Hotels in Winchester

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Tonight
May 31 - Jun 1
Tomorrow
Jun 1 - Jun 2
Next weekend
Jun 6 - Jun 8
In two weeks
Jun 13 - Jun 15

Where to stay in Winchester?

Top landmarks in Winchester

Winchester Comunity Library

After visiting Winchester Comunity Library, make a plan to see the other sights and activities in Winchester.

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Winchester Comunity Library

Winchester Visitors Center

After visiting Winchester Visitors Center, make a plan to see the other sights and activities in Winchester.

See properties in Winchester Visitors Center
Winchester Visitors Center

Learn more about Winchester

Winchester is well-known for its attractions such as Winchester Lake State Park and Winchester Comunity Library.

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Frequently asked questions

Can I book refundable accommodations in Winchester?
If you want the flexibility to change your travel plans to Winchester, most properties provide refundable* rates you can book. You can see these properties by searching our site and using the “fully refundable” filter to narrow down the results.
What will the weather in Winchester be like during my vacation?
August and July are typically the warmest months in Winchester when the average temp is 61°F. December and January are the coldest months when the average temperature is 28°F. May and April 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, 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

If you're looking for a place to get away, look no further than Winchester. Whether you're planning to stay for a night or for the week, the area around Winchester has accommodations to fit every need. Search for hotels in Winchester with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Winchester hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Winchester hotel deals are here with our lowest price guarantee.