Search Hotels with Pool in Pittsfield

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Check availability on Pittsfield Hotels with Pool

Top Pittsfield Hotels with Pool

Our top choices for Pittsfield hotels with a pool

Huttopia Berkshires
Outdoor pool

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (3)
"Perfect place for a relaxing getaway! We loved everything! "
The price is 2.584.554 ₫
2.886.947 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Huttopia Berkshires
Element Lenox Berkshires
Indoor pool

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is 4.008.696 ₫
4.477.713 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Element Lenox Berkshires
Berkshire Mountain Lodge
Indoor pool

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (584)
"Amazing place to stay. Can’t wait to go again. "
The price is 1.735.079 ₫
2.527.257 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Berkshire Mountain Lodge
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (20)
"Really enjoyed my stay here, definitely need a car to get around"
The price is 3.564.311 ₫
3.981.336 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (786)
"My stay was perfect. I can't wait to stay there again. "
The price is 2.083.467 ₫
2.327.154 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Howard Johnson by Wyndham Lenox
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Meeting facility

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (863)
"Consistently a clean room with welcoming staff."
The price is 2.874.657 ₫
3.210.992 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Inn
1 bedroom, desk, iron/ironing board, free WiFi

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (799)
"This is a very convenient motel -- it is easy to get to, has a nice pool, quiet area, comfortable room, "
The price is 2.373.306 ₫
2.651.014 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Berkshire Inn
Hilton Garden Inn Lenox Pittsfield
Indoor pool

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (640)
"It’s a three star hotel charging 5 star prices. They should include free breakfast."
The price is 3.773.449 ₫
4.214.933 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Lenox Pittsfield
Hotel Downstreet, Ascend Hotel Collection
Indoor pool, open 6:00 AM to 10 PM, pool loungers

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1002)
"Great location!"
The price is 3.796.526 ₫
4.240.720 ₫ total
includes taxes & fees
22 Sept - 23 Sept
Hotel Downstreet, Ascend Hotel Collection
The Springs Motel
Seasonal outdoor pool

The Springs Motel

2.0 star property
9.2 out of 10, Wonderful, (61)
"I was pleasantly surprised to find this gem in the middle of town. Relatively inexpensive for the area. Clean rooms and property. Nice staff. Beautiful pool. Would definitely recommend "
The price is 3.495.235 ₫
3.834.272 ₫ total
includes taxes & fees
22 Sept - 23 Sept
The Springs Motel
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

Frequently asked questions

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.