Western Massachusetts Hotels with Pool, Massachusetts: Western Massachusetts Hotel Guide

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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 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 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.

€112

includes taxes & fees

22 Sept - 23 Sept

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

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.

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.

€123

includes taxes & fees

9 Sept - 10 Sept

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

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.

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.

€138

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

4. Comfort Inn & Suites Hadley - Amherst

Hadley

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

€140

includes taxes & fees

22 Sept - 23 Sept

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

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

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

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.

€96

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.

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

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.

6. Courtyard by Marriott Hadley Amherst

Hadley

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

€155

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 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."

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

West Springfield

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

€97

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 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.

8. Tru by Hilton Chicopee Springfield

Chicopee

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

€119

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 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

€112

includes taxes & fees

22 Sept - 23 Sept

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

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

€123

includes taxes & fees

9 Sept - 10 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

€138

includes taxes & fees

4 Oct - 5 Oct

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

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

€140

includes taxes & fees

22 Sept - 23 Sept

A hotel lobby with a bar area, dining tables, and comfortable seating.

A lobby with two armchairs, a fireplace, and a framed picture on the wall.

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

A deck with a table and chairs, a large umbrella, and a view of a lawn and trees.

Hampton Inn Hadley-Amherst Area

Hadley

€125

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

€119

includes taxes & fees

13 Sept - 14 Sept

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

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

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

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

Hampton Inn Westfield

Westfield

€113

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.

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

A modern kitchen with stainless steel appliances, a microwave, and a dishwasher. There is a dining area with a table and chairs.

Homewood Suites by Hilton Hadley Amherst

Hadley

€165

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

€122

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.

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.

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

€115

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

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

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

MGM Springfield

Metro Center

€159

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

€227

includes taxes & fees

21 Sept - 22 Sept

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 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.

The Old Inn On The Green

Great Barrington

€343

includes taxes & fees

8 Sept - 9 Sept

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

A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.

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

€384

includes taxes & fees

8 Sept - 9 Sept

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

A living room with a fireplace, leather sofas, and a dog.

A stone fountain surrounded by trees in a park setting.

The Inn at Stockbridge

Stockbridge

€418

includes taxes & fees

16 Sept - 17 Sept

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

€344

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

Hotel UMass

8/10 Good

"Comfortable hotel room that perfectly suited my needs. Daily breakfast was great. Two lamps did not work in my room - but I never reported that and I guess neither did the prior guest."

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."

Vacation Village in the Berkshires

10/10 Excellent

"X"

Hampton Inn & Suites Springfield/Downtown

10/10 Excellent

"👍"

Quality Inn Great Barrington

10/10 Excellent

"Staff at the front desk were welcoming, friendly, and helpful throughout my stay. The room was very clean. The bed was comfortable. The shower had good water pressure and plenty of hot water. The room was equipped with a refrigerator, microwave, and coffeemaker, as well as a TV, and the WiFi worked fine. The breakfast area in the office building had several tables, and included a "make-your-own-waffles" station (love that!), buffet-style scrambled eggs and sausage, as well pre-packaged muffins. Yogurt and other items were available in a refrigerator. Parking was in a a space right outside the room entrance on the first floor, which was ground level. The location is on Main Street (Route 7) in Great Barrington, but set back from the road so there's less traffic noise. There are restaurants and shops in easy walking distance of this motel, and it is an easy drive of 15 mins. or so to the nearby towns of Lenox, Lee (location of Mass. Turnpike exit/entrance), West Stockbridge, and Stockbridge that have their own shops, restaurants, sites, and venues of interest. I highly recommend this motel."

Western Massachusetts Hotel Guide - Hotels with Pool in Western Massachusetts, Massachusetts

Change your mind

Treat yourself

Be picky

Check availability on Western Massachusetts Hotels with 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 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

Hotel UMass

Hilton Garden Inn-Springfield, MA

Vacation Village in the Berkshires

Hampton Inn & Suites Springfield/Downtown

Quality Inn Great Barrington

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