Hotels & Accommodation in Winchester

your current months are January, 2025 and February, 2025.
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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, (1003)
The price is R2 076
R2 319 total
includes taxes & fees
23 Jan - 24 Jan
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

Boston Common

Boston Common

No trip to Boston would be complete without an afternoon at Boston Common, a popular park in Beacon Hill. Our travellers also like the museums and monuments in the area. Want to stretch your legs a little 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.

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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.