Book Cheap Hotels in Pittsfield
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Most frequently booked Pittsfield hotels

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free cancellation
Reserve now, pay when you stay
4.09 km from city centre
The price is CA $121 per night
CA $121
CA $166 total
May 3 - May 4
includes taxes & fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Free cancellation
0.11 km from city centre
The price is CA $160 per night
CA $160
CA $179 total
Apr 7 - Apr 8
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.
Pool
Pet-friendly

Hotel On North
297 North Street Pittsfield MA
Free cancellation
Reserve now, pay when you stay
0.48 km from city centre
The price is CA $207 per night
CA $207
CA $231 total
Apr 8 - Apr 9
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Barrington Stage Company and Lichtenstein Center for the Arts are located nearby.
Pet-friendly
Parking included

Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
Free cancellation
Reserve now, pay when you stay
5.01 km from city centre
The price is CA $171 per night
CA $171
CA $191 total
Apr 4 - Apr 5
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Tracy Brook Wildlife Sanctuary are located nearby.
Breakfast included
Pet-friendly

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
1055 South Street Pittsfield MA
Free cancellation
4.63 km from city centre
The price is CA $164 per night
CA $164
CA $183 total
Apr 7 - Apr 8
includes taxes & fees
Stay at this hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub

Hilton Garden Inn Lenox Pittsfield
1032 South Street Pittsfield MA
Free cancellation
Reserve now, pay when you stay
4.57 km from city centre
The price is CA $177 per night
CA $177
CA $198 total
Apr 5 - Apr 6
includes taxes & fees
Stay at this hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Pet-friendly

Berkshire Inn
150 W Housatonic St Pittsfield MA
Free cancellation
Reserve now, pay when you stay
0.88 km from city centre
The price is CA $104 per night
CA $104
CA $116 total
May 3 - May 4
includes taxes & fees
Stay at this motel in Pittsfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Colonial Theater and Berkshire Museum are located nearby.
Pool
Parking included

The Central Downtown Inn & Suites
20 W Housatonic St. Pittsfield MA
0.33 km from city centre
The price is CA $151 per night
CA $151
CA $169 total
Apr 6 - Apr 7
includes taxes & fees
Stay at this guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum are located nearby.
Pet-friendly
Parking included

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Free cancellation
Reserve now, pay when you stay
13.3 km from city centre
The price is CA $144 per night
CA $144
CA $176 total
Apr 13 - Apr 14
includes taxes & fees
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Parking included
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 family friendly Pittsfield hotel deals

Hotel On North
297 North Street Pittsfield MA
The price is CA $207 per night from Apr 8 to Apr 9
CA $207
CA $231 total
Apr 8 - Apr 9
includes taxes & fees
9.6/10 Exceptional! (841 reviews)
Top cheap Pittsfield hotel deals

Berkshire Inn
150 W Housatonic St Pittsfield MA
The price is CA $104 per night from May 3 to May 4
CA $104
CA $116 total
May 3 - May 4
includes taxes & fees
7.8/10 Good! (850 reviews)
Top hotels in Pittsfield for Extended Stay

Suite 5 - Quiet and private accommodations in a country setting.
Spencertown NY
10/10 Exceptional! (1 review)
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 | 1,374 hotels |
|---|---|
Lowest Price | CA $110 |
Highest Price | CA $231 |
Popular hotels | Berkshire Mountain Lodge, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Hotel On North, Best Western Plus Berkshire Hills Inn & Suites, Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, Hilton Garden Inn Lenox Pittsfield, Berkshire Inn, The Central Downtown Inn & Suites, Vacation Village in the Berkshires |
Frequently asked questions
Recent Pittsfield hotel reviews by fellow wanderers

Vacation Village in the Berkshires
3 out of 5
Posted 8 hours ago
Travelocity Verified Review
"I recently stayed in a one bedroom suite at this villa property and unfortunately the experience was disappointing, especially for business travel.
When I booked the reservation, I expected the main amenities such as the clubhouse to be easily accessible. In reality, the clubhouse sits on top of a hill. While there is temporary parking directly in front of the entrance, the designated guest parking is located at the bottom of the hill. This means guests either have to walk up a steep hill or climb several flights of stairs to reach the clubhouse. This setup is very inconvenient, particularly in cold weather or when carrying items for activities like swimming.
I also experienced maintenance issues in the unit. I reported a clogged faucet and maintenance came to address it, but the problem was not actually fixed. Instead, the clog appeared to shift from one side of the sink to the other, eventually causing unpleasant debris to come back up through the drain, which was unsanitary and frustrating.
The location is also quite isolated with limited nearby restaurant or dining options. While the condominium setup may work for guests planning to cook, it is not ideal for business travelers who need convenience and easy access to food and services.
Overall, I would not recommend this property for corporate travel."
A verified traveller stayed at Vacation Village in the Berkshires
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