Hotels with a Pool in Pittsfield, MA

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Jul 31 - Aug 1
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Featured Pittsfield Hotels with Pool

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Free Cancellation
$129 nightly
The price is $144 total per night
$144 total
Aug 17 - Aug 18
Total includes taxes and fees
Guests of Holiday Inn & Suites Pittsfield-Berkshires by IHG have access to an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, tours or tickets, and luggage storage. Additional amenities include a conference center, a 24-hour business center, and a computer station.
Pool
Pet friendly
Berkshire Inn

Berkshire Inn

2 out of 5
150 W Housatonic St, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $112 total per night
$112 total
Aug 3 - Aug 4
Total includes taxes and fees
Guests of Berkshire Inn enjoy free WiFi in public areas, a seasonal outdoor pool, and a picnic area. You can put free parking to good use if you drive. The 24-hour front desk has staff always at the ready. This smoke-free motel also has a TV in a common area.
Pool
Parking included
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

3 out of 5
1032 South Street, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$206 nightly
The price is $230 total per night
$230 total
Aug 17 - Aug 18
Total includes taxes and fees
At Hilton Garden Inn Lenox Pittsfield, guests enjoy an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include a terrace, laundry facilities, and a banquet hall.
Pool
Pet friendly
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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.

Pittsfield hotels essential information

Accommodation
1,360 hotels
Lowest Price
$112
Highest Price
$230
Popular hotels
Holiday Inn & Suites Pittsfield-Berkshires by IHG, Berkshire Inn, Hilton Garden Inn Lenox Pittsfield

Recent Hotels with Pool Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

5/5 Excellent
"The Berkshire Mountain Lodge is amazing! The layout of the hotel is designed to be walkable woth elevators conveniently located. The staff are friendly and helpful. The condo room is spectacular 👌. I enjoyed the convenience of a full kitchen and dining area, Great for entertaining. The room decor is relaxing and refreshing. The large flat-screen TV in the living area made watching movies enjoyable. The separate bedroom with king size bed was so comfortable. I loved the Olympic soze swimming 🏊‍♂️ pool. Thank you for an exceptional stay! "
A verified traveler stayed at Berkshire Mountain Lodge
Posted 1 day ago
Berkshire Mountain Lodge

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