Hotels with Swimming Pools in Pittsfield

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Check availability on Pittsfield Hotels with Swimming Pools

Top Hotels with Swimming Pools in Pittsfield

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (792)
"Walking distance from the Colonial Theater, lots of dining options, good breakfast, comfortable bed, clean room, clean hotel."
The price is S$156
includes taxes & fees
19 Jun - 20 Jun
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Inn
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (770)
"The motel was nicely done and clean. The beds were comfortable "
The price is S$130
includes taxes & fees
16 Jun - 17 Jun
Berkshire Inn
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (634)
"A bit pricey for the area and the elevator on my floor was out of order, but overall, it was a great stay."
The price is S$268
includes taxes & fees
22 Jun - 23 Jun
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's it like visiting Pittsfield?
If laying by the pool is your idea of the perfect getaway, you may want to consider historic Pittsfield, which offers 7 places to stay with pools. During your trip, you can explore sights such as Jiminy Peak Mountain Resort and Norman Rockwell Museum, and then take it easy poolside at one of the accommodation options in Pittsfield that guests like for their pools.
What are some accommodation options with pools in Pittsfield?
Best Western Plus Berkshire Hills Inn & Suites: Offers a health club, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn & Suites Pittsfield-Berkshires by IHG: Provides free self parking, an indoor pool and complimentary wireless Internet access. Berkshire Mountain Lodge: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Hotel On North: Provides a snack bar/deli, a pool and complimentary high-speed (wired) Internet access. Berkshire Inn: Offers buffet, an indoor pool and free self parking.
How many pool hotels will I be able to find in Pittsfield?
Expedia has 7 hotels in Pittsfield for your poolside break.
What is there to see and do in Pittsfield?
Surround yourself with nature at Housatonic River and Canoe Meadows Wildlife Sanctuary. During your stay, visit sights such as Berkshire Museum, Colonial Theater and Barrington Stage Company. The sporting events and theatre scene are just some of the things to enjoy while you’re in the area.
When is the best time to book a hotel with a pool in Pittsfield?
Taking the local weather in Pittsfield 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 Pittsfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What's the best way to travel around Pittsfield?
Knowing the transportation options in Pittsfield can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Pittsfield Intermodal Transportation Center or Pittsfield Station. Pittsfield might not have very many public transport options, so consider a car rental to maximise your time.