Title: Book the Best Hotels with POOL in Western Massachusetts in 2026 | Expedia.ca

[Western Massachusetts Travel Guide](https://expedia.ca/Western-Massachusetts.dx6234063)[Hotels in Western Massachusetts](https://expedia.ca/Western-Massachusetts-Hotels.d6234063.Travel-Guide-Hotels)[Vacation Rentals in Western Massachusetts](https://expedia.ca/Western-Massachusetts-Vacation-Rentals.d6234063.Travel-Guide-VacationRentals)[Flights to Western Massachusetts](https://expedia.ca/Cheap-Flights-To-Western-Massachusetts.d6234063.Travel-Guide-Flights)[Western Massachusetts Car Rentals](https://expedia.ca/Car-Rentals-In-Western-Massachusetts.d6234063.Car-Rental-Guide)[Western Massachusetts Vacation Packages](https://expedia.ca/Western-Massachusetts.d6234063.Destination-Travel-Guides)

![A panorama of western Massachusetts from the top of Mount Greylock](https://images.trvl-media.com/place/6234063/25d665be-4bef-4d30-84bb-d5865c866e81.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6234063/25d665be-4bef-4d30-84bb-d5865c866e81.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Western Massachusetts Hotels with a Pool

Tonight

[Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2026-01-14&endDate=2026-01-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2026-01-15&endDate=2026-01-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Western Massachusetts hotels with a pool

![Indoor pool](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/b548733b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/06dae0ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/b38994ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/251da7fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Element Lenox Berkshires

[](https://www.expedia.ca/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information)

Lenox

9.8/10

Exceptional

(16 reviews)

"Spotless rooms and the friendliest service at the front desk! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary

CA $193

CA $215 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/9ac40a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/dcdd836c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/e2e7e72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/be126a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Hotel & Suites Great Barrington by IHG

[](https://www.expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)

Great Barrington

8.8/10

Excellent

(719 reviews)

"We stay here every year and it never disappoints "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elizabeth

CA $148

CA $166 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/8974a65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive King Room](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/4ae0b464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/cab085ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### D. Hotel Suites & Spa

[](https://www.expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information)

Holyoke

9.4/10

Exceptional

(2,268 reviews)

"Great room and location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karina

CA $162

CA $188 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information)

![Indoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/a0205904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/b9956cb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/40e8ece9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/dffd5115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tru by Hilton Chicopee Springfield

[](https://www.expedia.ca/Springfield-Hotels-Tru-By-Hilton-Chicopee-Springfield.h22413458.Hotel-Information)

Chicopee

9.0/10

Wonderful

(1,000 reviews)

"Great Breakfast and parking! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Oluwatimilehin

CA $124

CA $141 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Springfield-Hotels-Tru-By-Hilton-Chicopee-Springfield.h22413458.Hotel-Information)

![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/3f4a1adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/3a8723ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premier Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/dbcc78d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Yankee, Trademark Collection by Wyndham

[](https://www.expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

Lenox

9.2/10

Wonderful

(1,003 reviews)

"Everything was great! "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Daphne

CA $129

CA $144 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/28000000/27670000/27664900/27664860/1442e379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/28000000/27670000/27664900/27664860/4a2b5204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bars/lounges](https://images.trvl-media.com/lodging/28000000/27670000/27664900/27664860/30b8b43e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![8 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/28000000/27670000/27664900/27664860/6589d0b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MGM Springfield

[](https://www.expedia.ca/Springfield-Hotels-MGM-Springfield.h27664860.Hotel-Information)

Metro Center

9.0/10

Wonderful

(1,468 reviews)

"Amazing stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laurie

CA $174

CA $229 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Springfield-Hotels-MGM-Springfield.h27664860.Hotel-Information)

![2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/3c0625c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/98528d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Villa, 3 Bedrooms](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/24f01653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Villa, 3 Bedrooms](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/5aedd4f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

[](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)

South Lee

9.0/10

Wonderful

(818 reviews)

"We had a great stay! Karaoke in the bar was a blast!! Great little condo!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie

CA $148

CA $192 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)

![Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/1613a00d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double Room, 1 King Bed, Garden View](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/f581b284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premier Cabin, 1 King Bed, Lake View](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/f1533622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/9aaa75ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Prospect Berkshires

[](https://www.expedia.ca/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information)

Egremont

9.6/10

Exceptional

(18 reviews)

"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laura

CA $294

CA $375 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/897600/897535/b1dcd87b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/900000/897600/897535/e036973a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, blackout drapes, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/1000000/900000/897600/897535/dc02db60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/897600/897535/537cea4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Candlewood Suites West Springfield by IHG

[](https://www.expedia.ca/Springfield-Hotels-Candlewood-Suites-West-Springfield.h897535.Hotel-Information)

West Springfield

8.4/10

Very good

(827 reviews)

"The room was clean and staff was friendly. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brian

CA $122

CA $140 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Springfield-Hotels-Candlewood-Suites-West-Springfield.h897535.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/fa13e671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/6897a130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/4e4268ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/94cb14a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Red Lion Inn

[](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

Stockbridge

8.8/10

Excellent

(1,001 reviews)

"Old time charm and hot tub under the stars"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lori

CA $205

CA $292 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29&regionId=6234063&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Top Western Massachusetts Hotel Reviews

![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34_y.jpg)

### D. Hotel Suites & Spa

10/10 Excellent

"Yes "

[](https://expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information)

![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg)

### The Yankee, Trademark Collection by Wyndham

10/10 Excellent

"Clean, very nice bed and linens, pool, jacuzzi, in room fireplace. Balcony right outside of living room. The breakfast was ok, they offered a lot but not top quality. The waffles were very good and the bacon. Overall excellent stay. Conveniently located to everything."

[](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg)

### Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent

"Staff was very courteous and rooms clean."

[](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

![Holiday Inn Express Springfield Downtown by IHG](https://images.trvl-media.com/lodging/19000000/18110000/18101700/18101636/4d56c1cb_y.jpg)

### Holiday Inn Express Springfield Downtown by IHG

10/10 Excellent

"Plenty of room in the suite! So comfortable for three kids and two adults, the pool was clean "

[](https://expedia.ca/Springfield-Hotels-Holiday-Inn-Express-Springfield-Downtown.h18101636.Hotel-Information)

![Hotel UMass](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/4e423f91_y.jpg)

### Hotel UMass

10/10 Excellent

"Clean room. Nice taff"

[](https://expedia.ca/Springfield-Hotels-Hotel-UMass.h480785.Hotel-Information)

![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg)

### The Red Lion Inn

10/10 Excellent

"Absolutely fabulous!"

[](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg)

### Vacation Village in the Berkshires

10/10 Excellent

"The rooms are clean, the pool is nice and the location is perfect for Jiminy Peak! "

[](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

![Hampton Inn & Suites Springfield/Downtown](https://images.trvl-media.com/lodging/11000000/10270000/10260600/10260538/8fe97c17_y.jpg)

### Hampton Inn & Suites Springfield/Downtown

10/10 Excellent

"Great service…comfortable stay"

[](https://expedia.ca/Springfield-Hotels-Hampton-Inn-Suites-Springfield-Downtown.h10260538.Hotel-Information)

![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg)

### Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"friendly accommodating staff"

[](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information)

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