Pittsfield Holidays
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Top hotels in Pittsfield
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is S$204 per night from 10 Jun to 11 Jun
S$204
10 Jun - 11 Jun
includes taxes & fees
9/10 Wonderful! (970 reviews)
"We have stayed at least four times at Berkshire Mountain Lodge, and enjoyed it every time. This last time we were a little disappointed as our room furniture condition was not great. The sofa had some rips and didn’t look in very great shape and the chair also had a couple of ribs in it. The standing ..."
Reviewed on 9 Jun, 2026
Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is S$243 per night from 10 Jun to 11 Jun
S$243
10 Jun - 11 Jun
includes taxes & fees
9.6/10 Exceptional! (863 reviews)
"Hotels Amazing stay here"
Reviewed on 29 May, 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
1055 South Street Pittsfield MA
Fully refundable
The price is S$195 per night from 14 Jun to 15 Jun
S$195
14 Jun - 15 Jun
includes taxes & fees
9.4/10 Exceptional! (101 reviews)
"I spilled an ENTIRE cup of cocoa I was making for my niece. The clerk on was a very kind, friendly young man named Paul. I have worked as a chef for 30 years, the cocoa went EVERYWHERE. He got a mop bucket , I started cleaning my mess up I just know what its like to walk into a mess!! Left by someone ..."
Reviewed on 1 Jun, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
