A lake with a rocky shoreline and a forested island.

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

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Check availability on Western Massachusetts Hotels with Pool

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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 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.

1. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
€105
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
An indoor swimming pool with clear water, tiled walls, and windows.
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.

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.
€127
includes taxes & fees
26 Oct - 27 Oct
D. Hotel Suites & Spa
An indoor swimming pool with clear signage, a lifeguard chair, and a no diving warning.
A modern bathroom with a toilet, sink, mirror, and a towel rack.
A swimming pool area with a hot tub, a no diving sign, and a chair near the pool.
A modern kitchen with a refrigerator, microwave, and wooden cabinets.

3. 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.
€114
includes taxes & fees
15 Nov - 16 Nov
Comfort Inn & Suites Hadley - Amherst
A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.
A gym with exercise equipment including treadmills, a stationary bike, and free weights.
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A modern bathroom with a white bathtub, a showerhead, and a towel rack.

4. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
  • Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
€109
includes taxes & fees
30 Oct - 31 Oct
Hampton Inn & Suites Berkshires-Lenox
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 garden with wooden Adirondack chairs and a stone pathway.
A spacious lobby with a fireplace, seating area, and a bar.

5. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
€105
includes taxes & fees
22 Nov - 23 Nov
Berkshire Mountain Lodge
A swimming pool with a blue interior, surrounded by red chairs and a green bench.
A breakfast area with a waffle station, coffee machine, and various food options.
A modern hotel building with a prominent 'tru' logo, multiple floors, and a covered entrance area.
A room with a foosball table, a sofa, and a wall with various attractions listed.

6. 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.
€102
includes taxes & fees
16 Nov - 17 Nov
Tru by Hilton Chicopee Springfield
An indoor swimming pool with blue tiles, a wooden wall, and a blue and white color scheme.
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
A reception area with a large landscape painting, a dark reception desk, and a potted plant.
A modern bathroom with a large mirror, two sinks, a toilet, and towel racks.

7. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
  • Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.
€119
includes taxes & fees
12 Nov - 13 Nov
Hotel Downstreet, an Ascend Collection Hotel
An indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.
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.
A modern hotel lobby with a stone wall, a fireplace, a bar area, and seating arrangements.

8. 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.
€146
includes taxes & fees
3 Nov - 4 Nov
Homewood Suites by Hilton Hadley Amherst
A hotel with a swimming pool, multiple balconies, and lounge chairs.
A modern bar area with leather seating, chandeliers, and a bar counter.
A modern bathroom with a white subway tile backsplash, a large mirror, a white sink, and a black-framed shower enclosure.
A modern hotel lobby with leather furniture, a bar area, and a large TV screen.

9. MGM Springfield

MGM Springfield
Metro Center
  • Soak up summer sun at this vibrant hotel's seasonal outdoor pool featuring comfortable loungers and serene pool deck.
€171
includes taxes & fees
8 Nov - 9 Nov
MGM Springfield
A pool area with a lifeguard chair, a blue plastic bag, and a warning sign.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A building with a porch and multiple windows, surrounded by purple flowers.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

10. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
  • Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
€134
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
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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 cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.

The Yankee Inn

The Yankee Inn
Lenox
€105
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
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.
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.

D. Hotel Suites & Spa

D. Hotel Suites & Spa
Holyoke
€127
includes taxes & fees
26 Oct - 27 Oct
D. Hotel Suites & Spa
A swimming pool area with a hot tub, a no diving sign, and a chair near the pool.
An indoor swimming pool with clear signage, a lifeguard chair, and a no diving warning.
A modern kitchen with a refrigerator, microwave, and wooden cabinets.
A modern living room with a grey sofa, a red ottoman, a flat-screen TV on a stand, and artwork on the walls.

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
Hadley
€114
includes taxes & fees
15 Nov - 16 Nov
Comfort Inn & Suites Hadley - Amherst
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 modern cafe with a counter, seating area, and large windows.
A snack bar with shelves of snacks and a refrigerated display.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
€98
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A modern hotel lobby with a stone wall, a fireplace, a bar area, and seating arrangements.
A modern lounge area with a stone wall, a fireplace, a sofa, and two blue armchairs.
A modern kitchen with stainless steel appliances, a microwave, and a dishwasher. There is a dining area with a table and chairs.
An outdoor seating area with chairs and tables, a covered patio with string lights, and potted plants.

Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
Hadley
€146
includes taxes & fees
3 Nov - 4 Nov
Homewood Suites by Hilton 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 hotel room with a bed, a desk, a chair, a television, and framed pictures on the wall.
A lobby with two armchairs, a fireplace, and a framed picture on the wall.

Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
Hadley
€118
includes taxes & fees
9 Nov - 10 Nov
Hampton Inn Hadley-Amherst Area
A building with a porch and multiple windows, surrounded by purple flowers.
A café with a display case, a frozen food section, and a marketplace sign.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.
A living room with a sofa, armchair, coffee table, and a patterned rug.

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
€134
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.
A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."
A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.
Two people sitting by a campfire in a wooded area with benches and a clear view of the surrounding trees.

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
North Adams
€180
includes taxes & fees
26 Oct - 27 Oct
The Porches Inn at Mass MoCA
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.
An indoor swimming pool with clear glass walls, a poolside seating area, and a reception desk.

Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
Northampton
€143
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites Springfield Northampton/Amherst
A swimming pool with a blue interior, surrounded by red chairs and a green bench.
A breakfast area with a waffle station, coffee machine, and various food options.
A modern hotel building with a prominent 'tru' logo, multiple floors, and a covered entrance area.
A room with a foosball table, a sofa, and a wall with various attractions listed.

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
Chicopee
€102
includes taxes & fees
16 Nov - 17 Nov
Tru by Hilton Chicopee Springfield
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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 rooftop terrace with round tables set for dining, overlooking a historic building with two prominent towers.

MGM Springfield

MGM Springfield
Metro Center
€171
includes taxes & fees
8 Nov - 9 Nov
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
€218
includes taxes & fees
17 Nov - 18 Nov
Hampton Terrace Inn
Front of property
A living room with a fireplace, leather sofas, and a dog.
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.
Exterior

The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
€381
includes taxes & fees
12 Nov - 13 Nov
The Inn at Stockbridge
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

Devonfield Inn B&B
Lee
€367
includes taxes & fees
2 Nov - 3 Nov
Devonfield Inn B&B
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 white two-story house with a front door, windows, and a chimney.

The Old Inn On The Green

The Old Inn On The Green
Great Barrington
€312
includes taxes & fees
1 Nov - 2 Nov
The Old Inn On The Green
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 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
€411
includes taxes & fees
5 Nov - 6 Nov
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

Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

8/10 Good
"It was fine."
Lourdes Dolores 1-night trip
Posted 3 hours ago
Holiday Inn Express Springfield Downtown by IHG
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"clean. local walking distances to everything,"
robert 2-night trip
Posted 4 hours ago
Quality Inn Great Barrington
The Yankee Inn

The Yankee Inn

10/10 Excellent
"I loved this property. Nice room with fireplace and balcony, great shower, good breakfast, easy parking, and beautiful walking trail behind the hotel."
Barry 2-night trip
Posted 6 hours ago
The Yankee Inn
Hilton Garden Inn-Springfield, MA

Hilton Garden Inn-Springfield, MA

10/10 Excellent
"Great local right next to the basketball hall of fame"
Nancy 1-night trip
Posted 22 hours ago
Hilton Garden Inn-Springfield, MA
D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"Nice stay will be coming back again!"
Devon 3-night trip
Posted 1 day ago
D. Hotel Suites & Spa

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