Search Hotels with Pool in Pittsfield

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Check availability on Pittsfield Hotels with Pool

Top Pittsfield Hotels with Pool

Berkshire Mountain Lodge
Indoor pool, pool loungers

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (563)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge
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, (859)
"Consistently a clean room with welcoming staff."
The price is 3.021.510 ₫
3.375.027 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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, (14)
"Really enjoyed my stay here, definitely need a car to get around"
The price is 3.997.589 ₫
4.465.306 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Berkshire Inn
Seasonal outdoor pool

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (794)
"good location....easy access to highlight destinations and downtown"
The price is 2.627.137 ₫
2.934.543 ₫ total
includes taxes & fees
17 Aug - 18 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, (639)
"It’s a three star hotel charging 5 star prices. They should include free breakfast."
The price is 4.173.888 ₫
4.662.322 ₫ total
includes taxes & fees
14 Sept - 15 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 3.774.260 ₫
4.215.849 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Hotel Downstreet, Ascend Hotel Collection
The Porches Inn at Mass MoCA
Outdoor pool

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (407)
"Very comfortable room that worked great for our family. "
The price is 4.667.576 ₫
5.800.644 ₫ total
includes taxes & fees
15 Sept - 16 Sept
The Porches Inn at Mass MoCA
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (400)
"No frills but it was a great stay!"
The price is 2.890.140 ₫
3.228.287 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Sunset Inn
Devonfield Inn B&B
Outdoor pool, pool loungers

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
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

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.
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.