Hotels & Accommodation in Winchester

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Check prices for these dates

Tonight
19 Feb - 20 Feb
Tomorrow
20 Feb - 21 Feb
This weekend
21 Feb - 23 Feb
Next weekend
28 Feb - 02 Mar

Where to stay in Winchester?

Best Western Plus New Englander
Lobby

Best Western Plus New Englander

2.5 star property
8.2 out of 10, Very good, (1000)
The price is R1 940
R2 167 total
includes taxes & fees
23 Feb - 24 Feb
Best Western Plus New Englander
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

Fenway Park

Why not catch an event at Fenway Park, a major stadium in Fenway–Kenmore. If you think Fenway Park is cool, you might also 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 Middlesex Fells Reservation and Winter Pond.

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Frequently asked questions

Can I book a refundable accommodation option in Winchester?
If you want the flexibility to change your plans to Winchester, most hotels offer refundable* rates that you can book. 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 visit?
The warmest months in Winchester are usually July and August, with an average temperature of 21°C. January and February are the chilliest months, when the average temperature is 0°C. The rainiest months are December and October.
Why should I book my Winchester hotel with 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, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.