Pittsfield Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩234,741 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Pittsfield Vacation Packages

Pittsfield Hotel Deals

La Quinta Inn & Suites by Wyndham Jamestown

La Quinta Inn & Suites by Wyndham Jamestown

3 out of 5
200 W 3rd St Jamestown NY
Fully refundableReserve now, pay when you stay
The price is ₩122,846 per night from Nov 30 to Dec 1
₩122,846
₩138,816 total
Nov 30 - Dec 1
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
perfect!

Reviewed on Nov 23, 2025

La Quinta Inn & Suites by Wyndham Jamestown
Clarion Pointe Jamestown - Falconer

Clarion Pointe Jamestown - Falconer

2.5 out of 5
2800 North Main Street EXT Jamestown NY
Fully refundableReserve now, pay when you stay
The price is ₩119,453 per night from Dec 8 to Dec 9
₩119,453
₩134,982 total
Dec 8 - Dec 9
includes taxes & fees
8/10 Very Good! (974 reviews)
Our basic needs were met. Staff were courteous. Good “bang for the buck “.

Reviewed on Oct 28, 2025

Clarion Pointe Jamestown - Falconer
Peek'n Peak Resort Trademark Collection by Wyndham

Peek'n Peak Resort Trademark Collection by Wyndham

3.5 out of 5
1405 Olde Road Clymer NY
The price is ₩116,849 per night from Dec 11 to Dec 12
₩116,849
₩175,898 total
Dec 11 - Dec 12
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Great

Reviewed on Nov 12, 2025

Peek'n Peak Resort Trademark Collection by Wyndham
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.