TOP Hotels with Pools in Eastern Massachusetts for 2026 - Eastern Massachusetts Hotels with a Pool

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Our top choices for Eastern Massachusetts hotels with a pool

An indoor swimming pool with lounge chairs, a lifeguard stand, and a view of the sky through large windows.

A gym with treadmills, elliptical machines, and a rack of dumbbells.

A spacious hotel lobby with a high ceiling, a bar area, and a seating area with a sofa and ottomans.

A marina with multiple sailboats docked.

1. Hotel 1620 Plymouth Harbor

Plymouth Downtown Waterfront District

Dive into aquatic fun with a refreshing indoor pool, complimentary water park, and soothing hot tub at this harbourside retreat.

£127

includes taxes & fees

1 Nov - 2 Nov

A spa room with a hot tub, large windows, and green chairs.

A spacious lobby with a high ceiling, multiple seating areas, a kitchen in the background, and a large TV screen on the right wall.

A spacious, well-lit hotel lobby with a high ceiling, a large wooden reception desk, a flat-screen TV, and a seating area with bar stools and chairs.

A modern bathroom with a glass shower enclosure, a wooden vanity with a sink, and a large mirror.

2. Hampton Inn & Suites Plymouth

Plymouth

Splash into relaxation at this hotel with a pristine indoor pool and steamy hot tub retreat.

£96

includes taxes & fees

1 Nov - 2 Nov

A pool area with a water slide, wooden stairs, and a view of the ocean.

A yellow vintage car parked in front of a building with large windows and a number 25 on the window.

A living room with a fireplace, a sofa, a coffee table, and a painting on the wall.

A dining area with a stone wall, a round table with a central fire feature, and a glass partition.

3. 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.

£129

includes taxes & fees

1 Nov - 2 Nov

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

A covered outdoor seating area with beach chairs and umbrellas, overlooking the sea.

A hotel room with a desk, chair, and a view of the sea through a sliding glass door.

A restaurant with large windows offering ocean views, wooden ceiling beams, and potted plants.

4. 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.

£79

includes taxes & fees

1 Nov - 2 Nov

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

A hotel room with two beds, a kitchenette, and a red accent wall.

A modern hotel room with a wooden floor, a desk with an orange chair, a flat-screen TV, and a dining area with two chairs.

A modern bathroom with a large mirror, a sink, a toilet, and a glass-enclosed shower.

5. Cambria Hotel & Suites Plymouth

Plymouth

£94

includes taxes & fees

1 Nov - 2 Nov

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

A ping pong table in a room with a pool, chairs, and a wooden bench.

A lobby with leather seating, a reception desk, and a sign indicating room numbers 116-120.

6. Sandwich Lodge & Resort

Sandwich

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

£83

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with lounge chairs and a garden area with flowers.

Two people sitting on Adirondack chairs around a fire pit in an outdoor setting.

A living room with a sofa, coffee table, and a TV mounted on the wall.

A modern living room with a sofa, coffee table, and a TV mounted on the wall.

7. Cape Colony Inn

Provincetown

Splash into summer with an inviting outdoor pool oasis in the heart of Cape Cod's charm.

£86

includes taxes & fees

18 Oct - 19 Oct

An indoor swimming pool with a slide, clear water, and a stone wall.

A beachside hotel with a row of beach chairs and tables, a wooden deck, and a view of the ocean at sunset.

A two-story house with a balcony on the upper floor and a staircase leading to the second floor.

A beachside restaurant with outdoor seating, a covered area, and a view of the ocean.

8. Top Mast Resort

North Truro

Stunning oceanfront retreat with an indoor pool and hot tub beckons for serene aquatic getaways.

£77

includes taxes & fees

5 Oct - 6 Oct

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

Breakfast included

4 stars

5 stars

Hot tub

Spa

Hotels with pools and free breakfast in Eastern Massachusetts

An outdoor patio with tables and chairs, a covered seating area, and a brick building with a fitness room sign.

A hotel lobby with a sofa, armchairs, a coffee table, and a TV.

A hotel room with a brown leather sofa, a small ottoman, a wall-mounted lamp, and a painting of a waterfall.

Best Western Plus Cold Spring

Plymouth

£100

includes taxes & fees

1 Nov - 2 Nov

A modern hotel room with a sofa, a desk, a chair, a TV, and a large window.

A gym with treadmills, dumbbells, and exercise balls.

Cambria Hotel & Suites Plymouth

Plymouth

£94

includes taxes & fees

1 Nov - 2 Nov

A reception desk with a 'Welcome to Hampton' sign, a minibar, and a view of the hotel's interior.

Hampton Inn & Suites Plymouth

Plymouth

£96

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with lounge chairs and a safety sign.

A hotel room with a large bed, a nightstand, a wooden headboard, and a mirror above the door.

A Holiday Inn Express hotel with a parking lot and well-maintained landscaping.

A spacious restaurant with multiple dining areas, a bar, and a Coca-Cola refrigerator.

Holiday Inn Express Plymouth by IHG

Plymouth

£90

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a sofa, a coffee table, and a dining area with a table and chairs. There is a kitchen in the background with cabinets and a TV.

A modern bar area with a long counter, red bar stools, and a view of the sea through large windows.

A hotel room with a bed, a chair, a window with curtains, a view of the sea, and a door.

Pilgrim Sands on Long Beach

Plymouth

£79

includes taxes & fees

1 Nov - 2 Nov

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

A modern building entrance with a covered walkway, large windows, and a welcoming sign.

A modern kitchen area with a central island, bar stools, and a refrigerator stocked with beverages.

A spacious living room with a fireplace, a large painting, and a modern kitchen in the background.

Hilton Garden Inn Plymouth

Plymouth

£93

includes taxes & fees

1 Nov - 2 Nov

A Towneplace Suites hotel with a covered entrance, multiple floors, and a well-lit facade.

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

A modern dining area with round tables, grey chairs, and a sofa.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

TownePlace Suites by Marriott Wareham Buzzards Bay

Wareham

£121

includes taxes & fees

25 Oct - 26 Oct

Sandwich Lodge & Resort

Sandwich

£83

includes taxes & fees

1 Nov - 2 Nov

A hotel with a white facade, a covered outdoor seating area with white chairs and tables, and a view of the sunset.

A sign for the Escape Inn Hotel with the address 1237.

A nighttime pool area with lounge chairs and a lifebuoy.

A spacious dining area with white chairs and a marble table, a staircase, and a TV in the background.

The Escape Inn

Bass River

£73

includes taxes & fees

1 Nov - 2 Nov

A multi-story hotel with balconies, a flat roof, and a clear sky.

A hotel room with two beds, a desk, a chair, a lamp, and a nightstand with a phone and a small table.

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

A reception area with a counter, a seated area with a lamp, and framed pictures on the wall.

Hyannis Travel Inn

Hyannis

£78

includes taxes & fees

5 Oct - 6 Oct

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4-star hotels with pools in Eastern Massachusetts

An indoor water park with slides, a pirate-themed ship, and a sign reading "Pirate Bay".

A restaurant with a blue and yellow color scheme, wooden walls, and a central palm tree. Tables and chairs are arranged for dining.

A bar area with a high counter, multiple seating options, and a ceiling with a shark motif.

A spacious lobby with a large blue mural, comfortable seating areas, and a prominent circular floor design.

Margaritaville Resort Cape Cod

Hyannis

£159

includes taxes & fees

28 Oct - 29 Oct

An indoor swimming pool with clear views of the outdoors, sunlit ceiling, and lounge chairs.

A banquet hall with round tables, white tablecloths, and black chair sashes.

A lobby with a sofa, armchairs, a coffee table, and a potted plant.

A vibrant restaurant with colorful architecture, including a distinctive roof and wavy railings.

DoubleTree by Hilton Boston North Shore

Danvers

£137

includes taxes & fees

1 Nov - 2 Nov

A modern lobby with a central chandelier, a reception desk, seating area, and large windows offering a view of the outside.

A bar area with leather barstools, a counter with a beverage display, and a television mounted on the wall.

A spacious, modern lounge area with a large wooden table, comfortable seating, and large windows offering views of the city.

A modern restaurant with large windows, multiple tables, and chairs arranged for dining.

Renaissance by Marriott Boston Patriot Place Hotel

Foxborough

£151

includes taxes & fees

4 Oct - 5 Oct

A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.

An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.

A restaurant with long communal tables and booths, large windows, and a view of buildings outside.

A garden with a pergola structure, a pathway, and a seating area.

Chatham Wayside Inn

Chatham

£187

includes taxes & fees

29 Oct - 30 Oct

A fireplace with decorative vases, a dining table with food and drinks, and patterned ottomans.

A hotel room with a large window offering a city view, a television, a patterned armchair, a sofa, and a small table with a vase of flowers.

A Seaport Hotel with a modern entrance, large windows, and a blue awning.

An indoor swimming pool with a skylight ceiling, seating area with cushions, and a 'No Diving' sign.

Seaport Hotel Boston

Seaport District

£192

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a central seating area, multiple levels, and a fountain.

A modern hotel lobby with multiple computer stations, comfortable seating, and indoor plants.

A hotel room with a large window offering a view of an airport, including parked airplanes and airport buildings.

A modern hotel room with a dining area, a sofa, and a view of the city skyline.

Hilton Boston Logan Airport

East Boston

£235

includes taxes & fees

1 Nov - 2 Nov

A large, white, two-story building with a balcony and a staircase leading to a lower level.

A wooden boardwalk leading to a beach with a clear sky.

A poolside area with outdoor seating, a fire pit, and a building with multiple balconies and outdoor lighting.

A spacious living room with a large bed, a sofa, and a chair. There is a chessboard on a table, and a view of the ocean through the windows.

Ocean House Hotel at Bass Rocks

East Gloucester

£143

includes taxes & fees

1 Nov - 2 Nov

A poolside area with a wooden pergola, green seating, and a sign reading "LE JARDIN BLEU".

A modern indoor dining area with a wooden table, chairs, and a decorative wall with string lights.

A row of white bicycles with brown seats and wicker baskets, parked in front of a white building with black railings and large windows.

A bar area with a patterned wall, wicker chairs, and a tiled floor.

Uncommoner Hotel by Reverie Boutique Collection

West Yarmouth

£105

includes taxes & fees

14 Oct - 15 Oct

A spacious lobby with a large mural of a city skyline and a waterfront view.

A swimming pool with lounge chairs and a glass-enclosed area with a view of the city.

A modern building with a restaurant named "O'Connors" on the ground floor.

A hotel with a modern facade, multiple floors, and a prominent entrance.

The Westin Boston Seaport District

Seaport District

£184

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.

A two-story building with a symmetrical facade, large glass doors, and a brick-paved entrance.

A spacious dining area with a long table surrounded by wicker chairs, wooden panel walls, and large windows.

A spacious living room with a sofa, chairs, a coffee table, and a bookshelf filled with decorative items.

Faraway Martha's Vineyard

Edgartown

£207

includes taxes & fees

1 Nov - 2 Nov

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5-star hotels with pools in Eastern Massachusetts

A spacious living area with a dining table, sofas, and a view of the sea.

A garden with hydrangea bushes, a white picket fence, and a brick pathway leading to a building with a porch.

A spacious living room with a fireplace, comfortable seating, and a staircase leading to another area.

A deck with a wicker sofa, a table with a bottle of champagne, and a tray of snacks.

Harbor View Hotel

Edgartown

£222

includes taxes & fees

28 Oct - 29 Oct

A modern hotel lobby with a bar area, seating arrangements, and a fireplace.

A hotel room with a large bed, a desk, a chair, and a view of a cityscape through a large window.

A modern rooftop lounge with seating and tables, a cityscape view, and a decorative wall mural.

A modern Omni Hotel building with a glass facade, located in an urban setting with other contemporary buildings around.

Omni Boston Hotel at the Seaport

Seaport District

£234

includes taxes & fees

30 Oct - 31 Oct

A pathway leading to a beach with boats in the background and a building with a tower.

A hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".

A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.

An aerial view of a beach with rows of sunbeds and umbrellas, a pier extending into the water, and a small building near the beach.

Chatham Bars Inn

Chatham

£359

includes taxes & fees

29 Oct - 30 Oct

A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.

A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.

A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.

A room with a view of the sea, featuring a sofa, two chairs, a small table with a vase and a bottle, and a patterned carpet.

Wequassett Resort and Golf Club

Harwich

£374

includes taxes & fees

26 Oct - 27 Oct

A modern building with a glass facade, a waterfront view, and a dock area with boats.

A modern lobby with a central seating area, a reception desk, and a distinctive geometric light fixture.

A spacious, well-lit event space with a reflective floor, large windows, and elegant floral centerpieces.

A modern indoor swimming pool with clear blue water, sunlit windows, and lounge chairs along the poolside.

InterContinental Boston by IHG

Downtown Boston

£310

includes taxes & fees

1 Nov - 2 Nov

A spacious hotel lobby with a dining area, seating, large windows, and a chandelier.

A hotel room with a large bed, a TV, a desk, and a view of the sea.

A cityscape with modern high-rise buildings, a central roundabout, and a mix of commercial and residential structures.

A room with a large window overlooking a marina, featuring a sofa set, two side tables, and a patterned rug.

Boston Harbor Hotel

North End

£497

includes taxes & fees

31 Oct - 1 Nov

A spacious, elegantly designed dining area with high ceilings, chandeliers, and classic decor.

An outdoor cafe with tables and chairs, a stone facade, and flags.

A grand hall with ornate ceiling and large windows.

A modern living room with a sofa, armchair, and coffee table, a television, and a bookshelf.

The Langham, Boston

Downtown Boston

£429

includes taxes & fees

30 Oct - 31 Oct

A modern indoor pool area with a large window, a woman in a swimsuit, and two lounge chairs.

A modern rooftop terrace with wicker furniture, a glass balustrade, and a view of historic buildings.

A modern hotel room with a curved seating area, a coffee table, and a view of the cityscape through large windows.

A modern bathroom with a large bathtub, a glass shower enclosure, and a view of a cityscape through large windows.

Four Seasons Hotel One Dalton Street, Boston

Fenway–Kenmore

£575

includes taxes & fees

31 Oct - 1 Nov

A modern living room with a fireplace, comfortable seating, a large window with a city view, and a chandelier.

A modern lobby with a staircase, seating area, and large windows offering city views.

A modern bar/lounge area with green seating, large windows, and city views.

Raffles Boston

Back Bay

£523

includes taxes & fees

1 Nov - 2 Nov

A courtyard with brick walls, outdoor seating, and potted plants.

A bar area with a long counter, multiple hanging lamps, and a variety of bottles and glasses.

A brick building with arched windows and a black door, surrounded by greenery and a metal fence.

A modern indoor pool area with large windows, comfortable seating, and a city view.

Four Seasons Hotel Boston

Bay Village

£724

includes taxes & fees

1 Nov - 2 Nov

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Eastern Massachusetts Hotel Reviews

Hyatt Regency Boston/Cambridge

10/10 Excellent

"Very helpful staff"

Lakeside Inn

10/10 Excellent

"Clean room, nice hot breakfast. Located between Boston & Salem. Couple decent local type restaurants near by."

Harborside Inn Of Boston

10/10 Excellent

"It was in a great location. They stored our bags before check in and the bed was reasonably comfy."

Copley Square Hotel, a FOUND Hotel

10/10 Excellent

"Great hotel, staff, location, room size, cleanliness, and they held luggage after checkout. They also checked us in earlier than the standard check in time which was very helpful."

The Dagny Boston

10/10 Excellent

"Great hotel and great city."

Hyatt Regency Boston Harbor

10/10 Excellent

"I love the location and the dining options."

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Find Hotels with Pool in Eastern Massachusetts

Change your mind

Treat yourself

Be picky

Check availability on Eastern Massachusetts Hotels with Pool

Our top choices for Eastern Massachusetts hotels with a pool

1. Hotel 1620 Plymouth Harbor

2. Hampton Inn & Suites Plymouth

3. John Carver Inn & Spa

4. Pilgrim Sands on Long Beach

5. Cambria Hotel & Suites Plymouth

6. Sandwich Lodge & Resort

7. Cape Colony Inn

8. Top Mast Resort

9. TownePlace Suites by Marriott Wareham Buzzards Bay

10. Dune Crest Hotel

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

Hotels with pools and free breakfast in Eastern Massachusetts

Best Western Plus Cold Spring

Cambria Hotel & Suites Plymouth

Hampton Inn & Suites Plymouth

Holiday Inn Express Plymouth by IHG

Pilgrim Sands on Long Beach

Hilton Garden Inn Plymouth

TownePlace Suites by Marriott Wareham Buzzards Bay

Sandwich Lodge & Resort

The Escape Inn

Hyannis Travel Inn

4-star hotels with pools in Eastern Massachusetts

Margaritaville Resort Cape Cod

DoubleTree by Hilton Boston North Shore

Renaissance by Marriott Boston Patriot Place Hotel

Chatham Wayside Inn

Seaport Hotel Boston

Hilton Boston Logan Airport

Ocean House Hotel at Bass Rocks

Uncommoner Hotel by Reverie Boutique Collection

The Westin Boston Seaport District

Faraway Martha's Vineyard

5-star hotels with pools in Eastern Massachusetts

Harbor View Hotel

Omni Boston Hotel at the Seaport

Chatham Bars Inn

Wequassett Resort and Golf Club

InterContinental Boston by IHG

Boston Harbor Hotel

The Langham, Boston

Four Seasons Hotel One Dalton Street, Boston

Raffles Boston

Four Seasons Hotel Boston

Top Eastern Massachusetts Hotel Reviews

Hyatt Regency Boston/Cambridge

Lakeside Inn

Harborside Inn Of Boston

Copley Square Hotel, a FOUND Hotel

The Dagny Boston

Hyatt Regency Boston Harbor

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