Hotels in Winchester

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January 2025

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Where to stay in Winchester?

Comfort Inn & Suites
Exterior

Comfort Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1003)
The price is $103
includes taxes & fees
$95 per night
Dec 29 - Dec 30
Comfort Inn & Suites
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.

Top landmarks in Winchester

Gardens at Glen Burnie House.

Museum of the Shenandoah Valley

You can spend time exploring the galleries in Museum of the Shenandoah Valley during your trip to Winchester. Check out the top-notch restaurants or charming coffeehouses in this walkable area.

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Museum of the Shenandoah Valley

Winchester and related destinations

Winchester is applauded for its theater and entertainment with such cultural attractions as Museum of the Shenandoah Valley and Bright Box Theater. This historical city has something for everyone including restaurants as well as sights like Shenandoah Valley Discovery Museum and Patsy Cline Historic House. All are within a scenic setting.

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Admired for its riverfront and mountains, Pueblo features attractions such as Pueblo Union Depot and Historic Arkansas Riverwalk of Pueblo. Visitors to this family-friendly city speak highly of the restaurants whereas sights include Vail Hotel and Pueblo Convention Center.

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Aspen trees in the fall are a beautiful sight to see.
Photo by Jeff White
Open Photo by Jeff White

Staunton is applauded for its entertainment and theater with such cultural attractions as American Shakespeare Center and Frontier Culture Museum. This historical city has something for everyone including its museums, restaurants, and sights like R.R. Smith Center for History & Art and The Woodrow Wilson Presidential Library.

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Notable for its entertainment, Florence features attractions such as Florence Museum and Magnolia Mall. Visitors to this family-friendly city speak highly of the restaurants whereas sights include Florence Civic Center and Palmetto Shores Lake.

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Nyack is well-known for its riverfront and entertainment while attractions include Edward Hopper House Art Center and Rockland Lake State Park. This family-friendly city has something for everyone including its sports, restaurants, and sights like Buttermilk Falls Park and Nyack Beach State Park.

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Nyack showing a city

Frequently asked questions

What hotels do travelers like in Winchester?
Hampton Inn Winchester-University/Mall Area is an accommodation that is popular with guests.
Where can I get free parking at my hotel in Winchester?
Park your car for free at APM Inn & Suites.
Can I book a refundable hotel in Winchester?
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 can I stay with my pet in Winchester?
Your furry friend can stay with you at these pet-friendly hotels: La Quinta Inn & Suites by Wyndham Winchester, Microtel Inn & Suites by Wyndham Winchester and Comfort Inn & Suites. There are 21 alternatives on our site to choose from.
Which Winchester hotels do guests like for their terrific location?
Travelers like these properties for their convenient location: La Quinta Inn & Suites by Wyndham Winchester, Microtel Inn & Suites by Wyndham Winchester and The George Washington Hotel, A Wyndham Grand Hotel.
Where should I stay in Winchester if I'm looking for a budget-friendly accommodation?
An inexpensive option worth considering is Fairfield Inn & Suites by Marriott Winchester.
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 21 vacation homes. In addition, you can choose from 20 apartments.
Where can I stay if I'm visiting Winchester with my kids?
Your kids are welcome at Microtel Inn & Suites by Wyndham Winchester, Country Inn & Suites by Radisson, Winchester, VA and Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel. You can also see 10 available options on our site.
Where should I stay in Winchester for a trip with my partner?
Clean, neat, peace and quiet, Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed and Find the secrets to peace and beauty here! are great options for a romantic getaway.
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.