Search Hotels with Pool in Cummington

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Cummington Hotels with Pool

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Cummington hotels with a pool

Indoor pool
D. Hotel Suites & Spa

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.4 out of 10, Exceptional, (2235)
"The room was clean quiet and breakfast is great!! "
United States
Amanda
The price is ฿3,390
฿3,939 total
includes taxes & fees
24 Jan - 25 Jan 2026
D. Hotel Suites & Spa
Meeting facility
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (998)
"Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful . "
United States
Dwight
The price is ฿2,741
฿3,061 total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Indoor pool
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
United States
Morgan
The price is ฿4,195
฿4,686 total
includes taxes & fees
4 Jan - 5 Jan 2026
Element Lenox Berkshires
Indoor pool
Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1004)
"Clean room, great staff, and good options for breakfast."
United States
nancy
The price is ฿3,538
฿3,952 total
includes taxes & fees
11 Jan - 12 Jan 2026
Comfort Inn & Suites Hadley - Amherst
Indoor pool, seasonal outdoor pool, pool loungers
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is ฿2,879
฿3,216 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Yankee, Trademark Collection by Wyndham
Indoor pool
TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.6 out of 10, Exceptional, (59)
"The property is very clean and pet friendly. The staff were very friendly and professional. I will definitely stay here again."
United States
Diana
The price is ฿4,616
฿5,156 total
includes taxes & fees
4 Jan - 5 Jan 2026
TownePlace Suites by Marriott Hadley Amherst
Exterior
Cozy Corner Motel

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (887)
"Clean, Great Staff, Quiet"
United States
john
The price is ฿2,209
฿2,612 total
includes taxes & fees
19 Jan - 20 Jan 2026
Cozy Corner Motel
Indoor pool, open 7 AM to 9 PM, pool loungers
Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
2.5 star property
Hadley
9.0 out of 10, Wonderful, (960)
"Great welcome at front desk."
United States
RAYMAN
The price is ฿4,078
฿4,555 total
includes taxes & fees
22 Jan - 23 Jan 2026
Hampton Inn Hadley-Amherst Area
Indoor pool
Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
Northampton
9.2 out of 10, Wonderful, (1000)
"An excellent stay. Wonderfully clean, friendly front desk staff and the breakfast buffet was actually good. Will definitely stay again."
United States
Joyce
The price is ฿4,164
฿4,651 total
includes taxes & fees
1 Jan - 2 Jan 2026
Fairfield Inn & Suites Springfield Northampton/Amherst
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
United States
Pamela
The price is ฿2,455
฿2,742 total
includes taxes & fees
28 Dec - 29 Dec
Howard Johnson by Wyndham Lenox
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

Top Cummington Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Cummington?
Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. D. Hotel Suites & Spa: Offers 2 restaurants, an indoor pool and a full-service spa. Hotel Downstreet, an Ascend Collection Hotel: Provides free self parking, an indoor pool and complimentary wireless Internet access. The Williams Inn: Offers a seasonal outdoor pool, an indoor pool and buffet. The Yankee, Trademark Collection by Wyndham: Features a health club, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Cummington?
Spend some time experiencing the great outdoors at Swift River and Westfield River. Discover sights such as Chesterfield Gorge, Ashfield Lake and Berkshire East Ski Resort during your stay.
When is the best time to book a hotel with a pool in Cummington?
Taking the local weather in Cummington into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Cummington are January, February, November and March, with each month seeing an average of 15 cm of snowfall.