Hotels in Winchester

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Apr 23 - Apr 24
Tomorrow
Apr 24 - Apr 25
This weekend
Apr 25 - Apr 27
Next weekend
May 2 - May 4

Where to stay in Winchester?

Top landmarks in Winchester

Winchester Visitors Center

Winchester Visitors Center is worth a visit when in central Winchester.

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Winchester Visitors Center

Winchester Comunity Library

Winchester Comunity Library is worth a visit when in central Winchester.

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Winchester Comunity Library

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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A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
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Frequently asked questions

What accommodations do travelers like in Winchester?
Guests like Rustic Western Home: Walk to Winchester Lake!, Quiet Couple’s Retreat: Studio by Winchester Lake! and Cozy Winchester Lake Cabin: Hunting/fishing Haven!.
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.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

OneKeyCash is not redeemable for cash and can only be used on Hotels.com®, Expedia®, and Vrbo®.

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