Hotels with Pool in Western Massachusetts
Massachusetts
United States of America
Hotels with Pool
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The Berkshires showing snow as well as a family

Hotels with Pool & Resorts in Western Massachusetts

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Best Western Massachusetts Hotels with Pool

Premium bedding, pillow-top beds, in-room safe, desk

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property

Great Barrington

Indoor pool

8.8 out of 10, Excellent, (682)

8.8/10

Excellent

(682)

Splash into the warm, pristine indoor pool after exploring nearby hiking trails or skiing at Butternut. Modern rooms with premium bedding await, while a complimentary breakfast buffet energises adventures in Great Barrington's vibrant surroundings.

The price is AU$182

AU$182

includes taxes & fees

5 Nov - 6 Nov

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property

Williamstown

Outdoor pool
Indoor pool
Pool umbrellas

8.8 out of 10, Excellent, (2112)

8.8/10

Excellent

(2112)

Mountain-view relaxation awaits at the indoor and outdoor pools after exploring Berkshire trails. Families appreciate the children's pool, playground, and game room, while skiers love the direct access to Jiminy Peak slopes.

The price is AU$172

AU$172

includes taxes & fees

12 Nov - 13 Nov

Vacation Village in the Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property

Pittsfield

Indoor pool

8.0 out of 10, Very good, (930)

8.0/10

Very good

(930)

Swimmers splash in the pristine indoor pool from 7 AM to 9 PM, complemented by an on-site health club for complete wellness. Hiking trails and skiing opportunities nearby make this centrally located hotel an ideal family-friendly retreat.

The price is AU$175

AU$175

includes taxes & fees

2 Nov - 3 Nov

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Indoor pool, seasonal outdoor pool, pool loungers

Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub

The Yankee, Trademark Collection by Wyndham

2.5 star property

Lenox

Indoor pool
Pool loungers
Hot tub

9.0 out of 10, Wonderful, (1022)

9.0/10

Wonderful

(1022)

Shimmering waters beckon at dual pool options, where indoor relaxation meets seasonal outdoor splendour. After exploring nearby Bousquet Ski Area, guests unwind in the rejuvenating spa pool while mountain vistas provide a stunning backdrop for aquatic serenity.

The price is AU$182

AU$182

includes taxes & fees

2 Nov - 3 Nov

The Yankee, Trademark Collection by Wyndham

Element Lenox Berkshires

3.0 star property

Lenox

Indoor pool

9.6 out of 10, Exceptional, (8)

9.6/10

Exceptional

(8)

Swimming enthusiasts appreciate the serene indoor pool that provides year-round aquatic enjoyment regardless of weather. After energising laps, guests gather at the outdoor firepit or enjoy a complimentary manager's reception before retreating to individually furnished rooms.

The price is AU$229

AU$229

includes taxes & fees

9 Nov - 10 Nov

Element Lenox Berkshires

Indoor pool, open 7:00 AM to 10:00 PM, pool loungers

Premium bedding, down duvets, blackout curtains, iron/ironing board

Tru by Hilton Chicopee Springfield

2.5 star property

Chicopee

Indoor pool
Pool loungers

8.8 out of 10, Excellent, (1000)

8.8/10

Excellent

(1000)

Swimmers of all ages enjoy the indoor pool, complete with sun loungers and extended 15-hour daily access. After aquatic fun, guests appreciate the well-equipped 24-hour fitness centre, complimentary breakfast, and spotlessly clean rooms.

The price is AU$154

AU$154

includes taxes & fees

23 Nov - 24 Nov

Tru by Hilton Chicopee Springfield

Berkshire Mountain Lodge

3.0 star property

Pittsfield

Indoor pool
Hot tub

9.0 out of 10, Wonderful, (740)

9.0/10

Wonderful

(740)

Plunge into the pristine indoor pool after exploring hiking trails or nearby Tanglewood Music Centre. Sun loungers invite relaxation while the spa pool soothes tired muscles. Beyond aquatic pleasures, this lodge offers fitness facilities and an arcade room.

Berkshire Mountain Lodge

2 indoor pools, 2 outdoor pools, pool umbrellas, pool loungers

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

3.5 star property

South Lee

2 outdoor pools
2 indoor pools
Poolside bar
Pool loungers

9.0 out of 10, Wonderful, (773)

9.0/10

Wonderful

(773)

Swimming enthusiasts rejoice at this four-pool paradise nestled in the Berkshires. Families appreciate the well-maintained waters complemented by sun loungers, umbrellas, and refreshing poolside drinks, creating memorable mountain getaways year-round.

The price is AU$220

AU$220

includes taxes & fees

18 Nov - 19 Nov

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

Little Cat Lodge

2.0 star property

Copake Falls

Pool
Breakfast included
Parking included
Free WiFi
Restaurant
Air conditioning

9.4 out of 10, Exceptional, (63)

9.4/10

Exceptional

(63)

Seasonal outdoor swimming provides mountain refreshment after exploring nearby hiking trails or skiing adventures. Relaxation continues in the sauna, while evenings bring gatherings around the firepit under starry skies after a delicious continental breakfast.

Little Cat Lodge

Hampton Inn & Suites Greenfield

2.5 star property

Greenfield

Pool
Breakfast included
Pet-friendly
Parking included
Free WiFi
Air conditioning

8.6 out of 10, Excellent, (871)

8.6/10

Excellent

(871)

Swimming in the saltwater pool offers unexpected refreshment after exploring nearby attractions. Sound-insulated rooms ensure peaceful nights, while the fitness centre provides additional recreation options. Guests consistently praise the friendly staff and delicious breakfast selection.

The price is AU$210

AU$210

includes taxes & fees

16 Nov - 17 Nov

Hampton Inn & Suites Greenfield

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

Vacation Village in the Berkshires

10/10 Excellent

"Good location; reasonable price; very clean and quiet - would definitely return"

Steven 2-night trip

Posted 2 days ago

Vacation Village in the Berkshires

Hampton Inn & Suites Springfield/Downtown

10/10 Excellent

"Very courteous staff Clean rooms"

Angela M 2-night trip

Posted 2 days ago

Hampton Inn & Suites Springfield/Downtown

Hotel UMass

10/10 Excellent

"Very pleased with accommodations!"

Donald 1-night trip

Posted 4 days ago

Hotel UMass

Quality Inn

10/10 Excellent

"Clean and convenient. Great front desk help. "

Christopher 1-night trip

Posted 5 days ago

Quality Inn

D. Hotel Suites & Spa

10/10 Excellent

"Always love the D hotel!!! It’s such a hidden gem "

Kirsten 3-night trip

Posted 5 days ago

D. Hotel Suites & Spa

Hilton Garden Inn-Springfield, MA

10/10 Excellent

"Clean room and very friendly staff"

Gina 1-night trip

Posted 5 days ago

Hilton Garden Inn-Springfield, MA

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Good value. A good place."

Andrew 1-night trip

Posted 6 days ago

Hotel Downstreet, an Ascend Collection Hotel

Red Roof Inn PLUS+ South Deerfield – Amherst

10/10 Excellent

"Clean and good room, TV"

Michael 2-night trip

Posted 8 days ago

Red Roof Inn PLUS+ South Deerfield – Amherst

The Red Lion Inn

10/10 Excellent

"This is a historical hotel and indeed the history is fabulous, everything appears like it did in 1773. Trouble is the rooms are also like this and the beds felt like they were 200 years old - so very uncomfortable. All part of the experience. Our room faced the street and I was surprised how much traffic noise kept me up until late at night, next time I will request a room facing inward. Not enough staff at the bar and dining during peak weekends, took forever just to get a cup of hot chocolate for the kids. But, very quaint, beautiful, that Main Street is just classic. "

Jane 2-night trip

Posted 9 days ago

The Red Lion Inn

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