Find Hotels with a Pool in Sheffield, MA from CA $91

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Check availability on Sheffield Hotels with a Pool

Top Sheffield Hotels with a Pool

Our top choices for Sheffield hotels with a pool

Berkshire Mountain Lodge
Lobby sitting area

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (581)
"Amazing place to stay. Can’t wait to go again. "
The price is CA $91
CA $133 total
includes taxes & fees
Sep 7 - Sep 8
Berkshire Mountain Lodge
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (786)
"My stay was perfect. I can't wait to stay there again. "
The price is CA $110
CA $122 total
includes taxes & fees
Sep 1 - Sep 2
Howard Johnson by Wyndham Lenox
Element Lenox Berkshires
Indoor pool

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is CA $211
CA $235 total
includes taxes & fees
Sep 1 - Sep 2
Element Lenox Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (19)
"Really enjoyed my stay here, definitely need a car to get around"
The price is CA $187
CA $209 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Blackberry River Inn
Seasonal outdoor pool

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (126)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is CA $228
CA $262 total
includes taxes & fees
Sep 2 - Sep 3
Blackberry River Inn
Holiday Inn Express Hotel & Suites Great Barrington by IHG
1 bedroom, premium bedding, pillowtop beds, in-room safe

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (649)
"Very Good; Clean, Quiet Motel, Area has many dining options."
The price is CA $172
CA $192 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Hampton Inn & Suites Berkshires-Lenox
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Great staff! Comfortable bed! "
The price is CA $199
CA $222 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Berkshires-Lenox
Apple Tree Inn
Seasonal outdoor pool

Apple Tree Inn

3.0 star property
8.4 out of 10, Very good, (289)
"I loved the pool and the wonderful view from the pool. I felt very safe here and there was an overall sense of being welcomed."
The price is CA $167
CA $187 total
includes taxes & fees
Sep 7 - Sep 8
Apple Tree Inn
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (400)
"No frills but it was a great stay!"
The price is CA $146
CA $164 total
includes taxes & fees
Aug 25 - Aug 26
Sunset Inn
The Yankee, Trademark Collection by Wyndham
Indoor pool, seasonal outdoor pool, sun loungers

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1010)
"Wonderful place to stay"
The price is CA $169
CA $189 total
includes taxes & fees
Sep 1 - Sep 2
The Yankee, Trademark Collection by Wyndham
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 Sheffield Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"I love the cleanliness, courteous staff. Warm pool, hot tub. Relaxing environment."
Jeanette 2-night trip
Posted 2 days ago
The Yankee, Trademark Collection by Wyndham

Frequently asked questions

What are some accommodations with pools in Sheffield?
Wilder House Berkshires: Provides free self parking, an indoor pool, and complimentary wireless internet access. Antique Farmhouse Totally Restored: Offers 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Berkshire Mountain Lodge: Features 3 restaurants, an outdoor pool, and spa services. Berkshires Untold: Offers a seasonal outdoor pool, an indoor pool, and buffet. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Offers a snack bar/deli, an indoor pool, and buffet.
What is there to see and do in Sheffield?
Surround yourself with nature at Housatonic River and Mount Everett State Reservation. Discover sights such as Magnolia Bluffs Casino, Thom Reed UFO Monument Park, and Lime Kiln Farm Wildlife Sanctuary during your stay.
When is the best time to book a hotel with a pool in Sheffield?
Taking into account the local weather in Sheffield can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Sheffield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.