Hotels in Winchester

your current months are December, 2024 and January, 2025.
December 2024
January 2025

Find and book your perfect stay

Earn rewards on every night you stay
Save more with Member Prices
Free cancellation options if plans change

Where to stay in Winchester?

Comfort Inn & Suites
Exterior

Comfort Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1000)
The price is ₩140,371
₩152,724 total
includes taxes & fees
Jan 12 - Jan 13, 2025
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.

See properties in Museum of the Shenandoah Valley
Museum of the Shenandoah Valley

Winchester and related destinations

Winchester is applauded for its theater 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 as well as sights like Shenandoah Valley Discovery Museum and Patsy Cline Historic House. All are within a scenic setting.

See all hotels in Winchester

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.

See all hotels in Pueblo
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 Gypsy Hill Park and R.R. Smith Center for History & Art.

See all hotels in Staunton

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.

See all hotels in Florence

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 Memorial Park and Buttermilk Falls Park.

See all hotels in Nyack
Nyack showing a city

Frequently asked questions

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 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.
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.