Massachusetts Hotels with Swimming Pools

A coastal village with houses, a lighthouse, and boats on the water.

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Our top choices for Massachusetts hotels with a pool

1. Bayside Resort Hotel

West Yarmouth

Float between two pools and bask in poolside bliss at this hotel with poolside bars and sunbathing spots.

RM786 total

includes taxes & fees

12 Oct - 13 Oct

2. John Carver Inn & Spa

Plymouth Cultural District

Plunge into pure holiday bliss with a thrilling waterslide and soothing hot tub at this colonial retreat in Plymouth.

RM661 total

includes taxes & fees

28 Sept - 29 Sept

3. Embassy Suites by Hilton Boston Waltham

Waltham

A refreshing indoor pool sanctuary awaits at this Boston-area hotel where post-swim comfort meets stellar service.

RM542 total

includes taxes & fees

20 Sept - 21 Sept

4. Red Roof Inn PLUS+ South Deerfield – Amherst

South Deerfield

RM450 total

includes taxes & fees

21 Sept - 22 Sept

5. The Colonnade Hotel Back Bay

Back Bay

Elevated pool sanctuary amid Boston landmarks offers refreshing cabana service with skyline panoramas.

RM1,938 total

includes taxes & fees

21 Sept - 22 Sept

6. La Quinta Inn & Suites by Wyndham Springfield MA

Metro Center

Splash into holiday mode at this indoor pool retreat, where refreshing swims complement a family-friendly Massachusetts stay.

RM566 total

includes taxes & fees

28 Sept - 29 Sept

7. Sandwich Lodge & Resort

Sandwich

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

RM510 total

includes taxes & fees

13 Oct - 14 Oct

8. The Yankee Inn

Lenox

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

RM528 total

includes taxes & fees

22 Sept - 23 Sept

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Top Massachusetts Hotel Reviews

The Dagny Boston

10/10 Excellent

"Property was well located, close to attractions and restaurants. Room was clean, elegant and comfortable. Bathroom amenities were very good and there were towels aplenty. The coffee was good, a Nespresso maker. They kindly provided us with decaf capsules when we told housekeeping that we could not drink regular coffee. There were 2 complimentary bottles of water. The only negative if you could even call it that was that the blinds had to be down because the windows faced other windows that could look inside but we did not mind it at all. Overall, very comfortable stay."

The Midtown Hotel MOD Collection by Sonesta

8/10 Good

"This hotel is well located and convenient to shops, restaurants, tour buses, and public transit. It seems to have been recently renovated with new flooring, bathroom, furnishings, etc. The staff were kind and helpful. I'd recommend the hotel and would stay again. A couple notes though. Breakfast really isn't much but some takeaway pastries. There are lots of restaurant options around though. The heating/cooling seems not to have been updated - circa 1970s? Though the old temp dial was set in the 60s, my 2nd floor room never really cooled down. The fan control worked though to blow around the warm air. At least I could open a window. The fan in the bathroom was hanging down from the ceiling. The low ceilings made that pretty obvious but just needs a maintenance fix."