
Pittsfield Packages (Flight + Hotel)
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Top hotels in Pittsfield

La Quinta Inn & Suites by Wyndham Jamestown
200 W 3rd St Jamestown NY
Fully refundableReserve now, pay when you stay
The price is ฿3,189 per night from 14 Jun to 15 Jun
฿3,189
฿3,603 total
14 Jun - 15 Jun
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"Nice selection at the breakfast and brought food out in a timely fashion to keep the hot items filled."
Reviewed on 1 Jun 2026

Chautauqua Harbor Hotel - Jamestown
10 Dunham Ave Celoron NY
Fully refundableReserve now, pay when you stay
The price is ฿7,708 per night from 18 Jun to 19 Jun
฿7,708
฿8,711 total
18 Jun - 19 Jun
includes taxes & fees
9.6/10 Exceptional! (1,004 reviews)
"This was a beautiful place to stay. The staff was very helpful and friendly. Would hightly recommend."
Reviewed on 1 Jun 2026

Peek'n Peak Resort Trademark Collection by Wyndham
1405 Olde Road Clymer NY
Fully refundableReserve now, pay when you stay
The price is ฿3,042 per night from 24 Jun to 25 Jun
฿3,042
฿4,413 total
24 Jun - 25 Jun
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Bartender at Bistro 210 was amazing, kitchen was closed and he shared his food with us"
Reviewed on 31 May 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.
