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Jul 21 - Jul 22
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Jul 22 - Jul 23
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Jul 25 - Jul 27
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Compare 428 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Rest Stop 6 Inn
Stroll through the beautifully maintained garden, featuring a variety of plants and shrubs in raised beds.

Rest Stop 6 Inn

2.5 star property
8.8 out of 10, Excellent, (139)
"One of the best motels I have ever stayed in, the host JR was amazing. He was so nice and helpful, greeted us as soon as we got there, gave us a tour, and told us where all the good restaurants and stores were located. It was a very safe and comfortable place to stay!"
The price is ￥8,705
￥9,663 total
includes taxes & fees
Aug 3 - Aug 4
Rest Stop 6 Inn
Days Inn by Wyndham Warren
Relax by the pool with comfortable lounge chairs and easy access via the ladder.

Days Inn by Wyndham Warren

3.0 star property
7.0 out of 10, Good, (1003)
"The hot water could have been hotter."
The price is ￥10,228
￥11,354 total
includes taxes & fees
Jul 24 - Jul 25
Days Inn by Wyndham Warren
Quality Inn & Suites
Two large beds with dark headboards and white bedding, a desk, and a window with curtains.

Quality Inn & Suites

2.5 star property
7.2 out of 10, Good, (396)
"My stay was overall great! I will continue to use Quality Inn for my stays. "
The price is ￥10,713
￥11,892 total
includes taxes & fees
Jul 28 - Jul 29
Quality Inn & Suites
Quality Inn Falconer - Jamestown
Welcome to the Quality Inn lobby, featuring a reception desk, staircase, and cozy seating area.

Quality Inn Falconer - Jamestown

2.5 star property
7.8 out of 10, Good, (1003)
"waffles or WAFFLES for breakfast NO OTHER CHOICES"
The price is ￥13,914
￥15,724 total
includes taxes & fees
Jul 23 - Jul 24
Quality Inn Falconer - Jamestown
La Quinta Inn & Suites by Wyndham Jamestown
La Quinta hotel features a modern exterior with a prominent sign and flat facade.

La Quinta Inn & Suites by Wyndham Jamestown

3.0 star property
8.4 out of 10, Very Good, (1008)
"Location is close to many museums and attractions. "
The price is ￥16,949
￥19,154 total
includes taxes & fees
Jul 22 - Jul 23
La Quinta Inn & Suites by Wyndham Jamestown
Peek'n Peak Resort Trademark Collection by Wyndham
Traditional Tudor-style building with stone tower and steeply pitched roofs, set amidst beautifully maintained gardens.

Peek'n Peak Resort Trademark Collection by Wyndham

3.5 star property
8.6 out of 10, Excellent, (929)
"Came for the holiday weekend and the weather and pool couldn’t have been better"
The price is ￥11,344
￥17,282 total
includes taxes & fees
Aug 3 - Aug 4
Peek'n Peak Resort Trademark Collection by Wyndham
Cobblestone Inn & Suites - Corry
Two large beds with green and white bedding, a desk, and a flat-screen TV.

Cobblestone Inn & Suites - Corry

2.5 star property
9.2 out of 10, Wonderful, (453)
"It is a very nice quiet place to stay."
The price is ￥20,832
￥23,540 total
includes taxes & fees
Jul 22 - Jul 23
Cobblestone Inn & Suites - Corry
Holiday Inn Express & Suites Jamestown by IHG
Indulge in a variety of international dishes at our buffet, featuring cheese omelets and sausages.

Holiday Inn Express & Suites Jamestown by IHG

2.5 star property
9.2 out of 10, Wonderful, (740)
"Great place to stay"
The price is ￥22,470
￥25,392 total
includes taxes & fees
Aug 17 - Aug 18
Holiday Inn Express & Suites Jamestown by IHG
Clarion Pointe Jamestown - Falconer
Enjoy a convenient food service area with a counter, digital menu display, and clear partition.

Clarion Pointe Jamestown - Falconer

2.5 star property
8.0 out of 10, Very Good, (903)
"It was a nice place for a quick stay"
The price is ￥19,286
￥21,794 total
includes taxes & fees
Aug 4 - Aug 5
Clarion Pointe Jamestown - Falconer
Hazeltine Boutique Hotel BnB
Classic architecture meets elegant entrance, surrounded by beautifully maintained gardens.

Hazeltine Boutique Hotel BnB

2.0 star property
10.0 out of 10, Exceptional, (74)
"Beautiful mansion, good price, good service"
Hazeltine Boutique Hotel BnB
DoubleTree by Hilton Jamestown
Welcome to our hotel, where friendly staff are available to assist you at two reception desks, each equipped with digital screens and a sign displaying our name.

DoubleTree by Hilton Jamestown

4.0 star property
8.8 out of 10, Excellent, (870)
"Close to attractions."
The price is ￥28,966
￥32,730 total
includes taxes & fees
Jul 28 - Jul 29
DoubleTree by Hilton Jamestown
Hampton Inn & Suites Jamestown
Enjoy meals in this stylish dining area with a large table and comfortable seating.

Hampton Inn & Suites Jamestown

2.5 star property
9.2 out of 10, Wonderful, (842)
"Hotel was nice and clean. Breakfast area good! Some areas of town around it not so good!"
The price is ￥29,330
￥33,142 total
includes taxes & fees
Aug 17 - Aug 18
Hampton Inn & Suites Jamestown
Chautauqua Harbor Hotel - Jamestown
Experience the hotel's elegant entrance, featuring a covered patio area and beautifully manicured grounds.

Chautauqua Harbor Hotel - Jamestown

3.5 star property
9.6 out of 10, Exceptional, (1002)
"Comfortable and Quiet, beautiful location, staff very helpful."
The price is ￥34,025
￥38,449 total
includes taxes & fees
Jul 27 - Jul 28
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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Learn more about Pittsfield

Check out the local area in Pittsfield—home to attractions like Anders Run Natural Area and Cornplanter State Forest.

See all hotels in Pittsfield

Top Pittsfield Hotel Reviews

Peek'n Peak Resort Trademark Collection by Wyndham

Peek'n Peak Resort Trademark Collection by Wyndham

10/10 Excellent
"I took my girlfriend there for her birthday. We had a great time.Should I bI took my girlfriend there for her birthday. We had a great time. Sat by the pool relaxed. Then went to a margaritaville theme party outside, very, very nice, cool Good music. This staff is very nice, very courteous. Helpful You couldn't ask for a better weekend. I want to thank everybody at peek and peek.For your great hospitality, we'll be back again"
Scott 1-night trip
Posted 2 days ago
Peek'n Peak Resort Trademark Collection by Wyndham

Frequently asked questions

What's the best place to stay in Pittsfield?

Peek'n Peak Resort Trademark Collection by Wyndham, located 24 mi (38.6 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 La Quinta Inn & Suites by Wyndham Jamestown and Clarion Pointe Jamestown - Falconer. See all available top hotels, or vacation rentals in Pittsfield.

What are some of the best vacation rentals that Pittsfield has to offer?

Eagle's Peak Cottage: You might want to consider this vacation home rental near Pittsfield, which offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind. See all 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.

Where can I learn more about changing or cancelling my trip to Pittsfield?

For more information about rescheduling or cancelling your trip to Pittsfield, click here.

What are some hotels with pools in Pittsfield?

Peek'n Peak Resort Trademark Collection by Wyndham: 3.5-star resort, 1-minute walk from Peek'n Peak Ski Resort. Offers a seasonal outdoor pool, an indoor pool, and 10 restaurants. La Quinta Inn & Suites by Wyndham Jamestown and DoubleTree by Hilton Jamestown are two additional hotels that offer an onsite pool. View all hotels with pools 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 Warren County Historical Society and Chapman State Park 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.