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?

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.

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.