TOP Hotels with Swimming Pool in Sandisfield, MA for 2026

Q: What are some accommodation options with pools in Sandisfield?

The Yankee Inn : Provides a seasonal outdoor pool, an indoor pool and buffet. Berkshire Mountain Lodge : Features free self parking, an indoor pool and complimentary wireless Internet access. Berkshires Untold : Features 3 restaurants, an outdoor pool and spa services. The Red Lion Inn : Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG : Features 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli.

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Our top choices for Sandisfield hotels with a pool

Hampton Inn Westfield

Westfield

Splash into a tranquil indoor oasis with this hotel's immaculate pool and premium morning spread.

₹13,868 total

includes taxes & fees

12 Jul - 13 Jul

Simsbury Inn

Simsbury Center

Serene indoor pool escape with loungers and après-ski amenities in Simsbury Centre.

₹33,728 total

includes taxes & fees

6 Jul - 7 Jul

Simsbury 1820 House

Simsbury Center

Dive into an indoor pool oasis year-round at this charming Simsbury bed and breakfast.

₹27,815 total

includes taxes & fees

6 Jul - 7 Jul

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

The Yankee Inn

Lenox

Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.

₹13,530 total

includes taxes & fees

6 Jul - 7 Jul

Blackberry River Inn

Norfolk

Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.

₹14,902 total

includes taxes & fees

8 Jul - 9 Jul

Interlaken Inn & Resort

Lakeville

Immerse in the sun-drenched seasonal outdoor pool surrounded by lush resort grounds and full-service spa amenities.

₹26,512 total

includes taxes & fees

7 Jul - 8 Jul

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.

₹21,608 total

includes taxes & fees

19 Jul - 20 Jul

The Red Lion Inn

Stockbridge

Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.

₹21,988 total

includes taxes & fees

8 Jul - 9 Jul

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Choose what matters most at hotels with a pool in Sandisfield

Breakfast included

4 stars

Top Sandisfield Hotel Reviews

Americas Best Value Inn Torrington CT

10/10 Excellent

"Was very happy with the staff and the room"

The Red Lion Inn

10/10 Excellent

"Staff was very helpful particularly Jerry in outside cafe. Grounds keeper did a beautiful job! Outdoor pool was amazing! Will be back to swim in in the winter. Loved the shops located in the main building. We stayed in Maple Glen which was lovely. I was disappointed my room was dark but now know to ask for a sunnier room when booking."

The Yankee Inn

10/10 Excellent

"The Yankee Inn was a convenient and affordable option for our visit to Tanglewood. The check-in staff was friendly and advised us of breakfast and checkout hours. The room was clean and thankfully well air conditioned during our stay there in 90 degree weather! The included breakfast was typical fare: eggs, cereal, yogurt, fresh fruit, bread/pastries, etc. As we were there for only one night, we did not take advantage of the outdoor pool or fire pit, but both appeared to be clean and well maintained."

Frequently asked questions

What are some accommodation options with pools in Sandisfield?

The Yankee Inn: Provides a seasonal outdoor pool, an indoor pool and buffet. Berkshire Mountain Lodge: Features free self parking, an indoor pool and complimentary wireless Internet access. Berkshires Untold: Features 3 restaurants, an outdoor pool and spa services. The Red Lion Inn: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG: Features 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli.

What is there to see and do in Sandisfield?

Surround yourself with nature at Cookson State Forest. Discover sights such as Tolland State Forest, Otis Reservoir and Otis Ridge during your stay.

When is the best time to book a hotel with a pool in Sandisfield?

Taking the local weather in Sandisfield 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 Sandisfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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