Top Hotels with Swimming Pools in Eastern Massachusetts

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Check availability on Eastern Massachusetts Hotels with Swimming Pools

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Our top choices for Eastern Massachusetts hotels with a pool

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

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

A lobby with a reception desk, seating area, and a television screen.

1. Best Western Plus Cold Spring

Plymouth

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

S$164

includes taxes & fees

2 Nov - 3 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 hotel entrance with a sign for Hampton Inn & Suites, a covered walkway, and a parking lot.

2. Hampton Inn & Suites Plymouth

Plymouth

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

S$163

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with a diving board, lounge chairs, and a tiled wall.

A gym with treadmills, dumbbells, and exercise balls.

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

3. Cambria Hotel & Suites Plymouth

Plymouth

S$159

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

A modern bathroom with a granite countertop sink, a white toilet, a glass shower enclosure, and framed artwork on the walls.

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

4. Hilton Garden Inn Plymouth

Plymouth

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

S$157

includes taxes & fees

3 Nov - 4 Nov

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 marina with multiple sailboats docked.

A modern bathroom with a toilet, a shower, and a sink.

5. 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.

S$209

includes taxes & fees

2 Nov - 3 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 hot tub surrounded by wooden rope barriers, with a mural of a beach scene on the wall behind it.

6. 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.

S$209

includes taxes & fees

21 Oct - 22 Oct

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

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.

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

7. 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.

S$144

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

A hotel room with two beds, a desk, a television, and a patterned carpet.

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

8. Sandwich Lodge & Resort

Sandwich

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

S$147

includes taxes & fees

18 Oct - 19 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

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

S$164

includes taxes & fees

2 Nov - 3 Nov

Hampton Inn & Suites Plymouth

Plymouth

S$163

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with lounge chairs and a safety sign.

A gym with treadmills, elliptical machines, and a stationary bike.

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

S$147

includes taxes & fees

8 Nov - 9 Nov

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

Hilton Garden Inn Plymouth

Plymouth

S$157

includes taxes & fees

3 Nov - 4 Nov

A fire pit surrounded by wicker furniture with blue cushions, set on a stone patio.

A Hampton Inn hotel with a prominent entrance, a covered walkway, and a balcony with railings.

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

A restaurant with a modern interior, featuring a counter with food displays, seating areas with tables and chairs, and overhead lighting.

Hampton Inn Cape Cod Canal

Buzzards Bay

S$191

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with tables and chairs, a stone wall, and a building with large windows.

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

Cambria Hotel & Suites Plymouth

Plymouth

S$159

includes taxes & fees

1 Nov - 2 Nov

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

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

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

TownePlace Suites by Marriott Wareham Buzzards Bay

Wareham

S$205

includes taxes & fees

1 Nov - 2 Nov

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

A modern reception area with a curved reception desk, a digital display, and a security camera.

A modern hotel lobby with a fireplace, seating area, and a reception desk.

Residence Inn by Marriott Boston Bridgewater

Bridgewater

S$243

includes taxes & fees

1 Nov - 2 Nov

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.

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.

Pilgrim Sands on Long Beach

Plymouth

S$144

includes taxes & fees

1 Nov - 2 Nov

Sandwich Lodge & Resort

Sandwich

S$147

includes taxes & fees

18 Oct - 19 Oct

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4-star hotels with pools in Eastern Massachusetts

A modern living room with a blue accent wall, multiple framed black and white photographs, and contemporary furniture.

A row of stationary bikes in a gym with a red wall and large windows.

A conference room with a long table, chairs, and a city view.

A modern lobby with a reception desk, seating area, and shelves displaying various products.

Omni Boston Hotel at the Seaport Artist Tower Experience

Seaport District

S$444

includes taxes & fees

1 Nov - 2 Nov

A hotel lobby with a patterned carpet, a chandelier, and a seating area with blue upholstered chairs.

A modern dining area with brick walls, wooden ceiling, and large windows.

A spacious lobby with a mix of seating areas, a fireplace, and large windows providing natural light.

Archer Hotel Boston/Burlington

Burlington

S$225

includes taxes & fees

7 Nov - 8 Nov

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

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

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

A hotel with a modern design, featuring a prominent 'Renaissance' sign, outdoor seating area, and a well-lit entrance.

Renaissance by Marriott Boston Patriot Place Hotel

Foxborough

S$255

includes taxes & fees

2 Nov - 3 Nov

A modern bar area with a long counter, bar stools, and large windows overlooking a garden.

An outdoor patio with a stone fire pit and seating area under a wooden pergola.

A spacious lobby with a reception desk, seating area, and a large bookshelf.

A spacious hotel lobby with a central seating area, multiple dining tables, and wall-mounted artwork.

DoubleTree by Hilton Boston - Andover

Andover

S$175

includes taxes & fees

6 Nov - 7 Nov

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

A modern indoor space with seating areas, a central staircase, and a wooden ceiling.

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

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

The Westin Boston Seaport District

Seaport District

S$311

includes taxes & fees

1 Nov - 2 Nov

A rooftop terrace with outdoor seating, a fire feature, and string lights.

A modern hotel lobby with a long wooden reception desk, round mirrors, a large horse statue, and a view of tall buildings through a large arched window.

A modern building with a curved facade, a central courtyard, and a view of the surrounding cityscape.

A marina with multiple boats docked, a city skyline in the background, and a mix of modern and traditional architecture.

Boston Marriott Long Wharf

North End

S$562

includes taxes & fees

1 Nov - 2 Nov

A restaurant with a long wooden table set for dining, surrounded by wine racks on both sides.

A modern living room with a fireplace, a sofa, and a coffee table.

A modern bar area with round tables and orange chairs, a bar counter with a variety of bottles, and large windows offering a view of the city at night.

A rooftop terrace with outdoor seating, string lights, and a fire feature.

The Artisan At Tuscan Village, Salem, A Tribute Portfolio Hotel

Salem

S$304

includes taxes & fees

8 Nov - 9 Nov

A hotel entrance with a glass door, illuminated pillars, and a paved walkway.

A banquet hall with round tables, clear chairs, and floral centerpieces.

A bar with multiple screens displaying sports events, a variety of bottles, and a seating area with tables and chairs.

A living room with a sofa, armchairs, a coffee table, and a TV mounted on the wall. There is a kitchen area visible in the background.

Crowne Plaza Boston - Woburn by IHG

Woburn

S$192

includes taxes & fees

8 Nov - 9 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 bed, a TV, a desk, and a view of the city.

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

Hilton Boston Logan Airport

East Boston

S$356

includes taxes & fees

8 Nov - 9 Nov

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

A woman seated in a chair reading a book in a room with a fireplace, wooden floor, and decorative wall panels.

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

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.

Seaport Hotel Boston

Seaport District

S$325

includes taxes & fees

1 Nov - 2 Nov

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5-star hotels with pools in Eastern Massachusetts

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

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

A table with a variety of food and drink items, including a bottle of champagne, glasses, and macarons, set against a cityscape view.

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

InterContinental Boston by IHG

Downtown Boston

S$563

includes taxes & fees

1 Nov - 2 Nov

A modern restaurant with round tables and chairs, large windows with a city view, and a geometric patterned floor.

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

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

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

Omni Boston Hotel at the Seaport

Seaport District

S$444

includes taxes & fees

1 Nov - 2 Nov

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

A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.

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.

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

Chatham Bars Inn

Chatham

S$573

includes taxes & fees

3 Nov - 4 Nov

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

A banquet hall with tables set for a formal event, featuring floral centerpieces and chandeliers.

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

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

Boston Harbor Hotel

North End

S$843

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

S$976

includes taxes & fees

6 Nov - 7 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 large, classical building with multiple windows and a prominent entrance.

The Langham, Boston

Downtown Boston

S$772

includes taxes & fees

31 Oct - 1 Nov

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

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

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

A dining area with tables set for two, overlooking a body of water with a sailboat.

Wequassett Resort and Golf Club

Harwich

S$633

includes taxes & fees

18 Oct - 19 Oct

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.

A modern hotel room with a large window, a sofa, a red armchair, a round coffee table, and a bed with a view of the cityscape.

Raffles Boston

Back Bay

S$888

includes taxes & fees

1 Nov - 2 Nov

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

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

A resort with a swimming pool, outdoor seating, and a view of the lake.

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

Harbor View Hotel

Edgartown

S$376

includes taxes & fees

28 Oct - 29 Oct

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

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

A grand lobby with a checkered floor, green walls, and classic furniture.

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

Four Seasons Hotel Boston

Bay Village

S$1,229

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

The Midtown Hotel MOD Collection by Sonesta

10/10 Excellent

"-"

The Dagny Boston

10/10 Excellent

"NA"

Seaport Hotel Boston

10/10 Excellent

"Lovely comfortable hotel. Staff were lovely."

Copley Square Hotel, a FOUND Hotel

10/10 Excellent

"Great location very helpful staff , we would definitely use this hotel again 👍"

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Accommodation

Hotels with Swimming Pools in Eastern Massachusetts

Change your mind

Treat yourself

Be picky

Check availability on Eastern Massachusetts Hotels with Swimming Pools

Our top choices for Eastern Massachusetts hotels with a pool

1. Best Western Plus Cold Spring

2. Hampton Inn & Suites Plymouth

3. Cambria Hotel & Suites Plymouth

4. Hilton Garden Inn Plymouth

5. Hotel 1620 Plymouth Harbor

6. John Carver Inn & Spa

7. Pilgrim Sands on Long Beach

8. Sandwich Lodge & Resort

9. Residence Inn by Marriott Boston Bridgewater

10. Nantasket Beach Resort

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

Hampton Inn & Suites Plymouth

Holiday Inn Express Plymouth by IHG

Hilton Garden Inn Plymouth

Hampton Inn Cape Cod Canal

Cambria Hotel & Suites Plymouth

TownePlace Suites by Marriott Wareham Buzzards Bay

Residence Inn by Marriott Boston Bridgewater

Pilgrim Sands on Long Beach

Sandwich Lodge & Resort

4-star hotels with pools in Eastern Massachusetts

Omni Boston Hotel at the Seaport Artist Tower Experience

Archer Hotel Boston/Burlington

Renaissance by Marriott Boston Patriot Place Hotel

DoubleTree by Hilton Boston - Andover

The Westin Boston Seaport District

Boston Marriott Long Wharf

The Artisan At Tuscan Village, Salem, A Tribute Portfolio Hotel

Crowne Plaza Boston - Woburn by IHG

Hilton Boston Logan Airport

Seaport Hotel Boston

5-star hotels with pools in Eastern Massachusetts

InterContinental Boston by IHG

Omni Boston Hotel at the Seaport

Chatham Bars Inn

Boston Harbor Hotel

Four Seasons Hotel One Dalton Street, Boston

The Langham, Boston

Wequassett Resort and Golf Club

Raffles Boston

Harbor View Hotel

Four Seasons Hotel Boston

Top Eastern Massachusetts Hotel Reviews

The Midtown Hotel MOD Collection by Sonesta

The Dagny Boston

Seaport Hotel Boston

Copley Square Hotel, a FOUND Hotel

Explore a world of travel with Expedia