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Find Hotels with a Pool in Cheshire, MA

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Check availability on Cheshire Hotels with a Pool

Top Cheshire Hotels with a Pool

Element Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (5)
"New hotel very nice"
United States
joel
$135 nightly
The price is $151
Nov 2 - Nov 3
Total with taxes and fees
Element Lenox Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very Good, (908)
"Enjoyable stay. Staff were very nice. "
United States
Claire
$103 nightly
The price is $115
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, (813)
"We enjoyed our stay. It's basic but clean and comfortable."
United States
Kit Ping
$79 nightly
The price is $88
Oct 20 - Oct 21
Total with taxes and fees
Howard Johnson by Wyndham Lenox
The Springs Motel
2.0 star property
9.2 out of 10, Wonderful, (80)
"The Springs Motel was a delight! Something away from the boring, staple type of hotel. The staff was so friendly and welcoming. The coffee and breakfast is a great touch! Can't wait to go back"
United States
Tricia
$87 nightly
The price is $96
Oct 22 - Oct 23
Total with taxes and fees
The Springs Motel
Cozy Corner Motel
2.0 star property
9.2 out of 10, Wonderful, (876)
"Very nice staff, nice breakfast"
United States
Kerri
$79 nightly
The price is $88
Nov 2 - Nov 3
Total with taxes and fees
Cozy Corner Motel
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (716)
"Great stay, perfect "
United States
Lawrence
$113 nightly
The price is $126
Nov 2 - Nov 3
Total with taxes and fees
Berkshire Mountain Lodge
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1003)
"Very clean, nice amenities , great location!!"
United States
Erin
$119 nightly
The price is $133
Nov 2 - Nov 3
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
Sunset Inn
2.0 star property
7.6 out of 10, Good, (407)
"That can be reserved at any time"
United States
Felicita
$86 nightly
The price is $97
Nov 8 - Nov 9
Total with taxes and fees
Sunset Inn
Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2081)
"Clean and great pool and hot tub facilities "
United States
Alyce
$112 nightly
The price is $125
Oct 30 - Oct 31
Total with taxes and fees
Vacation Village in the Berkshires
Maple Terrace Motel
2.5 star property
9.6 out of 10, Exceptional, (581)
"Excellent place. Bountiful view. "
United States
Tania
$99 nightly
The price is $111
Nov 2 - Nov 3
Total with taxes and fees
Maple Terrace Motel
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 Cheshire Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Cheshire?
Harbour House Inn: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Vacation Village in the Berkshires: Provides free self parking, an indoor pool, and complimentary wireless internet access. Hotel Downstreet, an Ascend Collection Hotel: Features free self parking, an indoor pool, and complimentary wireless internet access. Berkshire Mountain Lodge: Features a health club, an indoor pool, and complimentary wired internet access. Berkshires Untold: Provides 2 indoor pools, 2 outdoor pools, and a snack bar/deli.
What is there to see and do in Cheshire?
Take in the natural beauty with a stop at Mount Greylock State Reservation. Discover sights such as St Mary's of the Assumption Church, Mount Greylock State Reservation Visitor Center, and Mount Greylock during your stay.
When is the best time to book a hotel with a pool in Cheshire?
Taking into account the local weather in Cheshire is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Cheshire are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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