Pittsfield Holidays
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Top hotels in Pittsfield
Peek'n Peak Resort Trademark Collection by Wyndham
1405 Olde Road Clymer NY
Fully refundableReserve now, pay when you stay
The price is S$148 per night from 1 Feb to 2 Feb
S$148
1 Feb - 2 Feb
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Early check in Late check out ******
Reviewed on 13 Jan, 2026
Chautauqua Harbor Hotel - Jamestown
10 Dunham Ave Celoron NY
Fully refundableReserve now, pay when you stay
The price is S$156 per night from 3 Feb to 4 Feb
S$156
3 Feb - 4 Feb
includes taxes & fees
9.6/10 Exceptional! (1,001 reviews)
The restaurant was great and the bar had great choices.
Reviewed on 8 Jan, 2026
La Quinta Inn & Suites by Wyndham Jamestown
200 W 3rd St Jamestown NY
Fully refundableReserve now, pay when you stay
The price is S$114 per night from 1 Feb to 2 Feb
S$114
1 Feb - 2 Feb
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
Breakfast was good. The staff were great we had 11 kids. They were so nice although pur group was veey loud.
Reviewed on 17 Jan, 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.
