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.
On a rooftop patio

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Top landmarks in Winchester

Learn more about Winchester

The region around Winchester is home to attractions such as Fair Hill State Natural Resources Management Area and Fairfield Park.

Frequently asked questions

What accommodations do travelers recommend in Winchester?
Can I book a refundable accommodation in Winchester?
If you want the flexibility to change your plans to Winchester, most properties provide refundable* rates you can book. You can find these properties by searching our site and using the “fully refundable” filter to narrow the results down.
What will the weather in Winchester be like during my vacation?
The warmest months in Winchester are usually July and August with an average temp of 73°F. January and February are the chilliest months when the average temp is 38°F. The rainiest months are August and July.
Why should I book my Winchester hotel through Hotels.com?
There are plenty of reasons to book your Winchester travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, 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.