Pittsfield Hotels

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Dec 24 - Dec 25
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Dec 25 - Dec 26
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Dec 26 - Dec 28
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Our top choices for Pittsfield hotels

Exterior
Chautauqua Harbor Hotel - Jamestown

Chautauqua Harbor Hotel - Jamestown

Chautauqua Harbor Hotel - Jamestown
3.5 star property
Celoron
9.6 out of 10, Exceptional, (1001)
"Beautiful room, wonderful staff, excellent food and service. "
United States
Robert
The price is P5,940
P6,713 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Chautauqua Harbor Hotel - Jamestown
Premium bedding, pillowtop beds, in-room safe, desk
Cobblestone Inn & Suites - Corry

Cobblestone Inn & Suites - Corry

Cobblestone Inn & Suites - Corry
2.5 star property
Corry
9.2 out of 10, Wonderful, (470)
"Did not go to pool Comfortable room and stay"
United States
Melissa
The price is P5,813
P6,569 total
includes taxes & fees
Dec 25 - Dec 26
Cobblestone Inn & Suites - Corry
Lobby
La Quinta Inn & Suites by Wyndham Jamestown

La Quinta Inn & Suites by Wyndham Jamestown

La Quinta Inn & Suites by Wyndham Jamestown
3.0 star property
Jamestown
8.4 out of 10, Very Good, (1000)
"Nice hotel"
United States
Mason
The price is P4,842
P5,471 total
includes taxes & fees
Jan 1 - Jan 2, 2026
La Quinta Inn & Suites by Wyndham Jamestown
Lobby
Hampton Inn & Suites Jamestown

Hampton Inn & Suites Jamestown

Hampton Inn & Suites Jamestown
2.5 star property
Jamestown
9.2 out of 10, Wonderful, (901)
"Excellent stay."
United States
Laura
The price is P5,730
P6,475 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Hampton Inn & Suites Jamestown
Free daily buffet breakfast
Clarion Pointe Jamestown - Falconer

Clarion Pointe Jamestown - Falconer

Clarion Pointe Jamestown - Falconer
2.5 star property
Jamestown
8.0 out of 10, Very Good, (978)
"Reasonably priced and comfortable room."
United States
Joseph
The price is P4,857
P5,488 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Clarion Pointe Jamestown - Falconer
Lobby
DoubleTree by Hilton Jamestown

DoubleTree by Hilton Jamestown

DoubleTree by Hilton Jamestown
4.0 star property
Jamestown
8.8 out of 10, Excellent, (922)
"Clean, comfortable, and nice staff."
United States
Julie
The price is P5,697
P6,437 total
includes taxes & fees
Jan 19 - Jan 20, 2026
DoubleTree by Hilton Jamestown
Garden
Rest Stop 6 Inn

Rest Stop 6 Inn

Rest Stop 6 Inn
2.5 star property
Tiona
8.8 out of 10, Excellent, (160)
"It was the cutest pet friendly motel we ever stayed at. Loved it. "
United States
Deborah
The price is P3,435
P3,813 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Rest Stop 6 Inn
Desk, free cribs/infant beds, free WiFi, bed sheets
Quality Inn & Suites Warren

Quality Inn & Suites Warren

Quality Inn & Suites Warren
2.5 star property
Warren
7.0 out of 10, Good, (456)
"Place is great "
United States
Gauge
The price is P4,016
P4,458 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Quality Inn & Suites Warren
Front of property
Peek'n Peak Resort Trademark Collection by Wyndham

Peek'n Peak Resort Trademark Collection by Wyndham

Peek'n Peak Resort Trademark Collection by Wyndham
3.5 star property
Clymer
8.6 out of 10, Excellent, (1000)
"Loved everything about this resort!! Highly reccomend to families! "
Canada
jennifer
The price is P4,941
P7,345 total
includes taxes & fees
Dec 25 - Dec 26
Peek'n Peak Resort Trademark Collection by Wyndham
Free daily continental breakfast
Holiday Inn Express & Suites Jamestown by IHG

Holiday Inn Express & Suites Jamestown by IHG

Holiday Inn Express & Suites Jamestown by IHG
2.5 star property
Jamestown
9.2 out of 10, Wonderful, (793)
"Was great stay and the bfast was excellent "
United States
Deborah
The price is P5,931
P6,702 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Holiday Inn Express & Suites Jamestown by IHG
Lobby sitting area
Days Inn by Wyndham Warren

Days Inn by Wyndham Warren

Days Inn by Wyndham Warren
3.0 star property
Warren
6.8 out of 10, (1001)
"Nice place for the price. Bar was great and so was the food!"
United States
Dawn
The price is P3,850
P4,273 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Days Inn by Wyndham Warren
Exterior
Hazeltine Boutique Hotel BnB

Hazeltine Boutique Hotel BnB

Hazeltine Boutique Hotel BnB
2.0 star property
Warren
10.0 out of 10, Exceptional, (86)
"Excellent property, love the old wood work. "
United States
Louis
Hazeltine Boutique Hotel BnB
View from room
The Oaks B&B Hotel and Spiritual Center

The Oaks B&B Hotel and Spiritual Center

The Oaks B&B Hotel and Spiritual Center
2.0 star property
Jamestown
7.8 out of 10, Good, (7)
"We had a wonderful experience. We booked online last minute and felt very welcomed. The bed was super comfy the house was extremely quiet and the bathroom had everything we needed. We enjoyed a great breakfast before we left the next day. Would definitely stay here again. "
United States
Gwen
The price is P9,924
P11,214 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Oaks B&B Hotel and Spiritual Center
Free daily cooked-to-order breakfast
The Spencer Hotel & Spa

The Spencer Hotel & Spa

The Spencer Hotel & Spa
2.5 star property
Mayville
8.0 out of 10, Very Good, (16)
"This was a charming property on the Chautauqua Institute grounds. It was extremely convenient and the staff went out of their way to make sure guests were comfortable and well cared for."
United States
Ruth
The price is P12,631
P14,273 total
includes taxes & fees
Dec 25 - Dec 26
The Spencer Hotel & Spa
Lobby
Quality Inn Falconer - Jamestown

Quality Inn Falconer - Jamestown

Quality Inn Falconer - Jamestown
2.5 star property
Falconer
7.6 out of 10, Good, (1001)
"WiFi & amenities "
Canada
evangelos
The price is P4,680
P5,288 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Quality Inn Falconer - 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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Top Pittsfield Hotel Reviews

Holiday Inn Express & Suites Jamestown by IHG

Holiday Inn Express & Suites Jamestown by IHG

10/10 Excellent
"Clean"
Brandi 1-night trip
Posted 10 days ago
Holiday Inn Express & Suites Jamestown by IHG

More cheap stays in Pittsfield

Quality Inn & Suites Warren

Quality Inn & Suites Warren

204 Struthers Street Warren PA
The price is P4,016 per night from Jan 18 to Jan 19
P4,016
P4,458 total
Jan 18 - Jan 19, 2026
includes taxes & fees
6.8/10 (455 reviews)

Frequently asked questions

What's the best place to stay in Pittsfield?
Peek'n Peak Resort Trademark Collection by Wyndham, located 4.8 mi (7.7 km) from the heart of Pittsfield, is a top choice for your stay based on our traveler data. Two other choices for your trip to the area are Days Inn by Wyndham Warren and La Quinta Inn & Suites by Wyndham Jamestown. See all available top hotels, or vacation rentals in Pittsfield.
If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?
Yes, you'll find most room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.
What's it like staying in Pittsfield?
Visitors are sure to enjoy all that Pittsfield has to offer. In Pittsfield, there are 2 hotels and other accommodations to choose from. Find out more about Pittsfield.
What should I do while I'm visiting Pittsfield?
A couple of favorite places to visit are Anders Run Natural Area and Cornplanter State Forest. You'll also find Chapman State Park and Warren Commons in the area. Check out what more to see and do in Expedia's Pittsfield guide.
What's the seasonal weather like in Pittsfield?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Pittsfield are January, November, March, and December, with each month seeing an average of 8 inches of snowfall.

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