🏊 Top 10 Western Massachusetts Hotels with Swimming Pool

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

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.

1. The Yankee Inn

Lenox

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

RM469

RM524 total

includes taxes & fees

22 Sept - 23 Sept

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

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

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

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

2. D. Hotel Suites & Spa

Holyoke

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

RM492

RM576 total

includes taxes & fees

9 Sept - 10 Sept

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

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

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.

RM581

RM649 total

includes taxes & fees

4 Oct - 5 Oct

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

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.

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.

RM588

RM656 total

includes taxes & fees

22 Sept - 23 Sept

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

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".

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

5. Berkshire Mountain Lodge

Pittsfield

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

RM322

RM450 total

includes taxes & fees

1 Oct - 2 Oct

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

6. Courtyard by Marriott Hadley Amherst

Hadley

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

RM652

RM728 total

includes taxes & fees

13 Sept - 14 Sept

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

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.

RM398

RM455 total

includes taxes & fees

10 Sept - 11 Sept

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

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

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.

8. Tru by Hilton Chicopee Springfield

Chicopee

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

RM494

RM561 total

includes taxes & fees

13 Sept - 14 Sept

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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

RM469

RM524 total

includes taxes & fees

22 Sept - 23 Sept

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

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

D. Hotel Suites & Spa

Holyoke

RM492

RM576 total

includes taxes & fees

9 Sept - 10 Sept

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

RM581

RM649 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

RM588

RM656 total

includes taxes & fees

22 Sept - 23 Sept

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 hotel room with a bed, a desk, a chair, a television, and framed pictures on the wall.

A large, multi-story hotel with a covered entrance and a parking lot.

Hampton Inn Hadley-Amherst Area

Hadley

RM527

RM589 total

includes taxes & fees

27 Sept - 28 Sept

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

RM494

RM561 total

includes taxes & fees

13 Sept - 14 Sept

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

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

Hampton Inn Westfield

Westfield

RM474

RM529 total

includes taxes & fees

7 Oct - 8 Oct

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

Hadley

RM693

RM774 total

includes taxes & fees

13 Sept - 14 Sept

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

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

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

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

RM512

RM572 total

includes taxes & fees

10 Sept - 11 Sept

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

La Quinta Inn & Suites by Wyndham Springfield MA

Metro Center

RM478

RM542 total

includes taxes & fees

9 Sept - 10 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 modern hotel lobby with leather furniture, a bar area, and a large TV screen.

A casino with multiple blackjack tables, slot machines, and a large chandelier.

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

MGM Springfield

Metro Center

RM579

RM748 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 dining room with a large table set for a meal, surrounded by ornate chairs.

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

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

Lenox

RM908

RM1,014 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 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 cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.

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

RM1,335

RM1,611 total

includes taxes & fees

8 Sept - 9 Sept

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

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

Devonfield Inn B&B

Lee

RM1,614

RM1,803 total

includes taxes & fees

8 Sept - 9 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

RM1,525

RM1,788 total

includes taxes & fees

14 Sept - 15 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 dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

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

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

Stockbridge

RM1,335

RM1,615 total

includes taxes & fees

28 Sept - 29 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

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 UMass

8/10 Good

"A quiet place in the middle if UMass campus."

Vacation Village in the Berkshires

10/10 Excellent

"Great all around stay and lots for the kids to do"

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"Nice and conveniently located"

Holiday Inn Express Springfield Downtown by IHG

8/10 Good

"El cuarto muy limpio"

D. Hotel Suites & Spa

10/10 Excellent

"Convenient location/ friendly staff"

Hampton Inn & Suites Springfield/Downtown

10/10 Excellent

"Excellent place to stay"

Hilton Garden Inn-Springfield, MA

10/10 Excellent

"Lisa C. and her team are top notch. Always willing to make the stay a wonderful experience. The only place I stay when I come back to visit family."

Western Massachusetts Hotels with Swimming Pool

Change your mind

Treat yourself

Be picky

Check availability on Western Massachusetts Hotels with Swimming Pools

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 Hadley-Amherst Area

Tru by Hilton Chicopee Springfield

Hampton Inn Westfield

Homewood Suites by Hilton Hadley Amherst

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

La Quinta Inn & Suites by Wyndham Springfield MA

4-star hotels with pools in Western Massachusetts

MGM Springfield

Hampton Terrace Inn

The Old Inn On The Green

Devonfield Inn B&B

The Inn at Stockbridge

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

Top Western Massachusetts Hotel Reviews

La Quinta Inn & Suites by Wyndham Springfield MA

Hotel UMass

Vacation Village in the Berkshires

Hotel Downstreet, an Ascend Collection Hotel

Holiday Inn Express Springfield Downtown by IHG

D. Hotel Suites & Spa

Hampton Inn & Suites Springfield/Downtown

Hilton Garden Inn-Springfield, MA

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