed in this hotel many years ago but under different name I believe. There was a beautiful waterfall as you walked in but not anymore. Winchester is a beautiful place and will come back.
Carolyn
10.0/10
Excellent
Downtown Winchester was a cute place. Quit shops, restaurants. Nice walking area. Easy area to navigate. We'll be back in the warmer months to tour a bit.
Anonymous traveler
10.0/10
Excellent
Winchester used to be a place we drove through. Now that I stay, I'm seeing there is much more to the city than I knew before.
CHRISTINE
8.0/10
Good
Great selection of food, service and shopping near every one of the 3 Winchester exits off Interstate 81.
"Really appreciated the coffee station that was always open. The room was roomy, clean and quiet. The breakfast was good, but some yoghurt would be nice. Very friendly and cheerful front desk person."
"The hotel and room met our expectations. We didn't eat at Denny's but Wawa across the street has great food to go. The front desk associate (Hannah maybe) was very professional, nice and helpful."
"Excellent service, very quick check in. I requested a room change when i got to the room because i wanted a bathtub. By the time i got back downstairs, they had the new keys ready. "
If you're looking for the flexibility to change your travel plans to Winchester, most hotels offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I stay in Winchester if I'm looking for a budget-friendly accommodation?
Where can I stay in Winchester if I want a vacation home instead of a hotel?
If you're looking for a good alternative to a hotel, review our selection of 19 vacation homes. In addition, you can choose from 21 apartments.
What will the weather in Winchester be like during my visit?
July and August are typically the warmest months in Winchester when the average temp is 72°F. January and February are the coldest months when the average temperature is 36°F. May and September are the months with the most rain.
Why should I book my Winchester accommodation with Hotels.com?
There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.
Find out more about Winchester
Find out more about Winchester
Visitors to Winchester like this family-friendly city's historical sites, restaurants, and skyscrapers. Learn about the local heritage of Winchester at landmarks like Patsy Cline Historic House and Stonewall Jackson's Headquarters. There's plenty more to see, including sights like Bright Box Theater and Shenandoah Valley Discovery Museum.
