Hotels in Winchester

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Where to stay in Winchester?

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

Winchester and related destinations

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

Pueblo is well known for its riverfront and mountains, featuring 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.

Photo by Jeff White
Open Photo by Jeff White

Staunton is applauded for its entertainment and theatre 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 Gypsy Hill Park and R.R. Smith Center for History & Art.

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.

Admired for its riverfront and entertainment, Nyack features attractions such as 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 Memorial Park and Buttermilk Falls Park.

Nyack showing a city

Frequently asked questions

Can I book a refundable accommodation option in Winchester?
If you want the flexibility to change your plans to Winchester, most hotels offer refundable* rates that you can book. You can find this accommodation by searching our site and using the “fully refundable” filter to narrow down the results.
Where can I stay in Winchester if I want a holiday rental instead of a hotel?
If you’re looking for a good alternative to a hotel, look over our selection of 21 holiday homes. In addition, you can choose from 20 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 temperature is 22°C. January and February are the coldest months, when the average temperature is 2°C. May and September are the months with the most rain.
Why should I book my Winchester hotel with Hotels.com?
There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.