Pittsfield Hotels from S$83

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
26 Jul - 27 Jul
Tomorrow
27 Jul - 28 Jul
Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Pittsfield hotels

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, (140)
"The owner/manager was very friendly and helpful. The room was clean and comfortable."
The price is S$83
includes taxes & fees
28 Jul - 29 Jul
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, (1009)
"Rooms are being beautifully renovated. So impressed with the upgrades! Was a little disappointed the continental breakfast was on pause due to the renovations and wish the pool was kept warm enough to enjoy. I have been coming to this hotel for 30+ years to visit family, and I’m so happy to see it being brought back to life. "
The price is S$98
includes taxes & fees
29 Jul - 30 Jul
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, (398)
"Staff was extremely helpful and knowledgeable"
The price is S$114
includes taxes & fees
28 Jul - 29 Jul
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, (1006)
"waffles or WAFFLES for breakfast NO OTHER CHOICES"
The price is S$140
includes taxes & fees
29 Jul - 30 Jul
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, (1023)
"We really enjoyed our stay the staff was wonderful "
The price is S$158
includes taxes & fees
27 Aug - 28 Aug
La Quinta Inn & Suites by Wyndham Jamestown
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, (907)
"It was a nice place for a quick stay"
The price is S$175
includes taxes & fees
30 Jul - 31 Jul
Clarion Pointe Jamestown - Falconer
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, (935)
"Came for the holiday weekend and the weather and pool couldn’t have been better"
The price is S$149
includes taxes & fees
3 Aug - 4 Aug
Peek'n Peak Resort Trademark Collection by Wyndham
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, (742)
"Great place to stay"
The price is S$207
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express & Suites Jamestown by IHG
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 S$203
includes taxes & fees
28 Jul - 29 Jul
Cobblestone Inn & Suites - Corry
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 S$285
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn & Suites Jamestown
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, (872)
"Close to attractions."
The price is S$282
includes taxes & fees
3 Aug - 4 Aug
DoubleTree by Hilton Jamestown
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
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, (1009)
"Comfortable and Quiet, beautiful location, staff very helpful."
The price is S$319
includes taxes & fees
24 Aug - 25 Aug
Chautauqua Harbor Hotel - Jamestown
The Spencer Hotel & Spa
Enjoy a delicious breakfast at this beautifully set table with eggs benedict, fresh fruit, and warm coffee.

The Spencer Hotel & Spa

2.5 star property
9.0 out of 10, Wonderful, (7)
"I would have to say Richard and LeAnn were wonderful! They did everything they could to accommodate me and make me feel welcome! The rooms are all so unique and the place is charming."
The price is S$319
includes taxes & fees
24 Aug - 25 Aug
The Spencer Hotel & Spa
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

Clarion Pointe Jamestown - Falconer

Clarion Pointe Jamestown - Falconer

10/10 Excellent
"Clean."
Annette S 1-night trip
Posted 3 days ago
Clarion Pointe Jamestown - Falconer

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 traveller data. Two other choices for your stay in 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.

If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?

Yes, you'll find most hotel room reservations are fully refundable if cancelled before the hotel’s cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you might still have the option 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 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 on-site pool. View all hotels with pools in Pittsfield.

What's it like staying in Pittsfield?

Visitors will definitely enjoy all that Pittsfield has to offer. In Pittsfield, there are 2 hotels and other accommodation options to choose from. Find out more about Pittsfield.

What is there to see in Pittsfield?

A couple of favourite places to visit are Anders Run Natural Area and Cornplanter State Forest. You'll also find Warren County Visitors Bureau and Warren County Historical Society in the area. Take a look at what more there is 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 temperature of 18°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Pittsfield are January, November, March and December, with each month seeing an average of 21 cm of snowfall.