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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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 top-notch restaurants or charming coffeehouses 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.
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
10/10 Excellent
"Food options were not the best. No scrambled eggs, no hard boiled eggs, Cheese omelet was very over cooked.
I was disappointed.
Everything else was fine. "
"The front desk and cleaning staff were really helpful when we lost our car key fob. They offered to call mechanics to create a duplicate and finally even found our lost one. "
"Very easy to get to. Across a Bar/Grill called Glory Days Grill. Very convenient. Very close to Winchester Old Town Mall but note everything closes at about 5 pm there. "
Holiday Inn Express & Suites Leesburg - Historic District by IHG
10/10 Excellent
"Excellent Stay!
I recently stayed at the Holiday Inn Express & Suites in Leesburg,USA, and it was an outstanding experience. The rooms were clean, comfortable, and well-maintained. The staff was friendly, welcoming, and always ready to help. The breakfast selection was fresh and delicious, making mornings enjoyable. The location is convenient, and the overall atmosphere is relaxing. I will definitely choose this hotel again when visiting Leesburg. Highly recommended!
"
You can choose a great hotel in Winchester from $71 with properties to suit all budgets and needs. Microtel Inn & Suites by Wyndham Winchester and La Quinta Inn & Suites by Wyndham Winchester are a couple of low-cost options that are popular with our travelers. If you're looking for an affordable hotel in Winchester that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com. If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Winchester hotels?
Members can save up to 20% on select hotels in Winchester. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.
Can I book Winchester hotels with free cancellation?
In order to book a refundable Winchester hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Winchester?
Our travelers' top pet-friendly hotels in Winchester include:
You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Winchester.
What are some of the best hotels in Winchester for couples?
Enjoy your couple's retreat with a stay at a top-rated Winchester romantic hotel. Our travelers love The George Washington Hotel, A Wyndham Grand Hotel, a hotel in Old Town Winchester with 2 restaurants as well as in-room massages. Another romantic hotel with top reviews is Hilton Garden Inn Winchester. This hotel offers a garden-view restaurant and an indoor pool for a perfect stay. Discover more hotels in Winchester on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are some of the best kid-friendly hotels in Winchester?
Some of the most well reviewed Winchester hotels for kids include Holiday Inn Winchester Se-Historic Gateway by IHG, Hilton Garden Inn Winchester, and Country Inn & Suites by Radisson, Winchester, VA. Holiday Inn Winchester Se-Historic Gateway by IHG is a kid-friendly hotel with a guest score of 9 out of 10 offering family-friendly amenities like an indoor pool and free parking, plus free cribs in guestrooms. Check out Hilton Garden Inn Winchester with a guest score of 9. This popular hotel has an indoor pool, children's meals, free parking, and more. Country Inn & Suites by Radisson, Winchester, VA is another good option with an indoor pool and free parking, plus free cribs in the guestrooms. Discover more kid-friendly hotels in Winchester by using the Hotels.com "Family friendly" filter in your search.
What are the top Winchester hotels with a pool?
For a little extra luxury, discover some of the best Winchester hotels with a pool. The George Washington Hotel, A Wyndham Grand Hotel is a great hotel in Old Town Winchester with an indoor pool and a guest rating of 9.4 out of 10. Plus, you can make the most of its full-service spa and 2 restaurants. La Quinta Inn & Suites by Wyndham Winchester is a popular hotel that features an indoor pool along with a free buffet breakfast and a gym. To find more stays in Winchester with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Winchester hotels with free parking?
If you're exploring by car, finding a great Winchester hotel with free parking is a win. Our travelers' favorites include:
What are some popular hotels in central Winchester?
If you're looking for hotels in central Winchester, check out The George Washington Hotel, A Wyndham Grand Hotel and La Quinta Inn & Suites by Wyndham Winchester. Travelers love The George Washington Hotel, A Wyndham Grand Hotel for its location, as well as the indoor pool, full-service spa and 2 restaurants this hotel offers. La Quinta Inn & Suites by Wyndham Winchester is another popular central hotel with an indoor pool, a free buffet breakfast and free parking. Old Town Winchester and Winchester Historic District are some of the most central neighborhoods for your Winchester vacation.
Are all taxes and fees included in the Winchester hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
Where can I get free parking at my hotel in Winchester?
Park your car for free at APM Inn & Suites.
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.
