Hotels in Winchester

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Check prices for these dates

Tonight
May 6 - May 7
Tomorrow
May 7 - May 8
This weekend
May 9 - May 11
Next weekend
May 16 - May 18

Where to stay in Winchester?

Hyatt Place Boston/Medford
Exterior

Hyatt Place Boston/Medford

3.0 star property
8.2 out of 10, Very Good, (1391)
The price is CNY1,214
CNY1,356 total
includes taxes & fees
Jun 1 - Jun 2
Hyatt Place Boston/Medford
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

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

Why not catch an event at Fenway Park, a major stadium in Fenway–Kenmore. If you think Fenway Park is cool, you also might like TD Garden and Agganis Arena, both located nearby.

See properties in Fenway Park
Fenway Park

Learn more about Winchester

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

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Frequently asked questions

What accommodations do travelers like in Winchester?
Guests like The Revolution Hotel, Four Points by Sheraton Boston Newton and citizenM Boston Back Bay.
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.