Pittsfield Vacation Packages

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Pittsfield Hotel Deals

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
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Mar 19 to Mar 20
CA $99
CA $153 total
Mar 19 - Mar 20
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Clean, polite staff, good restaurants. It was a little on the noisy side in the morning however

Reviewed on Feb 15, 2026

Peek'n Peak Resort Trademark Collection by Wyndham
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 CA $114 per night from Mar 19 to Mar 20
CA $114
CA $129 total
Mar 19 - Mar 20
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
Room was cleaned. Was an overall good stay.

Reviewed on Feb 15, 2026

La Quinta Inn & Suites by Wyndham Jamestown
Chautauqua Harbor Hotel - Jamestown

Chautauqua Harbor Hotel - Jamestown

3.5 out of 5
10 Dunham Ave Celoron NY
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Feb 22 to Feb 23
CA $150
CA $169 total
Feb 22 - Feb 23
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
Easy check-in and beautiful room. We did not expect the beautiful view that came with the room!! 5 Stars!!

Reviewed on Feb 2, 2026

Chautauqua Harbor Hotel - Jamestown
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.