The Berkshires Cheap Holidays
Book a Cheap Hotel + Flight or Car together to unlock savings
Photo by Photo courtesy of Berkshire Visitors Bureau
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Save up to £335 when you book a flight and hotel together*
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With over 300,000 hotels worldwide, it's easy to create a perfect package
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Packages with flights are ATOL protected
Top Cheap The Berkshires Hotels
Pleasant Valley Motel West Stockbridge
42 Stockbridge Rd, West Stockbridge, MA
Stay at this motel in West Stockbridge. Enjoy free Wi-Fi, free parking and daily housekeeping. Our guests praise the clean rooms in their reviews. Popular attractions ...
6.8/10 (979 reviews)
"No real bells of whistles. It was quiet, clean. The price was fabulous compared to all other properties in a 10-mile radius. The Manager was very pleasant and always smiling. Right off the Mass Turnpike in West Stockbridge just before entering NY. Again for 1-2 nights I will always return."
Reviewed on 7 Jul 2025
Wagon Wheel Inn
484 Pittsfield Rd, PO Box 808, Lenox, MA
Stay at this motel in Lenox. Enjoy free Wi-Fi, free parking and daily housekeeping. Our guests praise the helpful staff in their reviews. Popular attractions ...
7/10 Good! (610 reviews)
"Convenient location for my trip"
Reviewed on 6 Jul 2025
Lantern House Motel
256 Stockbridge Road, Great Barrington, MA
Stay at this motel in Great Barrington. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Housatonic River and Lake Mansfield Park are located ...
Avoid staying here if you can.
"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should ..."
Reviewed on 22 Nov 2021
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.