Find Hotels with a Pool in Sheffield, MA

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Check availability on Sheffield Hotels with a Pool

Tonight
Aug 4 - Aug 5
Tomorrow
Aug 5 - Aug 6
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Sheffield Hotels with a Pool

Blackberry River Inn
Seasonal outdoor pool

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (122)
"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 NT$4,926
NT$5,665 total
includes taxes & fees
Sep 2 - Sep 3
Blackberry River Inn
Berkshire Mountain Lodge
Indoor pool, sun loungers

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (540)
"Excellent stay!"
Berkshire Mountain Lodge
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (775)
"My stay was perfect. I can't wait to stay there again. "
The price is NT$2,368
NT$2,645 total
includes taxes & fees
Sep 1 - Sep 2
Howard Johnson by Wyndham Lenox
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (683)
"Had a great time"
The price is NT$3,573
NT$4,409 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires 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, (1001)
"Good lodgings in a great area to visit."
The price is NT$4,306
NT$4,809 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Berkshires-Lenox
Holiday Inn Express & Suites Pittsfield - Berkshires
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
9.4 out of 10, Exceptional, (8)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is NT$4,815
NT$5,379 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Pittsfield - Berkshires
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (398)
"No frills but it was a great stay!"
The price is NT$3,297
NT$3,683 total
includes taxes & fees
Aug 18 - Aug 19
Sunset Inn
The Little Lion
Pool

The Little Lion

3.0 star property
8.6 out of 10, Excellent, (522)
"We greatly appreciate a pet friendly hotel with no extra pet fees! Hotel was dated but had charm and we loved using the pool at the beautiful Red Lion. "
The price is NT$4,466
NT$4,989 total
includes taxes & fees
Sep 1 - Sep 2
The Little Lion
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Indoor pool

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (723)
"Was the perfect stop over for our way home. All the employees were extremely friendly. "
The price is NT$4,526
NT$5,055 total
includes taxes & fees
Aug 27 - Aug 28
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Amazing service and cheerful staff !!! Thanks so much "
Shaniqua 2-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Frequently asked questions

What are some accommodations with pools in Sheffield?
Wilder House Berkshires: Provides 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Offers free self parking, an indoor pool, and complimentary wireless internet access. Berkshires Untold: Features 3 restaurants, an outdoor pool, and spa services. Berkshire Mountain Lodge: Offers a seasonal outdoor pool, an indoor pool, and buffet. The Red Lion Inn: Offers free self parking, an outdoor pool, and complimentary wireless internet access.
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.