Compare Ski Hotels in Pittsfield

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Featured Pittsfield Ski Hotels

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundable
The price is NZ$180 per night from 25 Dec to 26 Dec
NZ$180
25 Dec - 26 Dec
includes taxes & fees
Stay at this business-friendly hotel in Pittsfield. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Inn

Berkshire Inn

2 out of 5
150 W Housatonic St Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$166 per night from 22 Jan to 23 Jan
NZ$166
22 Jan - 23 Jan 2026
includes taxes & fees
Stay at this motel in Pittsfield. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Opens in a new windowBerkshire Inn
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

3 out of 5
1032 South Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$246 per night from 23 Jan to 24 Jan
NZ$246
23 Jan - 24 Jan 2026
includes taxes & fees
Stay at this hotel in Pittsfield. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowHilton Garden Inn Lenox Pittsfield
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Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St Pittsfield MA
Fully refundable
The price is NZ$147 per night from 14 Jan to 15 Jan
NZ$147
14 Jan - 15 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowBest Western Plus Berkshire Hills Inn & Suites
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
The price is NZ$181 per night from 18 Jan to 19 Jan
NZ$181
18 Jan - 19 Jan 2026
includes taxes & fees
Stay at this guesthouse in Pittsfield. Enjoy free Wi-Fi, free parking and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum are located ...
Opens in a new windowThe Central Downtown Inn & Suites
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$154 per night from 17 Jan to 18 Jan
NZ$154
17 Jan - 18 Jan 2026
includes taxes & fees
Stay at this business-friendly motel in Pittsfield. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
Opens in a new windowFairBridge Inn Express
Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$287 per night from 19 Jan to 20 Jan
NZ$287
19 Jan - 20 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Pittsfield. Enjoy free Wi-Fi, free parking and room service. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowHotel On North
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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
1,336 hotels
Lowest Price
NZ$147
Highest Price
NZ$287
Popular hotels
Holiday Inn & Suites Pittsfield-Berkshires by IHG, Berkshire Inn, Hilton Garden Inn Lenox Pittsfield, Best Western Plus Berkshire Hills Inn & Suites, The Central Downtown Inn & Suites, FairBridge Inn Express, Hotel On North

Most recent Pittsfield hotel reviews

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
lastminute.co.nz Verified Review
5 / 5
Extremely impressed by this hotel. The staff was very friendly and professional. The rooms were so comfortable and high quality everything! Check in and check out was easy. Highly recommend!
A verified traveller stayed at Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Posted 19 hours ago
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

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