Book the Best Hotels with POOL in Southeast Massachusetts in 2026

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Our top choices for Southeast Massachusetts hotels with a pool

An indoor swimming pool with a ceiling mural of dolphins, a sunroof, and a patio area with chairs and tables.

1. TownePlace Suites by Marriott Wareham Buzzards Bay

Wareham

Dive into pure aquatic bliss at this hotel's indoor pool, perfect for refreshing swims regardless of weather conditions.

CA $214 total

includes taxes & fees

Dec 11 - Dec 12

An indoor swimming pool with clear blue water, surrounded by white lounge chairs and a tiled floor.

2. Hampton Inn Cape Cod Canal

Buzzards Bay

Escape to a year-round pool paradise with cozy loungers at this Art Deco canal hotel.

CA $206 total

includes taxes & fees

Dec 13 - Dec 14

An indoor swimming pool with wooden ceiling panels, clear glass walls, and a seating area with tables and chairs.

3. Hilton Garden Inn Plymouth

Plymouth

Dive into pool paradise with easy access to Plymouth's treasures at this modern hotel.

CA $168 total

includes taxes & fees

Dec 11 - Dec 12

A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows.

4. Hampton Inn by Hilton New Bedford/Fairhaven

Fairhaven

Seasonal outdoor pool beckons with refreshing waters, offering a perfect retreat from warm summer days in New Bedford.

CA $148 total

includes taxes & fees

Dec 6 - Dec 7

A swimming pool with lounge chairs and a sunbathing area, surrounded by a tiled wall and a clear view of the outdoors.

5. Cambria Hotel & Suites Plymouth

Plymouth

CA $166 total

includes taxes & fees

Dec 13 - Dec 14

A rectangular swimming pool with a metal ladder, surrounded by lounge chairs and tables.

6. Best Western Plus Cold Spring

Plymouth

Float in the seasonal outdoor pool near the ocean at this refreshing and well-maintained escape.

CA $164 total

includes taxes & fees

Dec 7 - Dec 8

An indoor swimming pool with a hot tub, seating area, and a staircase to an upper level.

7. Sandwich Lodge & Resort

Sandwich

Take a splash indoors or out at this dual-pool resort offering both year-round and seasonal aquatic escapes.

CA $152 total

includes taxes & fees

Nov 15 - Nov 16

A swimming pool with four lounge chairs and a metal ladder.

8. Holiday Inn Express Plymouth by IHG

Plymouth

Splash into serenity at this downtown hotel's pristine indoor pool sanctuary with plush loungers.

CA $171 total

includes taxes & fees

Dec 13 - Dec 14

A swimming pool with lounge chairs and potted plants.

9. The Dan'l Webster Inn and Spa

Sandwich

Elegant seasonal pool and historic spa charm awaits at this colonial hotel with hot tub and sun loungers for relaxation.

CA $215 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with a brick wall, lounge chairs, and a ceiling with exposed beams.

10. Pilgrim Sands on Long Beach

Plymouth

Serene beachfront escape with a seasonal outdoor pool and private beach access, where coastal adventures await just steps away.

CA $157 total

includes taxes & fees

Dec 15 - Dec 16

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Choose what matters most at hotels with a pool in Southeast Massachusetts

Breakfast included

4 stars

Top Southeast Massachusetts Hotel Reviews

An indoor swimming pool with clear water, surrounded by black chairs and tables.

Hyannis Travel Inn

Hyannis

10/10 Excellent

The reviews are true, this is a great place to stay. We based ourselves here as we explored the Cape. It’s a 10 minute walk to the port where you catch the ferries to Nantucket and the Vineyard. Main st Hyannis is the next street over. You really can’t beat the location. The staff is friendly and extremely helpful. The breakfast was good and there was always plenty. The rooms are very basic, nothing fancy at all, no bells and whistles. Just a basic room with all the necessities for a decent...

Cristina

Blue Lobster Inn

Bass River

10/10 Excellent

Mario

A clear blue swimming pool with a metal ladder, surrounded by lounge chairs and an American flag.

A Beach Breeze Inn

West Harwich

10/10 Excellent

Spent a fantastic two nights at the Beach Breeze Inn. The room was extremely clean and spacious and the pool area was very well kept. The owners were incredibly kind and offered plenty of suggestions for site seeing around Cape Cod. Beach towels and chairs were available to borrow for off-site adventures, which was a very pleasant surprise. The location was perfect, with a very short drive to Harwich for shopping and eating and the drive to Hyannis was very easy. We will definitely be back!...

Mackenzie

An indoor swimming pool with lounge chairs and a view of a brick building through large windows.

Residence Inn by Marriott Boston Braintree

North Braintree

10/10 Excellent

Geoffrey

An indoor swimming pool with clear glass walls, a no diving sign, and lounge chairs.

Residence Inn by Marriott Boston Bridgewater

Bridgewater

10/10 Excellent

The front desk, cleaning and breakfast staff were all exceptionally kind, polite and efficient. We loved the Hotel and the vibe. The breakfast was delish & presented lovely, and the coffee was so good!! We have 2 comments : 1)the hide a bed mattress was horrible, thin with no support. Our son slept on top of the couch instead because it was at least firm 2) the cigarette butts littered all over the front entrance and the front flower bed made this property look like a cheap place. Certainly a...

Karen

A pool area with lounge chairs, umbrellas, and a staircase leading to a deck.

Crowne Pointe Historic Inn & Spa - Adults Only

Provincetown

10/10 Excellent

When we first looked at this Inn, we were immediately struck by how well maintained it is, and when we passed through its gate onto the grounds we thought we had somehow been transported to Shangri La. An outdoor pool and hot tub, a lovely water fountain, lush vegetation and spotless clean comfortable outdoor furniture make up the Oasis. Then when we got to our suite, we saw that the attention to detail continued. The bed was extremely comfortable and the warm bathrobes added that little extra...

Stephen