Title: Browse the Best Pittsfield Resorts from CA $197 | Expedia.ca [Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d553248635975875351.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d553248635975875351.Travel-Guide-VacationRentals)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d553248635975875351.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d553248635975875351.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Resort Hotels in Pittsfield from CA $197 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Pittsfield Resorts ![Front of property](https://images.trvl-media.com/lodging/6000000/5270000/5261700/5261672/b2139787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, sun loungers](https://images.trvl-media.com/lodging/6000000/5270000/5261700/5261672/30e26b66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5270000/5261700/5261672/ff28b7f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/6000000/5270000/5261700/5261672/220ad0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peek'n Peak Resort Trademark Collection by Wyndham Clymer 8.6/10 Excellent (995) "Beautiful location, and a relaxed atmosphere" CA $137 CA $197 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Jamestown-Hotels-Peekn-Peak-Resort-Trademark-Collection-By-Wyndham.h5261672.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-30&endDate=2025-10-31®ionId=553248635975875351&adults=2&lodging=HOTEL_RESORT&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Resort-Hotels.d553248635975875351-aaResortHotels.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Resort-Hotels.d553248635975875351-aaResortHotels.Travel-Guide-Accommodation) ## Top Pittsfield Hotel Reviews ![Secluded Chautauqua Lake House, private dock & beach, short stroll to town!](//images.trvl-media.com/lodging/65000000/65000000/64995600/64995546/038ceb78_y.jpg) ### Secluded Chautauqua Lake House, private dock & beach, short stroll to town! 10/10 Excellent "We always have a great stay here!" [](https://expedia.ca/Jamestown-Hotels-100-Feet-Lakefront-Secluded-Resort-Property.h64995546.Hotel-Information) ![DoubleTree by Hilton Jamestown](//images.trvl-media.com/lodging/1000000/20000/11500/11426/8fd588ff_y.jpg) ### DoubleTree by Hilton Jamestown 10/10 Excellent "Very friendly staff, easy parking, clean hotel, Lucy Museum within walking distance, safe area," [](https://expedia.ca/Jamestown-Hotels-DoubleTree-By-Hilton-Jamestown.h11426.Hotel-Information) ![Hampton Inn & Suites Jamestown](//images.trvl-media.com/lodging/2000000/1470000/1460400/1460358/dc17262d_y.jpg) ### Hampton Inn & Suites Jamestown 10/10 Excellent "The room was very nice - the tub showed some wear and tear and there was a small bit Of paint peeling on the ceiling in that room. The rest was great" [](https://expedia.ca/Jamestown-Hotels-Hampton-Inn-Suites-Jamestown.h1460358.Hotel-Information) ![Charming Resort in the Heart of Bemus Village on CHQ Lake](//images.trvl-media.com/lodging/49000000/48630000/48627000/48626943/6bd0fe23_y.jpg) ### Charming Resort in the Heart of Bemus Village on CHQ Lake 10/10 Excellent "Perfect, clean " [](https://expedia.ca/Jamestown-Hotels-Resort-On-Main-In-The-Heart-Of-Bemus-Point-On-Lake-Chautauqua.h48626943.Hotel-Information) ![Athenaeum Hotel](//images.trvl-media.com/lodging/38000000/37530000/37523600/37523548/44104d5d_y.jpg) ### Athenaeum Hotel 10/10 Excellent "The continental breakfast was healthy and varied. Our room was lovely, it faced the lake and had a beautiful view. The staff was accommodating and very friendly. Perfect for a mid week stay as a quiet getaway. " [](https://expedia.ca/Jamestown-Hotels-Athenaeum-Hotel.h37523548.Hotel-Information) ![Cobblestone Inn & Suites - Corry](//images.trvl-media.com/lodging/10000000/9020000/9013700/9013700/c9a7af98_y.jpg) ### Cobblestone Inn & Suites - Corry 10/10 Excellent "A Mighty Big Thank You to Andy and Laurie who made our stay that much more enjoyable! Your front desk matters and it was our understanding Andy was doing triple duty of sorts to give some of the staff time away. That noted, service did not suffer and our stay was Awesome! Rooms were pleasant, building kept up well, breakfast was great, across the street Walmart a plus. A note of gratitude to all who made it possible." [](https://expedia.ca/Corry-Hotels-Cobblestone-Inn-Suites-Corry.h9013700.Hotel-Information) ![Chautauqua Harbor Hotel - Jamestown](//images.trvl-media.com/lodging/24000000/23840000/23832100/23832022/a14ac39d_y.jpg) ### Chautauqua Harbor Hotel - Jamestown 10/10 Excellent "The place is amazing. The staff was very helpful. They even check on you early evening at your room to see if you need anything!" [](https://expedia.ca/Celoron-Hotels-Chautauqua-Harbor-Hotel-Jamestown.h23832022.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Jamestown](//images.trvl-media.com/lodging/1000000/980000/978100/978061/3af0ac86_y.jpg) ### La Quinta Inn & Suites by Wyndham Jamestown 10/10 Excellent "Clean quiet room local to food and shopping " [](https://expedia.ca/Jamestown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Jamestown.h978061.Hotel-Information) ![Quality Inn Falconer - Jamestown](//images.trvl-media.com/lodging/1000000/490000/482700/482632/9964abc5_y.jpg) ### Quality Inn Falconer - Jamestown 10/10 Excellent "The employees were chill. Very professional and still down to earth. Very welcoming. Will definitely go back." [](https://expedia.ca/Jamestown-Hotels-Quality-Inn-Falconer-Jamestown.h482632.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield Resorts information | Number of reviews | 991 | | --- | --- | | Accommodation | 1 Resorts | | Lowest Price | CA $197 | | Highest Price | CA $197 | ## Frequently asked questions ### What is Pittsfield like for a resort vacation? > You deserve a vacation, and a resort is the perfect place to pamper yourself with the services and amenities you need for a relaxing time in Pittsfield. One of the comfortable resort hotels in the area could be just what you're searching for, whether you want an amazing pool, blissful spa treatments, or nightly entertainment options. ### What's a top resort in Pittsfield? > Here's our top-rated resort near Pittsfield: [Peek'n Peak Resort Trademark Collection by Wyndham](https://www.expedia.ca/Jamestown-Hotels-Peekn-Peak-Resort-Trademark-Collection-By-Wyndham.h5261672.Hotel-Information) - Ski resort steps from Peek'n Peak Ski Resort. 24 mi (38.6 km) from Pittsfield. Features 6 restaurants, a golf course, and a full-service spa. Popular for its pool. ### What can I do in Pittsfield? > Cornplanter State Forest and Anders Run Natural Area are a few of the interesting sights to visit. In the area, other attractions include Warren County Visitors Bureau and Chapman State Park. ### 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. ### What's the best way to get to and around Pittsfield? > Fly into Jamestown, NY (JHW-Chautauqua County), which is located 22.6 mi (36.4 km) away from the city center. Otherwise, you can search for flights to Franklin, PA (FKL-Venango Regional), which is 40.1 mi (64.6 km) away. 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