The Best Hotels with a Pool in Sandisfield, MA from AED 403 in 2026

Q: What are some accommodations with pools in Sandisfield?

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns : Provides a seasonal outdoor pool, an indoor pool, and buffet. The Yankee Inn : Features free self parking, an indoor pool, and complimentary wireless internet access. Berkshire Mountain Lodge : Features 3 restaurants, an outdoor pool, and spa services. Berkshires Untold : Offers buffet, an indoor pool, and complimentary wired internet access. The Red Lion Inn : Features 2 indoor pools, 2 outdoor pools, and a snack bar/deli.

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Our top choices for Sandisfield hotels with a pool

Simsbury 1820 House

Simsbury Center

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

AED 1,073 total

includes taxes & fees

5 Jul - 6 Jul

Hampton Inn Westfield

Westfield

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

AED 535 total

includes taxes & fees

12 Jul - 13 Jul

Simsbury Inn

Simsbury Center

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

AED 1,301 total

includes taxes & fees

5 Jul - 6 Jul

Blackberry River Inn

Norfolk

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

AED 575 total

includes taxes & fees

5 Jul - 6 Jul

Breakfast, lunch, dinner and brunch served

The Old Inn On The Green

Great Barrington

Dive into summer luxury at this historic inn's outdoor pool surrounded by garden serenity and natural wonders.

AED 1,463 total

includes taxes & fees

5 Jul - 6 Jul

Sunset Inn

Lee

Splash into a seasonal outdoor pool near Tanglewood Music Center, offering a sunny retreat in a peaceful location.

AED 403 total

includes taxes & fees

6 Jul - 7 Jul

Devonfield Inn B&B

Lee

Escape to an elegant countryside retreat with an inviting outdoor pool, premium spa services, and made-to-order gourmet breakfast.

AED 1,801 total

includes taxes & fees

15 Jul - 16 Jul

2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers

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

South Lee

Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.

AED 751 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

The Red Lion Inn

8/10 Good

"Our room was very nice and the bed very comfortable. The hotel is a bit dated and could use updating. Overall it was a very enjoyable stay"

Quality Inn Great Barrington

10/10 Excellent

"I booked the stay at Quality Inn without knowing what to expect. Getting to the hotel was easy. The location was perfect with mountains all around. Comfortable bed and just right amenities made the stay enjoyable. The breakfast sitting area was separate from the hotel and had a cottage feel, enjoyed having breakfast. Exploring the town of Great Barrington was easy as everything was walking distance. Quality Inn is right next to Town Hall. Had a perfect view of the Strawberry moon sitting on the bench outside of the town hall. It was fun to see through the window of the Great Barrington fm radio station and chatting with the DJ hen he stepped out. A must to stop at SoCo ice-cream shop delicious cold treats. People are very friendly. The Pizza at The Great Barrington Pizza house was delicious. Walking around we could feel the history that has transpired, small town vibe, the architecture. Do not miss going to Great Barrington Farmers market, it is a co-op market and Guido's family owned super market."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Loved this place. It was a bit dated aesthetically, but the charm outweighed that. Beds are comfortable. The setting on the lake is beautiful and its size of the hotel is lovely. Staff and guests were delightful. In retrospect, I wish I’d paid more for a lakefront room — it would’ve been worth it. Hotel is centrally located and it’s easy to get everywhere. Only negative was that there was no recycling."

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."

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Frequently asked questions

What are some accommodations with pools in Sandisfield?

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns: Provides a seasonal outdoor pool, an indoor pool, and buffet. The Yankee Inn: Features free self parking, an indoor pool, and complimentary wireless internet access. Berkshire Mountain Lodge: Features 3 restaurants, an outdoor pool, and spa services. Berkshires Untold: Offers buffet, an indoor pool, and complimentary wired internet access. The Red Lion Inn: Features 2 indoor pools, 2 outdoor 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 into account the local weather in Sandisfield 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 Sandisfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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