Title: Visit Pittsfield: 2026 Travel Guide for Pittsfield, Pennsylvania | Expedia.com [Hotels in Pittsfield](https://expedia.com/Pittsfield-Hotels.d553248635975875351.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.com/Pittsfield-Vacation-Rentals.d553248635975875351.Travel-Guide-VacationRentals)[Car Rentals in Pittsfield](https://expedia.com/Car-Rentals-In-Pittsfield.d553248635975875351.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.com/Pittsfield.d553248635975875351.Destination-Travel-Guides) # Pittsfield, PA ## Travel Guide ## Visit Pittsfield ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=DX_SPRING_PROMO_553248635975875351) - Pittsfield Hotel Deals - Vacation Rentals in Pittsfield ![Peek'n Peak Resort Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/6000000/5270000/5261700/5261672/b2139787_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Peek'n Peak Resort Trademark Collection by Wyndham 1405 Olde Road Clymer NY $104 nightly $117 total Feb 23 - Feb 24 Total with taxes and fees Book a stay at this spa resort in Clymer. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ... 8.6/10 Excellent! (1,007 reviews) The staff at the front desk were very kind and helpful. Reviewed on Feb 10, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F23%2F2026&endDate=2%2F24%2F2026&selected=5261672&PinnedHotelID=5261672&HadPinnedHotel=true®ionId=553248635975875351) ![Chautauqua Harbor Hotel - Jamestown](https://images.trvl-media.com/lodging/24000000/23840000/23832100/23832022/a14ac39d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Chautauqua Harbor Hotel - Jamestown 10 Dunham Ave Celoron NY $110 nightly $124 total Feb 19 - Feb 20 Total with taxes and fees Book a stay at this business-friendly hotel in Celoron. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff ... 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 [](https://expedia.com/Hotel-Search?startDate=2%2F19%2F2026&endDate=2%2F20%2F2026&selected=23832022&PinnedHotelID=23832022&HadPinnedHotel=true®ionId=553248635975875351) ![La Quinta Inn & Suites by Wyndham Jamestown](https://images.trvl-media.com/lodging/1000000/980000/978100/978061/3af0ac86_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Jamestown 200 W 3rd St Jamestown NY $85 nightly $96 total Feb 17 - Feb 18 Total with taxes and fees Book a stay at this business-friendly hotel in Jamestown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ... 8.2/10 Very Good! (1,005 reviews) Great experience! Reviewed on Feb 11, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F17%2F2026&endDate=2%2F18%2F2026&selected=978061&PinnedHotelID=978061&HadPinnedHotel=true®ionId=553248635975875351) [See all 420 properties in Pittsfield](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F15%2F2026&endDate=2%2F16%2F2026®ionId=553248635975875351) 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. ![Chalet on 250 acres, Private, 1 Mi from Chautauqua Institution / Lake](https://images.trvl-media.com/lodging/34000000/33500000/33492100/33492082/w846h566x1y1-060b6e6a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Chalet on 250 acres, Private, 1 Mi from Chautauqua Institution / Lake Mayville NY Stay at this chalet in Mayville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Chautauqua Golf Club and Chautauqua Institution are located ... 9.8/10 Exceptional! (188 reviews) The cabin was meticulously built in the most beautiful setting. Reviewed on Feb 5, 2026 [](https://expedia.com/Mayville-Hotels-Chalet-On-250-Acres.h33492082.Hotel-Information) ![8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit](https://images.trvl-media.com/lodging/67000000/66110000/66107900/66107872/11fb19fb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit Clymer NY Book a stay at this ski condo in Clymer. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Peek'n Peak Ski Resort and Wilderness Lodge ... 9.8/10 Exceptional! (86 reviews) This was our second stay in this property. Randy offers great communication with his guests and the location is hard to beat! Had a great time here, thanks! Reviewed on Feb 5, 2026 [](https://expedia.com/Jamestown-Hotels-8409-Peek-N-Peak-Slope-Side-SKI-Inout-Golf-Lift-8.h66107872.Hotel-Information) ![Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14](https://images.trvl-media.com/lodging/74000000/73500000/73496100/73496096/0861e277_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14 Clymer NY Stay at this condo in Clymer. Enjoy laundry facilities, balconies, and cable/satellite TV service. Popular attractions Peek'n Peak Ski Resort and Wilderness ... 9.8/10 Exceptional! (82 reviews) We had a great stay! Perfect condo for a weekend getaway. Reviewed on Jan 25, 2026 [](https://expedia.com/Clymer-Hotels-Peek-N-Peak.h73496096.Hotel-Information) [See all properties in Pittsfield](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=553248635975875351&sort=VACATION_RENTAL) 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. ## Check Pittsfield hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975875351&startDate=2026-02-14&endDate=2026-02-15)[Feb 14 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975875351&startDate=2026-02-14&endDate=2026-02-15) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975875351&startDate=2026-02-15&endDate=2026-02-16)[Feb 15 - Feb 16](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975875351&startDate=2026-02-15&endDate=2026-02-16) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975875351&startDate=2%2F20%2F2026&endDate=2%2F22%2F2026)[Feb 20 - Feb 22](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975875351&startDate=2%2F20%2F2026&endDate=2%2F22%2F2026) - Cities near Pittsfield - Places of interest [Spartansburg](https://expedia.com/Spartansburg.dx3000455607) - [Chautauqua Lake ](https://expedia.com/Chautauqua-Lake-New-York.d553248635056396992.Vacation-Attraction) - [Peek'n Peak Ski Resort ](https://expedia.com/Peekn-Peak-Ski-Resort-Clymer.d6129159.Vacation-Attraction) - [Chautauqua Institution ](https://expedia.com/Chautauqua-Institution-Mayville.d6227054.Vacation-Attraction) - [Lucille Ball Desi Arnaz Museum ](https://expedia.com/Lucille-Ball-Desi-Arnaz-Museum-Jamestown.d6087151.Vacation-Attraction) - [Allegheny River ](https://expedia.com/Allegheny-River-United-States-of-America.d553248621532660618.Vacation-Attraction) - [Kinzua Dam ](https://expedia.com/Kinzua-Dam-Warren.d6090479.Vacation-Attraction) - [Chautauqua Amphitheater ](https://expedia.com/Chautauqua-Amphitheater-Mayville.d6227051.Vacation-Attraction) - [National Comedy Center ](https://expedia.com/National-Comedy-Center-Jamestown.d553248635975698141.Vacation-Attraction) - [Wilderness Lodge ](https://expedia.com/Wilderness-Lodge-Wattsburg.d553248621532660657.Vacation-Attraction) - [Northwest Arena ](https://expedia.com/Northwest-Arena-Jamestown.d553248621532660665.Vacation-Attraction) - [Allegheny Reservoir ](https://expedia.com/Allegheny-Reservoir-Bradford.d6090477.Vacation-Attraction) - [Chapman State Park ](https://expedia.com/Chapman-State-Park-Clarendon.d553248621532660661.Vacation-Attraction) - [Drake Well Museum ](https://expedia.com/Drake-Well-Museum-Titusville.d553248621532660641.Vacation-Attraction) - [Hunter Station Golf Club ](https://expedia.com/Hunter-Station-Golf-Club-Tionesta.d553248621532660660.Vacation-Attraction) - [Roger Tory Peterson Institute ](https://expedia.com/Roger-Tory-Peterson-Institute-Jamestown.d6087153.Vacation-Attraction) - [Rimrock Overlook ](https://expedia.com/Rimrock-Overlook-Bradford.d553248621532660670.Vacation-Attraction) - [Midway State Park ](https://expedia.com/Midway-State-Park-New-York.d553248621561636531.Vacation-Attraction) - [Reg Lenna Center for The Arts ](https://expedia.com/Reg-Lenna-Center-For-The-Arts-Jamestown.d553248621561636530.Vacation-Attraction) - [Fenton History Center ](https://expedia.com/Fenton-History-Center-Jamestown.d553248621532660666.Vacation-Attraction) - [Warren County Historical Society ](https://expedia.com/Warren-County-Historical-Society-Warren.d553248621561199975.Vacation-Attraction) - [Chautauqua Golf Club ](https://expedia.com/Chautauqua-Golf-Club-Mayville.d6227058.Vacation-Attraction) - [Robert H. Jackson Center ](https://expedia.com/Robert-H-Jackson-Center-Jamestown.d553248621532660668.Vacation-Attraction) - [North Hills Golf Course ](https://expedia.com/North-Hills-Golf-Course-Corry.d553248621560511170.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app