The Best Hotels with a Pool in Western Massachusetts, MA from ￥17,152 in 2026

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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 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

Lenox

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

￥17,881

￥19,973 total

includes taxes & fees

Sep 22 - Sep 23

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

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

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.

2. D. Hotel Suites & Spa

Holyoke

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

￥18,750

￥21,940 total

includes taxes & fees

Sep 27 - Sep 28

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

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 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

Northampton

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

￥22,144

￥24,734 total

includes taxes & fees

Oct 4 - Oct 5

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

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

4. Comfort Inn & Suites Hadley - Amherst

Hadley

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

￥22,393

￥25,013 total

includes taxes & fees

Sep 22 - Sep 23

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

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

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

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.

￥12,271

￥17,152 total

includes taxes & fees

Oct 1 - Oct 2

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

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

An outdoor seating area with wicker furniture, a fire pit, and decorative lamps.

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

Hadley

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

￥24,834

￥27,740 total

includes taxes & fees

Sep 16 - Sep 17

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

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

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

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

7. 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.

￥15,457

￥17,690 total

includes taxes & fees

Sep 10 - Sep 11

An indoor swimming pool with a tiled floor, a metal ladder, and red chairs around the pool area.

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.

8. Tru by Hilton Chicopee Springfield

Chicopee

Dive into pool paradise with modern comfort and indoor swimming at this sparkling hotel.

￥19,033

￥21,594 total

includes taxes & fees

Sep 27 - Sep 28

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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

￥17,881

￥19,973 total

includes taxes & fees

Sep 22 - Sep 23

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

￥18,750

￥21,940 total

includes taxes & fees

Sep 27 - Sep 28

Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

￥22,144

￥24,734 total

includes taxes & fees

Oct 4 - Oct 5

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 bed, a sofa, a round coffee table, and a nightstand.

Comfort Inn & Suites Hadley - Amherst

Hadley

￥22,393

￥25,013 total

includes taxes & fees

Sep 22 - Sep 23

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

A conference room with two desktop computers, a telephone, and leather chairs.

Hampton Inn West Springfield

West Springfield

￥15,457

￥17,690 total

includes taxes & fees

Sep 10 - Sep 11

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

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

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

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

￥19,577

￥21,868 total

includes taxes & fees

Sep 30 - Oct 1

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

A snack and beverage display area with shelves stocked with chips and a refrigerated section with bottled water and soda.

Hampton Inn Westfield

Westfield

￥18,476

￥20,637 total

includes taxes & fees

Oct 7 - Oct 8

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.

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

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

Metro Center

￥18,868

￥21,406 total

includes taxes & fees

Sep 29 - Sep 30

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

A food kiosk with a variety of snacks and beverages, a sign for local items, and a counter with a beverage display.

Tru by Hilton Chicopee Springfield

Chicopee

￥19,033

￥21,594 total

includes taxes & fees

Sep 27 - Sep 28

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

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

Homewood Suites by Hilton Hadley Amherst

Hadley

￥26,418

￥29,509 total

includes taxes & fees

Sep 14 - Sep 15

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

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.

MGM Springfield

Metro Center

￥22,059

￥28,523 total

includes taxes & fees

Sep 28 - Sep 29

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

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

Hampton Terrace Inn

Lenox

￥34,205

￥38,207 total

includes taxes & fees

Sep 10 - Sep 11

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 cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.

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

Great Barrington

￥50,870

￥61,385 total

includes taxes & fees

Sep 9 - Sep 10

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

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

￥50,896

￥61,569 total

includes taxes & fees

Sep 28 - Sep 29

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

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

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.

Devonfield Inn B&B

Lee

￥63,047

￥70,423 total

includes taxes & fees

Sep 10 - Sep 11

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

￥58,111

￥68,157 total

includes taxes & fees

Sep 15 - Sep 16

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 Red Lion Inn

8/10 Good

"The Inn is very welcoming with a broad front porch filled with wicker chairs and rockers. Inside there are many sitting rooms, a restaurant and tavern, gift and floral shops and access to an outdoor pool. Well loved antiques are everywhere for comfortable seating throughout the property. Rooms facing the streets can be noisy with traffic. Lots of atmosphere, history and great location for shopping, sightseeing and dining."

Hampton Inn & Suites Springfield/Downtown

10/10 Excellent

"This hotel surpassed my expectations. I had never stayed in a Hampton Inn before, but I had heard great things about the brand. We had no trouble checking in and getting to our comfortable room. The staff were very friendly, and the included breakfast was simply amazing!"

D. Hotel Suites & Spa

10/10 Excellent

"Staff is always friendly."

Holiday Inn Express Springfield Downtown by IHG

8/10 Good

"Not bad at all"

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."

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."

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"Nice and conveniently located"

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Find Hotels with a Pool in Western Massachusetts, MA

Change your mind

Treat yourself

Be picky

Check availability on Western Massachusetts Hotels with a Pool

Our top choices for Western Massachusetts hotels with a pool

1. The Yankee Inn

2. D. Hotel Suites & Spa

3. Fairfield Inn & Suites Springfield Northampton/Amherst

4. Comfort Inn & Suites Hadley - Amherst

5. Berkshire Mountain Lodge

6. Courtyard by Marriott Hadley Amherst

7. Hampton Inn West Springfield

8. Tru by Hilton Chicopee Springfield

9. Hampton Inn Westfield

10. Homewood Suites by Hilton Hadley Amherst

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 Red Lion Inn

Hampton Inn & Suites Springfield/Downtown

D. Hotel Suites & Spa

Holiday Inn Express Springfield Downtown by IHG

The Yankee Inn

La Quinta Inn & Suites by Wyndham Springfield MA

Hotel Downstreet, an Ascend Collection Hotel

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