Photo by Elizabeth Massa Peroulakis

Hotels with Swimming Pools in Middlefield

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Middlefield Hotels with Swimming Pools

Tonight
26 Jun - 27 Jun
Tomorrow
27 Jun - 28 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Hotels with Swimming Pools in Middlefield

Hampton Inn Hadley-Amherst Area
Indoor pool, open 7 AM to 9 PM, pool loungers

Hampton Inn Hadley-Amherst Area

2.5 star property
9.0 out of 10, Wonderful, (913)
"Clean with friendly and helpful staff. "
The price is S$217
includes taxes & fees
8 Jul - 9 Jul
Hampton Inn Hadley-Amherst Area
Fairfield Inn & Suites Springfield Northampton/Amherst
Indoor pool

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
9.2 out of 10, Wonderful, (966)
"Would start here again"
The price is S$230
includes taxes & fees
29 Jun - 30 Jun
Fairfield Inn & Suites Springfield Northampton/Amherst
Hampton Inn Westfield
Indoor pool

Hampton Inn Westfield

2.5 star property
8.4 out of 10, Very good, (743)
"Easy check in, nice clean room."
The price is S$193
includes taxes & fees
6 Jul - 7 Jul
Hampton Inn Westfield
The Old Inn On The Green
Premium bedding, individually decorated, individually furnished

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (84)
"Beautiful room and property. Perfect weekend getaway!"
The price is S$447
includes taxes & fees
29 Jun - 30 Jun
The Old Inn On The Green
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (381)
"The room was clean and perfect for our stay."
The price is S$133
includes taxes & fees
9 Jul - 10 Jul
Sunset Inn
Devonfield Inn B&B
Front of property – evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (127)
"Very enjoyable comfortable stay"
Devonfield Inn B&B
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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
9.0 out of 10, Wonderful, (659)
"Wonderful property we’ve been coming here for years"
The price is S$229
includes taxes & fees
30 Jun - 1 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Ponds at Foxhollow
Indoor pool, outdoor pool

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (121)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
The price is S$328
includes taxes & fees
13 Jul - 14 Jul
The Ponds at Foxhollow
Holiday Inn Express & Suites Pittsfield - Berkshires
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
The price is S$299
includes taxes & fees
22 Jul - 23 Jul
Holiday Inn Express & Suites Pittsfield - Berkshires
Hilton Garden Inn Lenox Pittsfield
Indoor pool

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (635)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is S$281
includes taxes & fees
30 Jun - 1 Jul
Hilton Garden Inn Lenox Pittsfield
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.

Frequently asked questions

What are some hotels with pools in Middlefield?
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. The Ellery: Provides 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Offers a seasonal outdoor pool, an indoor pool and buffet. Best Western Plus Berkshire Hills Inn & Suites: Features 3 restaurants, an outdoor pool and spa services. 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 Middlefield?
The picturesque setting of Skyline Trail showcases the area's natural beauty. Discover sights such as Fox Den Wildlife Management Area during your stay.
When is the best time to book a hotel with a pool in Middlefield?
Taking the local weather in Middlefield 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 Middlefield are January, February, November and March, with each month seeing an average of 15 cm of snowfall.