Book the Best Hotels with POOL in Sandisfield in 2026

Q: What are some accommodations with pools in Sandisfield?

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns : 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 pools, 2 outdoor pools, and a snack bar/deli. Berkshires Untold : Features buffet, an indoor pool, and complimentary wired internet access.

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Our top choices for Sandisfield hotels with a pool

An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

1. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.

CA $130 total

includes taxes & fees

Dec 7 - Dec 8

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

2. 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.

CA $252 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with clear water, a lifeguard station, and a sign indicating no lifeguard on duty.

3. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

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

CA $202 total

includes taxes & fees

Nov 8 - Nov 9

An outdoor patio with wicker furniture and a small table, surrounded by a garden and trees.

4. Blackberry River Inn

Norfolk

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

CA $291 total

includes taxes & fees

Nov 15 - Nov 16

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

5. The Red Lion Inn

Stockbridge

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

CA $316 total

includes taxes & fees

Nov 12 - Nov 13

A large house with a balcony and a grassy yard.

6. The Little Lion

Great Barrington

Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.

CA $130 total

includes taxes & fees

Nov 9 - Nov 10

A dining area with round tables set for two, a fireplace, and a mural on the wall.

7. 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.

CA $491 total

includes taxes & fees

Nov 9 - Nov 10

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

8. The Yankee Inn

Lenox

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

CA $174 total

includes taxes & fees

Dec 2 - Dec 3

9. Hampton Inn & Suites Berkshires-Lenox

Lenox

Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.

CA $172 total

includes taxes & fees

Nov 14 - Nov 15

A swimming pool with a fenced area, lounge chairs, and a warning sign.

10. Sunset Inn

Lee

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

CA $120 total

includes taxes & fees

Nov 9 - Nov 10

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Choose what matters most at hotels with a pool in Sandisfield

Breakfast included

4 stars

Top Sandisfield Hotel Reviews

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

10/10 Excellent

Kelly

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

10/10 Excellent

Andrea

A swimming pool with lounge chairs, surrounded by trees and a small building.

Devonfield Inn B&B

Lee

10/10 Excellent

We stayed at the Devonfield Inn in mid-October during peak foliage season. The hotel is a wonderful historic home built in 1800 with much of its historic character preserved. Our hosts were so welcoming and made us feel at home. The room was very comfortable and breakfast was fantastic. In the morning, we got a special surprise to see a bear on the patio drinking from the fountain and robbing the bird feeder. Overall we highly recommend the Devonfield. We will definitely go back.

Lise

The Little Lion

Great Barrington

10/10 Excellent

Janice

Hampton Inn & Suites Berkshires-Lenox

Lenox

10/10 Excellent

Smadar

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Excellent

Pete

A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

10/10 Excellent

Anonymous traveller

Frequently Asked Questions

What are some accommodations with pools in Sandisfield?

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns: 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 pools, 2 outdoor pools, and a snack bar/deli. Berkshires Untold: Features buffet, an indoor pool, and complimentary wired internet access.

What is there to see and do in Sandisfield?

Surround yourself with nature at Cookson State Forest. Discover sights such as Lake Garfield, 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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Find Hotels with a Pool in Sandisfield, MA from CA $107

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Sandisfield hotels with a pool

1. Holiday Inn Express Hotel & Suites Great Barrington by IHG

2. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

3. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

4. Blackberry River Inn

5. The Red Lion Inn

6. The Little Lion

7. The Old Inn On The Green

8. The Yankee Inn

9. Hampton Inn & Suites Berkshires-Lenox

10. Sunset Inn

Choose what matters most at hotels with a pool in Sandisfield

Top Sandisfield Hotel Reviews

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in Sandisfield?

What is there to see and do in Sandisfield?

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

Explore a world of travel with Expedia