Hotels in Winchester

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

Check prices for these dates

Tonight
May 7 - May 8
Tomorrow
May 8 - May 9
This weekend
May 9 - May 11
Next weekend
May 16 - May 18

Where to stay in Winchester?

Top landmarks in Winchester

Winchester Visitors Center

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

See properties in Winchester Visitors Center
Winchester Visitors Center

Winchester Comunity Library

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

See properties in Winchester Comunity Library
Winchester Comunity Library

Learn more about Winchester

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

See all hotels in Winchester

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.