Pittsfield Holidays
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Top hotels in Pittsfield
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is S$232 per night from 23 Jul to 24 Jul
S$232
23 Jul - 24 Jul
includes taxes & fees
9/10 Wonderful! (997 reviews)
"Property very well maintained, everything you would need for an extended stay, we stayed one night for a show at Tanglewood(20” away) The rooms have microwave, fridge, dishes, dishwasher,etc. everything you would need to eat in. Also pool, hot tub, exercise and movies at night in a great room. Helpful ..."
Reviewed on 21 Jun, 2026
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
The price is S$247 per night from 6 Jul to 7 Jul
S$247
6 Jul - 7 Jul
includes taxes & fees
9.4/10 Exceptional! (112 reviews)
"I was so happy with our stay! Everyone was so helpful and nice. The hotel is new and beautiful. I didn’t want to leave!!"
Reviewed on 22 Jun, 2026
Hotel On North
297 North Street Pittsfield MA
The price is S$360 per night from 7 Jul to 8 Jul
S$360
7 Jul - 8 Jul
includes taxes & fees
9.6/10 Exceptional! (868 reviews)
"The whole experience was great. Staff excellent."
Reviewed on 16 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.
