Hotels with Pool & Resorts in Cheshire from NZ$129

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Check availability on Cheshire Hotels with Pool

Tonight
23 Feb - 24 Feb
Tomorrow
24 Feb - 25 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

Our top choices for Cheshire hotels with a pool

Indoor pool

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (19 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is NZ$260
includes taxes & fees
1 Mar - 2 Mar
Element Lenox Berkshires
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (596 reviews)
"Cute place"
United States
Lisa
The price is NZ$185
includes taxes & fees
24 Feb - 25 Feb
Maple Terrace Motel
Exterior

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (834 reviews)
"Clean room and the bed was very comfortable "
United States
Arlan
The price is NZ$129
includes taxes & fees
24 Feb - 25 Feb
Howard Johnson by Wyndham Lenox
Indoor pool, seasonal outdoor pool, pool loungers

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,013 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is NZ$173
includes taxes & fees
2 Mar - 3 Mar
The Yankee, Trademark Collection by Wyndham
Indoor pool

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (859 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is NZ$250
includes taxes & fees
24 Feb - 25 Feb
Berkshire Mountain Lodge
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (894 reviews)
"Excellent service and a beautifully decorated property."
United States
Ivana
The price is NZ$148
includes taxes & fees
1 Mar - 2 Mar
Cozy Corner Motel
Outdoor pool

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,006 reviews)
"Very clean and warm room, kind staff, many fresh fruits for breakfast. Wonderful stay in cold January."
United States
ALEXEI
The price is NZ$143
includes taxes & fees
24 Feb - 25 Feb
Willows Motel Williamstown
Seasonal outdoor pool

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (92 reviews)
"I’ve stayed here a few times. Super quaint and a reasonable distance to lots of great places. Very affordable."
United States
Jennifer
The price is NZ$253
includes taxes & fees
3 Mar - 4 Mar
The Springs Motel
Outdoor spa tub

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,261 reviews)
"Excellent location and terrific space and amenities."
United States
Michelle
The price is NZ$213
includes taxes & fees
24 Feb - 25 Feb
Vacation Village in the Berkshires
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (83 reviews)
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
United States
Laura Pearson
The price is NZ$247
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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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Choose what matters most at hotels with a pool in Cheshire

Breakfast included
4 stars

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Top Cheshire Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Room was clean, amenities were clean as well. Staff extremely courteous, kind and friendly. It was our 2nd stay and we'll be back again. "
Dusan 3-night trip
Posted 4 days ago
Vacation Village in the Berkshires

Frequently asked questions

What are some accommodation options with pools in Cheshire?
Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. Berkshire Mountain Lodge: Offers free self parking, an indoor pool and complimentary wireless Internet access. The Williams Inn: Features a seasonal outdoor pool, an indoor pool and buffet. The Yankee, Trademark Collection by Wyndham: Features a health club, an indoor pool and complimentary high-speed (wired) Internet access. Berkshires Untold: Offers 2 indoor swimming pools, 2 outdoor swimming 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 the local weather in Cheshire into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Cheshire are January, March, February and November, with each month seeing an average of 17 cm of snowfall.