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Check availability on Western Massachusetts Hotels with a Pool

Tonight
Sep 7 - Sep 8
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Sep 8 - Sep 9
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Sep 11 - Sep 13
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Sep 18 - Sep 20

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 hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A modern bathroom with a glass-enclosed shower, a toilet, and a towel rack.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

1. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
₩156,078
₩174,339 total
includes taxes & fees
Sep 22 - Sep 23
The Yankee Inn
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 bar area with a wooden counter, bar stools, and a variety of bottles and glasses.
An outdoor patio with white chairs and tables, a central fire feature, and string lights.

2. D. Hotel Suites & Spa

D. Hotel Suites & Spa
Holyoke
  • Splash into serenity at this rejuvenating hotel spa retreat with heated indoor pool and bubbling hot tub.
₩163,660
₩191,500 total
includes taxes & fees
Sep 27 - Sep 28
D. Hotel Suites & Spa
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 hotel room with a bed, a TV on a wooden stand, a sofa, a small table, and a lamp.
A modern hotel dining area with multiple tables and chairs, pendant lighting, and a view of the city through large windows.

3. Fairfield Inn & Suites Springfield Northampton/Amherst

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.
₩193,281
₩215,895 total
includes taxes & fees
Oct 4 - Oct 5
Fairfield Inn & Suites Springfield Northampton/Amherst
An indoor swimming pool with clear signage, a lifeguard chair, and a no diving warning.
A spacious living area with a fireplace, sofas, and a coffee table.
A hotel room with a bed, a sofa, a round coffee table, and a nightstand.
A hotel with a covered entrance, a flag, and a sign.

4. Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
Hadley
  • Dive into this hotel's year-round swimming paradise with an invigorating indoor pool experience.
₩195,461
₩218,330 total
includes taxes & fees
Sep 22 - Sep 23
Comfort Inn & Suites Hadley - Amherst
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

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
₩107,101
₩149,690 total
includes taxes & fees
Oct 1 - Oct 2
Berkshire Mountain Lodge
An indoor swimming pool with a lifeguard chair, a warning sign, and a view of the outside through large windows.
An outdoor seating area with wicker furniture, a fire pit, and decorative lamps.
A dining table set with multiple wine glasses, a centerpiece with flowers, and candles.
A hotel room with two beds, a desk with a chair, a TV, and a large window with curtains.

6. Courtyard by Marriott Hadley Amherst

Courtyard by Marriott Hadley Amherst
Hadley
  • Splash into relaxation at this Hadley hotel with an indoor pool and rejuvenating hot tub.
₩216,760
₩242,121 total
includes taxes & fees
Oct 4 - Oct 5
Courtyard by Marriott Hadley Amherst
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 bathroom with a bathtub, a shower with a glass door, a sink with a granite countertop, and a mirror.
A hotel room with two beds, a desk, a TV mounted on the wall, and a view of the outdoors.

7. Hampton Inn West Springfield

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.
₩132,397
₩151,527 total
includes taxes & fees
Sep 10 - Sep 11
Hampton Inn West Springfield
An indoor swimming pool with a tiled floor, a metal ladder, and red chairs around the pool area.
A modern lounge area with seating options including sofas, chairs, and a hanging chair. Tables and a counter are also visible.
A modern hotel room with a bed, desk, and chair, a small kitchenette, and a bathroom with a shower and toilet.
A modern hotel entrance with a glass door, a visible address number, and a clear pathway leading to the entrance.

8. Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
Chicopee
  • Dive into pool paradise with modern comfort and indoor swimming at this sparkling hotel.
₩166,129
₩188,473 total
includes taxes & fees
Sep 27 - Sep 28
Tru by Hilton Chicopee Springfield
An indoor swimming pool with lounge chairs and a potted plant.
A hotel lobby with a reception desk, seating area, and a dining section.
A hotel room with two beds, a desk, a chair, a lamp, and a window with a view.
A modern bathroom with a large mirror, a sink, a toilet, and a glass-enclosed shower.

9. Hampton Inn Westfield

Hampton Inn Westfield
Westfield
  • Splash into a tranquil indoor oasis with this hotel's immaculate pool and premium morning spread.
₩161,272
₩180,141 total
includes taxes & fees
Oct 7 - Oct 8
Hampton Inn Westfield
An indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.
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.
A modern hotel with a brick facade, multiple windows, and a well-lit entrance.

10. Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
Hadley
  • Clean, modern hotel near UMass Amherst offers refreshing relaxation with an indoor pool.
₩230,592
₩257,572 total
includes taxes & fees
Sep 15 - Sep 16
Homewood Suites by Hilton Hadley Amherst
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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 view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
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

The Yankee Inn
Lenox
₩156,078
₩174,339 total
includes taxes & fees
Sep 22 - Sep 23
The Yankee Inn
An outdoor patio with white chairs and tables, a central fire feature, and string lights.
A hotel with a sign reading "D. HOTEL & SUITES" on the facade.
A bedroom with a four-poster bed, a leather sofa, a wooden coffee table, and a view of greenery through the window.
A bar area with a wooden counter, bar stools, and a variety of bottles and glasses.

D. Hotel Suites & Spa

D. Hotel Suites & Spa
Holyoke
₩163,660
₩191,500 total
includes taxes & fees
Sep 27 - Sep 28
D. Hotel Suites & Spa
A modern living room with a stone fireplace, a white sofa, a round coffee table, and a green armchair.
A Fairfield by Marriott hotel with a modern entrance, American flags, and a stone facade.
A reception area with a counter, a refrigerator stocked with snacks, and a wall with a tree pattern.
A modern hotel dining area with multiple tables and chairs, pendant lighting, and a view of the city through large windows.

Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
Northampton
₩193,281
₩215,895 total
includes taxes & fees
Oct 4 - Oct 5
Fairfield Inn & Suites Springfield Northampton/Amherst
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.
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.

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
Hadley
₩195,461
₩218,330 total
includes taxes & fees
Sep 22 - Sep 23
Comfort Inn & Suites Hadley - Amherst
A hotel lobby with a bar area, dining tables, and comfortable seating.
A deck with a table and chairs, a large umbrella, and a view of a lawn and trees.
A large, multi-story hotel with a covered entrance and a parking lot.
A hotel room with a bed, a desk, a chair, a television, and framed pictures on the wall.

Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
Hadley
₩176,395
₩197,033 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn Hadley-Amherst Area
A modern lounge area with seating options including sofas, chairs, and a hanging chair. Tables and a counter are also visible.
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.
A modern hotel entrance with a glass door, a visible address number, and a clear pathway leading to the entrance.

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
Chicopee
₩166,129
₩188,473 total
includes taxes & fees
Sep 27 - Sep 28
Tru by Hilton Chicopee Springfield
A hotel lobby with a reception desk, seating area, and a dining section.
A modern dining area with tables and chairs, a patterned carpet, and a wall-mounted TV.
A hotel room with two beds, a desk, a chair, a lamp, and a window with a view.
A gym with treadmills, an elliptical, a stationary bike, and a bench press.

Hampton Inn Westfield

Hampton Inn Westfield
Westfield
₩161,272
₩180,141 total
includes taxes & fees
Oct 7 - Oct 8
Hampton Inn Westfield
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.
A modern kitchen with stainless steel appliances, a microwave, and a dishwasher. There is a dining area with a table and chairs.
A modern lounge area with a stone wall, a fireplace, a sofa, and two blue armchairs.

Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
Hadley
₩230,592
₩257,572 total
includes taxes & fees
Sep 15 - Sep 16
Homewood Suites by Hilton Hadley Amherst
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.
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.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
₩170,408
₩190,346 total
includes taxes & fees
Sep 10 - Sep 11
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A multi-story hotel with a prominent 'La Quinta' sign, featuring a symmetrical facade with evenly spaced windows and a central entrance.
A hotel room with two beds, a desk, a television, and a window with curtains.
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.

La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA
Metro Center
₩164,689
₩186,839 total
includes taxes & fees
Sep 10 - Sep 11
La Quinta Inn & Suites by Wyndham Springfield MA
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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 casino with multiple blackjack tables, slot machines, and a large chandelier.
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

MGM Springfield
Metro Center
₩192,542
₩248,967 total
includes taxes & fees
Sep 28 - Sep 29
MGM Springfield
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 room with a grand piano, a chessboard, a horse statue, and a blue armchair.
A dining room with a large table set for a meal, surrounded by ornate chairs.
A grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.

Hampton Terrace Inn

Hampton Terrace Inn
Lenox
₩294,670
₩329,145 total
includes taxes & fees
Sep 10 - Sep 11
Hampton Terrace Inn
A dining area with round tables set for two, a fireplace, and a mural on the wall.
A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.
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.

The Old Inn On The Green

The Old Inn On The Green
Great Barrington
₩444,015
₩535,792 total
includes taxes & fees
Sep 13 - Sep 14
The Old Inn On The Green
A large, two-story house with a well-maintained lawn and a fence.
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 house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.
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

Devonfield Inn B&B
Lee
₩550,571
₩614,984 total
includes taxes & fees
Sep 9 - Sep 10
Devonfield Inn B&B
A living room with a fireplace, leather sofas, and a dog.
A stone fountain surrounded by trees in a park setting.
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
₩507,468
₩595,196 total
includes taxes & fees
Sep 15 - Sep 16
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.
A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.
A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.
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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Stockbridge
₩444,455
₩537,661 total
includes taxes & fees
Sep 28 - Sep 29
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"Staff is always friendly."
Jennifer 1-night trip
Posted 5 hours ago
D. Hotel Suites & Spa
Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

8/10 Good
"Not bad at all"
Otilia 2-night trip
Posted 6 hours ago
Holiday Inn Express Springfield Downtown by IHG
Hampton Inn & Suites Springfield/Downtown

Hampton Inn & Suites Springfield/Downtown

10/10 Excellent
"Awesome service, I give it 5 Stars."
Djenny 4-night trip
Posted 7 hours ago
Hampton Inn & Suites Springfield/Downtown
The Yankee Inn

The Yankee Inn

10/10 Excellent
"On an overpriced holiday weekend in the Berkshires, Yankee Inn was a great balance of price and amenities. The indoor pool was nicer than most, and the hot tub was great. Outdoor pool was a bit oddly placed between the parking lot and the main road, but nice as well. Both very clean. Room was spacious and clean, beds were comfortable, though I think they were doubles rather than queens. The included breakfast was on the very good end of standard - the fruit was fresh and delicious, there were both eggs and waffles, plus cereal, yogurt, bacon/sausage. Meh on the pastries, and the coffee was terribly watery. My true only gripe is that there was truly not a single place to hang wet bathing suits that didn't result in them dripping all over the floor. Had we been on the 2nd floor, we would have had an outside railing, but on the first floor there was none. With 4 people using the pool and hot tub, it was an annoyance. Overall, great place for a quick stay."
Emily 2-night trip
Posted 9 hours ago
The Yankee Inn
La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

8/10 Good
"Beds and pillows were super comfortable. One of the downsides was the bathtub where water was not draining very well. The breakfast was good. Unfortunately, there was a big group of students and the staff was not fast enough to accommodate such a big group in time resulting in long waits for food trays to be replaced. Overall, good stay. Would stay there again."
Nataliia 3-night trip
Posted 10 hours ago
La Quinta Inn & Suites by Wyndham Springfield MA
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Nice and conveniently located"
Lina 3-night trip
Posted 12 hours ago
Hotel Downstreet, an Ascend Collection Hotel

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