The Best Hotels with a Pool in Eastern Massachusetts from ￥16,113 in 2026

A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.

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

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.

￥18,202

￥20,332 total

includes taxes & fees

Nov 2 - Nov 3

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

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.

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.

￥18,009

￥20,115 total

includes taxes & fees

Nov 1 - Nov 2

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.

A modern hotel lobby with a sofa, armchair, and a bar area.

3. Residence Inn by Marriott Boston Bridgewater

Bridgewater

Dive into refreshing relaxation at this serene indoor pool sanctuary, nestled in a peaceful location away from city bustle.

￥26,860

￥30,003 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

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.

4. Cambria Hotel & Suites Plymouth

Plymouth

￥17,570

￥19,626 total

includes taxes & fees

Nov 1 - Nov 2

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 hotel lobby with multiple dining tables, chairs, and a kitchen area in the background.

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

5. Hilton Garden Inn Plymouth

Plymouth

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

￥17,361

￥19,393 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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.

6. John Carver Inn & Spa

Plymouth Cultural District

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

￥21,547

￥25,833 total

includes taxes & fees

Oct 21 - Oct 22

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

A marina with multiple sailboats docked.

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

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

7. 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 harborside retreat.

￥18,836

￥25,805 total

includes taxes & fees

Nov 2 - Nov 3

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

8. 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.

￥14,553

￥17,836 total

includes taxes & fees

Nov 2 - Nov 3

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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

Best Western Plus Cold Spring

Plymouth

￥18,202

￥20,332 total

includes taxes & fees

Nov 2 - Nov 3

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

Hampton Inn & Suites Plymouth

Plymouth

￥18,009

￥20,115 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with lounge chairs and a safety sign.

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

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

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

Holiday Inn Express Plymouth by IHG

Plymouth

￥16,274

￥18,177 total

includes taxes & fees

Nov 8 - Nov 9

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

Hilton Garden Inn Plymouth

Plymouth

￥17,361

￥19,393 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A modern bar area with a white countertop, blue bar stools, and a wooden accent wall.

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

￥20,600

￥23,577 total

includes taxes & fees

Nov 8 - Nov 9

A gym with treadmills, dumbbells, and exercise balls.

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

Cambria Hotel & Suites Plymouth

Plymouth

￥17,570

￥19,626 total

includes taxes & fees

Nov 1 - Nov 2

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.

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.

TownePlace Suites by Marriott Wareham Buzzards Bay

Wareham

￥22,697

￥25,353 total

includes taxes & fees

Nov 1 - Nov 2

Residence Inn by Marriott Boston Bridgewater

Bridgewater

￥26,860

￥30,003 total

includes taxes & fees

Nov 1 - Nov 2

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

A modern hotel room with a bed, a desk, a chair, and a view of the sea.

Pilgrim Sands on Long Beach

Plymouth

￥14,553

￥17,836 total

includes taxes & fees

Nov 2 - Nov 3

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

A sign for Sandwich Lodge highlighting features like an indoor pool, whirlpool, and open year round availability.

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

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

Sandwich Lodge & Resort

Sandwich

￥15,690

￥17,957 total

includes taxes & fees

Oct 15 - Oct 16

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

A modern interior with a large red circular artwork, wooden flooring, and contemporary furniture.

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

Omni Boston Hotel at the Seaport Artist Tower Experience

Seaport District

￥41,586

￥54,867 total

includes taxes & fees

Nov 1 - Nov 2

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.

A pool table in a modern bar area with a brick wall and wooden ceiling.

Archer Hotel Boston/Burlington

Burlington

￥24,958

￥27,879 total

includes taxes & fees

Nov 7 - Nov 8

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

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

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.

Renaissance by Marriott Boston Patriot Place Hotel

Foxborough

￥28,282

￥31,591 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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

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

DoubleTree by Hilton Boston - Andover

Andover

￥19,304

￥21,562 total

includes taxes & fees

Nov 6 - Nov 7

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

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

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

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

The Westin Boston Seaport District

Seaport District

￥26,726

￥38,483 total

includes taxes & fees

Nov 1 - Nov 2

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

An indoor swimming pool with clear views of the city skyline through large windows.

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

￥53,878

￥69,340 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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.

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

Salem

￥34,602

￥37,544 total

includes taxes & fees

Nov 8 - Nov 9

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

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.

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.

Crowne Plaza Boston - Woburn by IHG

Woburn

￥21,172

￥23,649 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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

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

Hilton Boston Logan Airport

East Boston

￥37,781

￥43,995 total

includes taxes & fees

Nov 8 - Nov 9

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.

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

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

￥29,870

￥40,172 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

InterContinental Boston by IHG

Downtown Boston

￥53,562

￥69,549 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

A modern living room with a city view, featuring a sofa, armchairs, a coffee table, and a dining area.

Omni Boston Hotel at the Seaport

Seaport District

￥41,586

￥54,867 total

includes taxes & fees

Nov 1 - Nov 2

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

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

￥61,849

￥70,786 total

includes taxes & fees

Nov 3 - Nov 4

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

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

Boston Harbor Hotel

North End

￥89,358

￥104,143 total

includes taxes & fees

Oct 30 - Oct 31

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

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

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

A hotel room with a large window offering a city view, a bed, a chair, and a small table with a tray.

Four Seasons Hotel One Dalton Street, Boston

Fenway–Kenmore

￥103,490

￥120,514 total

includes taxes & fees

Nov 6 - Nov 7

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

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

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

A large, classical building with multiple windows and a prominent entrance.

The Langham, Boston

Downtown Boston

￥81,844

￥95,308 total

includes taxes & fees

Oct 31 - Nov 1

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 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

￥64,016

￥78,394 total

includes taxes & fees

Oct 18 - Oct 19

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.

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

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

Raffles Boston

Back Bay

￥94,168

￥109,657 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

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

Harbor View Hotel

Edgartown

￥38,512

￥46,459 total

includes taxes & fees

Oct 28 - Oct 29

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

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.

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

Four Seasons Hotel Boston

Bay Village

￥130,350

￥151,793 total

includes taxes & fees

Nov 1 - Nov 2

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

Wyndham Boston Beacon Hill

8/10 Good

"Very helpful and friendly staff"

The Dagny Boston

10/10 Excellent

"The hotel is beautifully vintage. The staff are all friendly and helpful. It was our honeymoon and they upgraded us to a suite for no charge. Highly recommend."

Seaport Hotel Boston

10/10 Excellent

"The front staff was the most impressive part of our stay. All were so helpful and so extremely kind in their assistance."

The Midtown Hotel MOD Collection by Sonesta

10/10 Excellent

"-"

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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Book Hotels with a Pool in Eastern Massachusetts on Expedia.com

Find Hotels with a Pool in Eastern Massachusetts

Change your mind

Treat yourself

Be picky

Check availability on Eastern Massachusetts Hotels with a Pool

Our top choices for Eastern Massachusetts hotels with a pool

1. Best Western Plus Cold Spring

2. Hampton Inn & Suites Plymouth

3. Residence Inn by Marriott Boston Bridgewater

4. Cambria Hotel & Suites Plymouth

5. Hilton Garden Inn Plymouth

6. John Carver Inn & Spa

7. Hotel 1620 Plymouth Harbor

8. Pilgrim Sands on Long Beach

9. Holiday Inn Express & Suites Boston South - Randolph by IHG

10. Hilton Garden Inn Boston Canton

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

Wyndham Boston Beacon Hill

The Dagny Boston

Seaport Hotel Boston

The Midtown Hotel MOD Collection by Sonesta

Copley Square Hotel, a FOUND Hotel

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