Hotels in Winchester

your current months are January, 2025 and February, 2025.
January 2025
February 2025
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices

Where to stay in Winchester?

Omni Parker House
Front of property - evening/night

Omni Parker House

4.0 star property
8.8 out of 10, Excellent, (2916)
The price is ￥24,726
￥34,318 total
includes taxes & fees
Jan 12 - Jan 13
Omni Parker House
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.

Top landmarks in Winchester

Boston Common featuring landscape views, a skyscraper and flowers

Boston Common

No trip to Boston would be complete without an afternoon at Boston Common, a popular park in Beacon Hill. Our travelers also like the museums and monuments in the area. Want to stretch your legs some more? Head to Boston Public Garden and Charles River Esplanade, both a short walk away.

See properties in Boston Common
Boston Common

Learn more about Winchester

Winchester is well-known for its attractions such as Winter Pond and Middlesex Fells Reservation.

See all hotels in Winchester

Frequently asked questions

Can I book a refundable hotel in Winchester?
If you want the flexibility to change your plans to Winchester, most accommodations offer refundable* bookable rates. 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 trip?
The warmest months in Winchester are usually July and August with an average temp of 69°F. January and February are the chilliest months when the average temp is 33°F. The rainiest months are December and October.
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.