Photo by Ed Gaffny
- Better togetherSave up to P 3,500 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Plan, book, travel with confidence
Top hotels in Cheshire
Life House Berkshires
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is P5,689 per night from 28 May to 29 May
P5,689
per night
28 May - 29 May
9/10 Wonderful! (240 reviews)
"Driveway entrance is on a very busy road where cars & trucks go very fast, so turning into & out of drive is tricky."
Reviewed on May 15, 2024
The Red Lion Inn
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is P7,864 per night from 13 Jun to 14 Jun
P7,864
per night
13 Jun - 14 Jun
8.8/10 Excellent! (882 reviews)
"Stay was great"
Reviewed on May 14, 2024
Hotel Downstreet
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is P8,563 per night from 19 May to 20 May
P8,563
per night
19 May - 20 May
8.4/10 Very Good! (921 reviews)
"A great place to stay in North Adams. Clean, friendly and located just a couple of miles from an outstanding breakfast restaurant."
Reviewed on May 15, 2024
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
Popular places to visit
St Mary's of the Assumption Church
Learn about the local history of Cheshire with a stop at St Mary's of the Assumption Church. Discover the area's mountain views, or seek out its ski slopes.
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.