The Best Hotels with a Pool in Cummington, MA from ￥17,736 in 2026

Q: What are some accommodations with pools in Cummington?

Vacation Village in the Berkshires : Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Berkshire Mountain Lodge : Provides free self parking, an indoor pool, and complimentary wireless internet access. D. Hotel Suites & Spa : Features 2 restaurants, an indoor pool, and a full-service spa. Hotel UMass : Features a seasonal outdoor pool, an indoor pool, and buffet. The Yankee Inn : Hotel located near University of Massachusetts Amherst. Provides full, an indoor pool, and complimentary wired internet access.

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Our top choices for Cummington hotels with a pool

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

1. Comfort Inn & Suites Hadley - Amherst

Hadley

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

￥21,044 total

includes taxes & fees

Dec 1 - Dec 2

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

2. 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.

￥26,027 total

includes taxes & fees

Nov 17 - Nov 18

A swimming pool with a tiled floor, safety signs, and a lifeguard chair.

3. Hampton Inn Hadley-Amherst Area

Hadley

Dive into the heated indoor pool and unwind on comfortable loungers at this pristine retreat.

￥21,517 total

includes taxes & fees

Nov 17 - Nov 18

An indoor swimming pool with a colorful mural on the wall, a lifeguard station, and clear pool rules posted.

4. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.

￥21,100 total

includes taxes & fees

Nov 22 - Nov 23

An indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

5. Homewood Suites by Hilton Hadley Amherst

Hadley

Clean, modern hotel near UMass Amherst offers refreshing relaxation with an indoor pool.

￥25,984 total

includes taxes & fees

Nov 29 - Nov 30

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

6. The Yankee Inn

Lenox

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

￥20,908 total

includes taxes & fees

Nov 20 - Nov 21

An indoor swimming pool with a lifeguard chair, a warning sign, and a view of the outside through large windows.

7. Courtyard by Marriott Hadley Amherst

Hadley

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

￥31,705 total

includes taxes & fees

Nov 15 - Nov 16

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

8. Hilton Garden Inn Lenox Pittsfield

Pittsfield

Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.

￥21,008 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with clear safety signage, a sunlit area with seating, and a view through large windows.

9. TownePlace Suites by Marriott Hadley Amherst

Hadley

Stay active from sunrise to sunset with access to a refreshing indoor pool and 24-hour fitness center.

￥25,430 total

includes taxes & fees

Nov 29 - Nov 30

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

10. D. Hotel Suites & Spa

Holyoke

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

￥20,753 total

includes taxes & fees

Dec 9 - Dec 10

View all properties

Choose what matters most at hotels with a pool in Cummington

Breakfast included

4 stars

Top Cummington Hotel Reviews

Comfort Inn & Suites Hadley - Amherst

Hadley

10/10 Excellent

Susan

Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

10/10 Excellent

Lauren

TownePlace Suites by Marriott Hadley Amherst

Hadley

10/10 Excellent

Karen

Hotel Downstreet, an Ascend Collection Hotel

North Adams

10/10 Excellent

Ann

Hampton Inn Hadley-Amherst Area

Hadley

10/10 Excellent

Reina

The Yankee Inn

Lenox

10/10 Excellent

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Colleen

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Excellent

t

Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

The Porches Inn at Mass MoCA

North Adams

10/10 Excellent

Stacey

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

Courtyard by Marriott Lenox Berkshires

Lenox

10/10 Excellent

Alyssa

Courtyard by Marriott Hadley Amherst

Hadley

10/10 Excellent

This is a great hotel for a short stay. Everything was top-notch except the 4 1/2' deep, 3-stroke pool could hardly be called a swimming pool. I should have read between the lines when "pool" was listed as a "family amenity". There is no restaurant other than a small bar that serves a la carte breakfast items in the morning. The 6-stool bar was not especially well-stocked but fine for a quick nightcap. The breakfast buffet was excellent and well-priced. The building is designed with an open...

Scubamouse

A swimming pool with lounge chairs and a fence.

Maple Terrace Motel

Williamstown

10/10 Excellent

Eric

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

Berkshire Mountain Lodge

Pittsfield

10/10 Excellent

Elliott

An indoor swimming pool with clear water, a diving area, and a view of the outdoors through large windows.

Fairfield Inn & Suites by Marriott Williamstown

Williamstown

10/10 Excellent

Diane

A swimming pool with lounge chairs, surrounded by trees and a small building.

Devonfield Inn B&B

Lee

10/10 Excellent

Anonymous traveler

Vacation Village in the Berkshires

Williamstown

10/10 Excellent

Anonymous traveler

Frequently Asked Questions

What are some accommodations with pools in Cummington?

Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Berkshire Mountain Lodge: Provides free self parking, an indoor pool, and complimentary wireless internet access. D. Hotel Suites & Spa: Features 2 restaurants, an indoor pool, and a full-service spa. Hotel UMass: Features a seasonal outdoor pool, an indoor pool, and buffet. The Yankee Inn: Hotel located near University of Massachusetts Amherst. Provides full, an indoor pool, and complimentary wired internet access.

What is there to see and do in Cummington?

Take in the natural beauty with a stop at Swift River. Discover sights such as Westfield River during your stay.

When is the best time to book a hotel with a pool in Cummington?

Taking into account the local weather in Cummington can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Cummington are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.

Find Hotels with a Pool in Cummington, MA

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cummington hotels with a pool

1. Comfort Inn & Suites Hadley - Amherst

2. Fairfield Inn & Suites Springfield Northampton/Amherst

3. Hampton Inn Hadley-Amherst Area

4. Hotel Downstreet, an Ascend Collection Hotel

5. Homewood Suites by Hilton Hadley Amherst

6. The Yankee Inn

7. Courtyard by Marriott Hadley Amherst

8. Hilton Garden Inn Lenox Pittsfield

9. TownePlace Suites by Marriott Hadley Amherst

10. D. Hotel Suites & Spa

Choose what matters most at hotels with a pool in Cummington

Top Cummington Hotel Reviews

Comfort Inn & Suites Hadley - Amherst

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in Cummington?

What is there to see and do in Cummington?

When is the best time to book a hotel with a pool in Cummington?