Pittsfield Hotel Guide - Hotels with Pool in Pittsfield, Massachusetts

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Check availability on Pittsfield Hotels with Pool

Tonight
29 Jul - 30 Jul
Tomorrow
30 Jul - 31 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Pittsfield Hotels with Pool

Holiday Inn Express & Suites Pittsfield - Berkshires
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
10.0 out of 10, Exceptional, (4)
"The staff were all so friendly and helpful and the room and the hotel itself were very nice. Great location. Nice and clean, lovely
pool
, awesome coffee and a good breakfast. We will absolutely be back again next year to stay here. "
Jeannette
The price is €129
includes taxes & fees
31 Jul - 1 Aug
Holiday Inn Express & Suites Pittsfield - Berkshires
Berkshire Mountain Lodge
Relax by the rectangular pool surrounded by lounge chairs and lush greenery.

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (533)
"Generous sized rooms that were clean and reasonably equipped. decor was a bit dated but well maintained. The hot tub and
pool
were quite nice and the location was fairly central to activities in the Berkshires via car. Staff were friendly and check in a breeze. "
Kimberly
The price is €100
includes taxes & fees
17 Aug - 18 Aug
Berkshire Mountain Lodge
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Host meetings and events in style with a spacious conference room featuring large windows, polished floors, and elegant artwork.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (838)
"I've stayed here a few times and it's always been consistent. The staff are very pleasant and the rooms are a good size and very clean. There is a
pool
and a restaurant located inside the hotel. The area surrounding the hotel in the rare of the hotel isn't great, but not unsafe. Its a reasonably priced hotel, with decent amenities and nice staff."
Quanishia
The price is €123
includes taxes & fees
31 Jul - 1 Aug
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Inn
Relax by the serene pool surrounded by lush greenery and a tranquil atmosphere.

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (787)
"It was clean and recently refurbished. The
pool
was a nice relaxing asset after a long day. The continental breakfast was just coffee or tea. "
Ernest
The price is €89
includes taxes & fees
30 Jul - 31 Jul
Berkshire Inn
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)
"One night. Clean room. Kids enjoyed the hot tub and
pool
even though it’s not very large. Convenient location. "
Meaghan
The price is €198
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Lenox Pittsfield
Hotel Downstreet, Ascend Hotel Collection
Enjoy a lively swim in our indoor pool, featuring a vibrant mural and easy access via a ladder.

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1013)
"Very nice location in Downtown North Adam’s. MASS MOCA is within walking distance, but they have a great little gallery on the ground floor of the hotel too. The rooms are comfortable and hotel has modern amenities including work out room and
pool
. Always a joy to stay at the Downstreet. "
Derek
The price is €164
includes taxes & fees
3 Aug - 4 Aug
Hotel Downstreet, Ascend Hotel Collection
The Porches Inn at Mass MoCA
Relax by the serene pool surrounded by lounge chairs and umbrellas.

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (398)
"Always a treat to stay at Porches and walk to Mass MOCA. Made sure to enjoy the heated
pool
in March."
Daniel
The price is €227
includes taxes & fees
18 Aug - 19 Aug
The Porches Inn at Mass MoCA
Deluxe Queen Room with 2 Queen Beds
Guest rooms lead to a covered walkway with a tiled floor.

Deluxe Queen Room with 2 Queen Beds

2.0 star property
2.0 out of 10, (2)
"The chemical smell in the room was overwhelming. There was no personal contact We called the number provided and was told We would get a full refund."
Joseph s.
The price is €128
includes taxes & fees
10 Aug - 11 Aug
Deluxe Queen Room with 2 Queen Beds
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, (395)
"Nice quiet place with friendly people. We were allowed to use
pool
before our check in time. "
Lillian
The price is €105
includes taxes & fees
18 Aug - 19 Aug
Sunset Inn
Devonfield Inn B&B
Enjoy a romantic meal for two on this serene patio, surrounded by lush greenery and a beautiful view.

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Christopher
Devonfield Inn B&B
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.

Top Pittsfield Hotel Reviews

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"The property has a very distinct look. It’s not commercialized and rather like a renovated Victorian style and feel which was beautiful. The sitting area in the lobby has a fireplace. I’m not sure if it is a wood burning fireplace or electric. Our room was clean and cozy. The pool was clean the gym was clean/average hotel gym. Ample parking. Dunkin’ Donuts and a gas station was a divider away which I appreciated and was very convenient. I would love to return in the fall and winter time to see how they jazz up the lobby and if the fireplace is on! "
Christina 1-night trip
Posted 2 days ago
Comfort Inn & Suites East Greenbush - Albany

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?
Holiday Inn & Suites Pittsfield-Berkshires by IHG: Features a health club, an indoor pool and complimentary high-speed (wired) Internet access. Best Western Plus Berkshire Hills Inn & Suites: Features free self parking, an indoor pool and complimentary wireless Internet access. FairBridge Inn Express: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Berkshire Mountain Lodge: Offers a snack bar/deli, a pool and complimentary high-speed (wired) Internet access. Hotel On North: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access.
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?
Make a point to visit attractions such as Housatonic River and Berkshire Museum. During your stay, visit sights such as Colonial Theater, Barrington Stage Company and Bousquet Ski Area. 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.