Hotel with Pool in Western Massachusetts: Find Hotel with Pool in Western Massachusetts

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Our top choices for Western Massachusetts hotels with a pool

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

A modern bathroom with a glass-enclosed shower, a toilet, and a towel rack.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

1. The Yankee Inn

Lenox

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

HK$909

HK$1,016 total

includes taxes & fees

22 Sept - 23 Sept

An indoor swimming pool with clear glass walls, a poolside seating area, and a reception desk.

A Fairfield by Marriott hotel with a modern entrance, American flags, and a stone facade.

A modern hotel dining area with multiple tables and chairs, pendant lighting, and a view of the city through large windows.

A hotel room with a bed, a TV on a wooden stand, a sofa, a small table, and a lamp.

2. Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

Dive into luxury with an indoor pool sanctuary that's open from dawn to dusk in this centrally located urban retreat.

HK$1,126

HK$1,258 total

includes taxes & fees

4 Oct - 5 Oct

An indoor swimming pool with clear water, tiled walls, and windows.

A bedroom with a four-poster bed, a leather sofa, a wooden coffee table, and a view of greenery through the window.

A hotel with a sign reading "D. HOTEL & SUITES" on the facade.

A bar area with a wooden counter, bar stools, and a variety of bottles and glasses.

3. D. Hotel Suites & Spa

Holyoke

Splash into serenity at this rejuvenating hotel spa retreat with heated indoor pool and bubbling hot tub.

HK$954

HK$1,116 total

includes taxes & fees

13 Sept - 14 Sept

An indoor swimming pool with clear signage, a lifeguard chair, and a no diving warning.

A hotel room with a sofa, a small table, a red stool, a kitchenette, and a bed.

A hotel room with a bed, a sofa, a round coffee table, and a nightstand.

A spacious living area with a fireplace, sofas, and a coffee table.

4. Comfort Inn & Suites Hadley - Amherst

Hadley

Dive into this hotel's year-round swimming paradise with an invigorating indoor pool experience.

HK$1,146

HK$1,280 total

includes taxes & fees

20 Sept - 21 Sept

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

A garden with wooden Adirondack chairs and a stone pathway.

A spacious lobby with a fireplace, seating area, and a bar.

A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

5. Berkshire Mountain Lodge

Pittsfield

Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.

HK$624

HK$872 total

includes taxes & fees

1 Oct - 2 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and a building with large windows.

A restaurant with a glass-enclosed patio, wooden flooring, and green upholstered seating.

A hotel room with two beds, a desk, a TV mounted on the wall, and a view of the outdoors.

A bathroom with a bathtub, a shower with a glass door, a sink with a granite countertop, and a mirror.

6. Hampton Inn West Springfield

West Springfield

Seasonal outdoor pool offers refreshing summer escapes at this modern West Springfield hotel near Big E and Holyoke Mall.

HK$894

HK$1,023 total

includes taxes & fees

13 Sept - 14 Sept

An indoor swimming pool with a lifeguard chair, a warning sign, and a view of the outside through large windows.

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

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

A dining table set with multiple wine glasses, a centerpiece with flowers, and candles.

7. Courtyard by Marriott Hadley Amherst

Hadley

Splash into relaxation at this Hadley hotel with an indoor pool and rejuvenating hot tub.

HK$1,263

HK$1,411 total

includes taxes & fees

13 Sept - 14 Sept

An indoor swimming pool with lounge chairs and a potted plant.

A hotel room with two beds, a desk, a chair, a lamp, and a window with a view.

A hotel lobby with a reception desk, seating area, and a dining section.

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

8. Hampton Inn Westfield

Westfield

Splash into a tranquil indoor oasis with this hotel's immaculate pool and premium morning spread.

HK$932

HK$1,041 total

includes taxes & fees

7 Oct - 8 Oct

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

Breakfast included

4 stars

5 stars

Hot tub

Spa

Hotels with pools and free breakfast in Western Massachusetts

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

The Yankee Inn

Lenox

HK$909

HK$1,016 total

includes taxes & fees

22 Sept - 23 Sept

An outdoor patio with white chairs and tables, a central fire feature, and string lights.

A hotel room with a striped sofa, a bed with a decorative headboard, a large wall painting, and a sunburst light fixture.

D. Hotel Suites & Spa

Holyoke

HK$954

HK$1,116 total

includes taxes & fees

13 Sept - 14 Sept

A modern living room with a stone fireplace, a white sofa, a round coffee table, and a green armchair.

A reception area with a counter, a refrigerator stocked with snacks, and a wall with a tree pattern.

Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

HK$1,126

HK$1,258 total

includes taxes & fees

4 Oct - 5 Oct

A hotel with a covered entrance, a flag, and a sign.

A modern hotel lobby with a round wooden reception desk, a chandelier, and a large mirror with a crescent moon design.

Comfort Inn & Suites Hadley - Amherst

Hadley

HK$1,146

HK$1,280 total

includes taxes & fees

20 Sept - 21 Sept

A suite shop with a refrigerated display case containing various beverages and snacks.

A reception desk with a large screen displaying a bicycle wheel and the word "enjoy."

Hampton Inn West Springfield

West Springfield

HK$894

HK$1,023 total

includes taxes & fees

13 Sept - 14 Sept

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A snack bar with shelves of snacks and a refrigerated display.

A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

HK$956

HK$1,068 total

includes taxes & fees

15 Sept - 16 Sept

A modern dining area with tables and chairs, a patterned carpet, and a wall-mounted TV.

A gym with treadmills, an elliptical, a stationary bike, and a bench press.

Hampton Inn Westfield

Westfield

HK$932

HK$1,041 total

includes taxes & fees

7 Oct - 8 Oct

A multi-story hotel with a prominent 'La Quinta' sign, featuring a symmetrical facade with evenly spaced windows and a central entrance.

A spacious lobby with wooden flooring, a reception desk, and two patterned armchairs.

An indoor swimming pool with clear blue water, surrounded by chairs and a high ceiling with visible ductwork.

A hotel dining area with multiple tables and chairs, a patterned carpet, and a reception desk in the background.

La Quinta Inn & Suites by Wyndham Springfield MA

Metro Center

HK$960

HK$1,089 total

includes taxes & fees

28 Sept - 29 Sept

A modern lounge area with seating options including sofas, chairs, and a hanging chair. Tables and a counter are also visible.

A modern hotel entrance with a glass door, a visible address number, and a clear pathway leading to the entrance.

A modern restaurant interior with a central wooden bar, seating along the walls, and large windows offering a view of the outdoors.

A modern hotel room with a bed, desk, and chair, a small kitchenette, and a bathroom with a shower and toilet.

Tru by Hilton Chicopee Springfield

Chicopee

HK$961

HK$1,090 total

includes taxes & fees

27 Sept - 28 Sept

A modern hotel lobby with a seating area, a fireplace, and a television mounted on a stone wall.

A modern hotel with a brick facade, multiple windows, and a well-lit entrance.

An outdoor seating area with chairs and tables, a covered patio with string lights, and potted plants.

A modern lounge area with a stone wall, a fireplace, a sofa, and two blue armchairs.

Homewood Suites by Hilton Hadley Amherst

Hadley

HK$1,344

HK$1,501 total

includes taxes & fees

16 Sept - 17 Sept

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4-star hotels with pools in Western Massachusetts

A bar area with wooden tables and chairs, a central bar counter with taps, and a brick wall with shelves of bottles and glasses.

A rooftop terrace with round tables set for dining, overlooking a historic building with two prominent towers.

A modern hotel lobby with leather furniture, a bar area, and a large TV screen.

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

MGM Springfield

Metro Center

HK$1,122

HK$1,451 total

includes taxes & fees

28 Sept - 29 Sept

A white house with a balcony, green shutters, and a front door with a decorative glass panel. There are two large flower pots on the steps.

A grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.

A traditional living room with a fireplace, a grand piano, plush seating, and a bookshelf.

A room with a grand piano, a chessboard, a horse statue, and a blue armchair.

Hampton Terrace Inn

Lenox

HK$1,716

HK$1,917 total

includes taxes & fees

10 Sept - 11 Sept

A dining area with round tables set for two, a fireplace, and a mural on the wall.

A white two-story house with a front door, windows, and a chimney.

A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.

A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.

The Old Inn On The Green

Great Barrington

HK$2,587

HK$3,122 total

includes taxes & fees

15 Sept - 16 Sept

A two-story house with a brick entrance and a white facade.

A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.

A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.

A neatly arranged bedroom with a bed, bedside table, and a dresser.

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

HK$2,588

HK$3,131 total

includes taxes & fees

28 Sept - 29 Sept

A large, two-story house with a well-maintained lawn and a fence.

A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.

A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.

Devonfield Inn B&B

Lee

HK$3,206

HK$3,582 total

includes taxes & fees

10 Sept - 11 Sept

A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

A stone fountain surrounded by trees in a park setting.

The Inn at Stockbridge

Stockbridge

HK$2,955

HK$3,466 total

includes taxes & fees

14 Sept - 15 Sept

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 Western Massachusetts Hotel Reviews

The Yankee Inn

10/10 Excellent

"Was very recently renovated and done quite well."

Vacation Village in the Berkshires

10/10 Excellent

"Nice property with great amenities: pool, jacuzzi, fitness center... Spacious room with kitchen and huge bathroom. Very enjoyable stay."

Hotel UMass

8/10 Good

"buena ubicación"

Holiday Inn Express Springfield Downtown by IHG

8/10 Good

"Clean large room. Very comfortable bed. Getting there was a but sketchy with roadwork. Not many restaurants that we could see."

Hilton Garden Inn-Springfield, MA

10/10 Excellent

"Clean room"

D. Hotel Suites & Spa

8/10 Good

"Staff was Friendly. Room was clean. I felt safe. Breakfast was very good. I enjoyed the fresh fruit salad. Spa isnt always open."

La Quinta Inn & Suites by Wyndham Springfield MA

10/10 Excellent

"It is well situated for what I have to do"

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"Nice and conveniently located"

Western Massachusetts Hotel with Pool

Change your mind

Treat yourself

Be picky

Check availability on Western Massachusetts Hotel with Pool

Our top choices for Western Massachusetts hotels with a pool

1. The Yankee Inn

2. Fairfield Inn & Suites Springfield Northampton/Amherst

3. D. Hotel Suites & Spa

4. Comfort Inn & Suites Hadley - Amherst

5. Berkshire Mountain Lodge

6. Hampton Inn West Springfield

7. Courtyard by Marriott Hadley Amherst

8. Hampton Inn Westfield

9. Tru by Hilton Chicopee Springfield

10. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

Hotels with pools and free breakfast in Western Massachusetts

The Yankee Inn

D. Hotel Suites & Spa

Fairfield Inn & Suites Springfield Northampton/Amherst

Comfort Inn & Suites Hadley - Amherst

Hampton Inn West Springfield

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Hampton Inn Westfield

La Quinta Inn & Suites by Wyndham Springfield MA

Tru by Hilton Chicopee Springfield

Homewood Suites by Hilton Hadley Amherst

4-star hotels with pools in Western Massachusetts

MGM Springfield

Hampton Terrace Inn

The Old Inn On The Green

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Devonfield Inn B&B

The Inn at Stockbridge

Top Western Massachusetts Hotel Reviews

The Yankee Inn

Vacation Village in the Berkshires

Hotel UMass

Holiday Inn Express Springfield Downtown by IHG

Hilton Garden Inn-Springfield, MA

D. Hotel Suites & Spa

La Quinta Inn & Suites by Wyndham Springfield MA

Hotel Downstreet, an Ascend Collection Hotel

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