Pittsfield Packages (Flight + Hotel)
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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 ฿3,403 per night from 4 Jan to 5 Jan
฿3,403
฿4,776 total
4 Jan - 5 Jan 2026
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Cleanliness, amenities; pool, AA na, hot tub b, skiing
Reviewed on 24 Dec 2025
La Quinta Inn & Suites by Wyndham Jamestown
200 W 3rd St Jamestown NY
Fully refundableReserve now, pay when you stay
The price is ฿2,559 per night from 1 Jan to 2 Jan
฿2,559
฿2,892 total
1 Jan - 2 Jan 2026
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
Clean rooms, staff was nice gave us a room that was located to a quiet floor , they have kids staying that night. Breakfast was good .
Reviewed on 15 Dec 2025
Hampton Inn & Suites Jamestown
4 W Oak Hill Rd Jamestown NY
Fully refundableReserve now, pay when you stay
The price is ฿3,028 per night from 4 Jan to 5 Jan
฿3,028
฿3,422 total
4 Jan - 5 Jan 2026
includes taxes & fees
9/10 Wonderful! (901 reviews)
Good room and hotel, but the pillows are terrible.
Reviewed on 22 Dec 2025
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.
