Photo by Elizabeth Massa Peroulakis

Hotels with Swimming Pools in Middlefield

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Check availability on Middlefield Hotels with Swimming Pools

Top Hotels with Swimming Pools in Middlefield

Hampton Inn Hadley-Amherst Area
Swim and relax by the pool, surrounded by lounge chairs and a central stairwell leading to the water.

Hampton Inn Hadley-Amherst Area

2.5 star property
9.0 out of 10, Wonderful, (915)
"Overall, our stay was an excellent experience."
The price is S$218
includes taxes & fees
30 Jul - 31 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, (967)
"Would start here again"
The price is S$243
includes taxes & fees
17 Jul - 18 Jul
Fairfield Inn & Suites Springfield Northampton/Amherst
Hampton Inn Westfield
Relax by the pool surrounded by comfortable lounge chairs and lush greenery.

Hampton Inn Westfield

2.5 star property
8.4 out of 10, Very good, (748)
"It was clean & quiet. The breakfast buffet was very much appreciated "
The price is S$193
includes taxes & fees
20 Jul - 21 Jul
Hampton Inn Westfield
The Old Inn On The Green
Relax in a serene bedroom with a large bed, window, and comfortable chair.

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (86)
"Beautiful room and property. Perfect weekend getaway!"
The price is S$448
includes taxes & fees
16 Jul - 17 Jul
The Old Inn On The Green
Sunset Inn
Enjoy a refreshing swim in our pool surrounded by a tiled edge.

Sunset Inn

2.0 star property
7.6 out of 10, Good, (390)
"No frills but it was a great stay!"
The price is S$151
includes taxes & fees
21 Jul - 22 Jul
Sunset Inn
Devonfield Inn B&B
Stunning two-story house with a central entrance and beautifully manicured lawn.

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Devonfield Inn B&B
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Swim laps in a serene, well-lit pool surrounded by a simple, functional design.

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

3.5 star property
9.0 out of 10, Wonderful, (673)
"We love this place. It's a wonderful location in the Berkshires, easy to get to all of the surrounding towns and attractions. The amenities are awesome, the units are spotless, and the service is friendly and prompt. Have stayed twice and cannot wait to return again!"
The price is S$217
includes taxes & fees
16 Jul - 17 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
10.0 out of 10, Exceptional, (3)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is S$218
includes taxes & fees
17 Jul - 18 Jul
Holiday Inn Express & Suites Pittsfield - Berkshires
Hilton Garden Inn Lenox Pittsfield
Relax by the pool surrounded by lounge chairs and sunbeds, with views of the surrounding area and greenery.

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (637)
"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$308
includes taxes & fees
27 Jul - 28 Jul
Hilton Garden Inn Lenox Pittsfield
Howard Johnson by Wyndham Lenox
Enjoy a refreshing swim in our pool surrounded by a serene landscape.

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (754)
"Was great loved the jacuzzi tub "
The price is S$142
includes taxes & fees
16 Jul - 17 Jul
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.

Frequently asked questions

What are some hotels with pools in Middlefield?
Vacation Village in the Berkshires: Features a children's pool, an indoor pool and free self parking. FairBridge Inn Express: Provides free self parking, an outdoor pool and complimentary wireless Internet access. Howard Johnson by Wyndham Lenox: Features 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 health club, an indoor pool and complimentary high-speed (wired) Internet access. Best Western Plus Berkshire Hills Inn & Suites: Features a seasonal outdoor pool, an indoor pool and buffet.
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.