Pittsfield Hotel Guide - Hotels with Pool in Pittsfield, Massachusetts

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Check availability on Pittsfield Hotels with Pool

Tonight
23 Feb - 24 Feb
Tomorrow
24 Feb - 25 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

Our top choices for Pittsfield hotels with a pool

Indoor pool

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (862 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is €127
includes taxes & fees
25 Feb - 26 Feb
Berkshire Mountain Lodge
Indoor pool

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, (1,002 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is €98
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (83 reviews)
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
United States
Laura Pearson
The price is €125
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Indoor pool

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (667 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is €129
includes taxes & fees
8 Mar - 9 Mar
Hilton Garden Inn Lenox Pittsfield
Seasonal outdoor pool

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (844 reviews)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is €85
includes taxes & fees
2 Mar - 3 Mar
Berkshire Inn
Indoor pool

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (19 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is €132
includes taxes & fees
5 Mar - 6 Mar
Element Lenox Berkshires
Indoor pool

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (739 reviews)
"Great property, very accommodating. "
United States
Shanice
The price is €98
includes taxes & fees
17 Mar - 18 Mar
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (596 reviews)
"Cute place"
United States
Lisa
The price is €94
includes taxes & fees
26 Feb - 27 Feb
Maple Terrace Motel
Outdoor spa tub

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,261 reviews)
"Excellent location and terrific space and amenities."
United States
Michelle
The price is €108
includes taxes & fees
25 Feb - 26 Feb
Vacation Village in the Berkshires
Indoor pool, seasonal outdoor pool, pool loungers

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,017 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is €88
includes taxes & fees
5 Mar - 6 Mar
The Yankee, Trademark Collection by Wyndham
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.
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Choose what matters most at hotels with a pool in Pittsfield

Breakfast included
Hot tub

Top Pittsfield Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Clean room, breakfast was good👍"
Antonina 1-night trip
Posted 7 hours ago
The Yankee, Trademark Collection by Wyndham

Frequently asked questions

What are some accommodation options with pools in Pittsfield?
Berkshire Mountain Lodge: Features free self parking, an indoor pool and complimentary wireless Internet access. Holiday Inn & Suites Pittsfield-Berkshires by IHG: Offers a health club, an indoor pool and complimentary high-speed (wired) Internet access. Hotel On North: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Best Western Plus Berkshire Hills Inn & Suites: Features a snack bar/deli, a pool and complimentary high-speed (wired) Internet access. Holiday Inn Express & Suites Pittsfield - Berkshires by IHG: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access.
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, Bousquet Ski Area and Hancock Shaker Village. 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.