A lakeside town with autumn foliage, a bridge, and a rocky shoreline.

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Check availability on Sheffield Hotels with Pool

Our top choices for Sheffield hotels with a pool

Interior detail

1. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is Rp2.963.462
Rp3.310.187 total
includes taxes & fees
12 Nov - 13 Nov
Wilder House 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.
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Choose what matters most at hotels with a pool in Sheffield

Breakfast included
4 stars

Top Sheffield Hotel Reviews

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

10/10 Excellent
"The hotel was clean, bathrooms were pristine however the carpets could do with a good cleaning or replacing them"
Laura 7-night trip
Posted 3 hours ago
Courtyard by Marriott Lenox Berkshires
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Great place in walking distance to city center. Excellent customer service and kind, helpful staff. Clean rooms and a full breakfast included."
Kiana 1-night trip
Posted 17 hours ago
Quality Inn Great Barrington

Frequently asked questions

What are some accommodation options with pools in Sheffield?
Wilder House Berkshires: Provides free self parking, an indoor pool and complimentary wireless Internet access. Berkshire Mountain Lodge: Offers a seasonal outdoor pool, an indoor pool and buffet. Quality Inn Great Barrington: Offers 3 restaurants, an outdoor pool and spa services. The Yankee Inn: Provides 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. Berkshires Untold: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Sheffield?
Spend some time experiencing the great outdoors at Housatonic River. Discover sights such as Suter Farm, Ashley House and Thom Reed UFO Monument Park during your stay.
When is the best time to book a hotel with a pool in Sheffield?
Taking the local weather in Sheffield into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Sheffield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.