Pittsfield Holiday Packages
Save when you book Pittsfield package deals
Top Pittsfield hotels
Peek'n Peak Resort Trademark Collection by Wyndham
1405 Olde Road Clymer NY
Fully refundableReserve now, pay when you stay
The price is AU$189 per night from 28 Sept to 29 Sept
AU$189
28 Sept - 29 Sept
includes taxes & fees
Peek'n Peak Resort Trademark Collection by Wyndham: Family-friendly resort with free WiFi and free parking. Located in the mountains.
"Stayed in the area for a wedding. Resort was convenient to the venue. Arrived after 8:00PM and checked out by 9:00AM. We didn’t have time to use the amenities. We would have stayed elsewhere if there were more options in the area, but it is limited unfortunately. Pricing is high for the quality of ..."
Reviewed on 27 Sept 2026
Charming Farmhouse on a working farm.
Pittsfield PA
The price is AU$270 per night from 28 Sept to 29 Sept
AU$270
28 Sept - 29 Sept
includes taxes & fees
Charming Farmhouse on a working farm.: Pet-friendly holiday home with WiFi and parking.
"N/A"
Reviewed on 15 Sept 2026
Chautauqua Harbor Hotel - Jamestown
10 Dunham Ave Celoron NY
Fully refundableReserve now, pay when you stay
The price is AU$245 per night from 4 Oct to 5 Oct
AU$245
4 Oct - 5 Oct
includes taxes & fees
Chautauqua Harbor Hotel - Jamestown: Business-friendly hotel with free WiFi and free parking. Guests love the pool!
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.
