Title: Visit Pittsfield: Best of Pittsfield Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d9478.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d9478.Travel-Guide-VacationRentals)[Flights to Pittsfield](https://expedia.ca/Cheap-Flights-To-Pittsfield.d9478.Travel-Guide-Flights)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d9478.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d9478.Destination-Travel-Guides) # Pittsfield ## Travel Guide ![Pittsfield showing a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105316-The-Berkshires.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Pittsfield which includes flowers and heritage elements](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105629-Pittsfield.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Pittsfield](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105232-Massachusetts.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Pittsfield which includes a church or cathedral](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105627-Pittsfield.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Pittsfield](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105317-The-Berkshires.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Pittsfield Things to do Reviews #### Located at a fork in the Housatonic River, this city provides an appealing mix of cultural diversions and outdoor pursuits. The largest town in the Berkshires region, Pittsfield has varied shops, services and restaurants, making it a great jumping-off point for hiking and camping trips to the nearby Pittsfield State Forest. There is much to explore within Pittsfield itself. Check out colourful street art, discover museum exhibits and attend performances in one of its cultural venues. Pittsfield was settled in the mid-18th century after a wealthy Bostonian purchased the land as a speculative investment. The village slowly grew in size during the 1800s and 1900s as wool and electrical manufacturing industries flourished. Get a taste of local history at the Berkshire Museum, one of the main tourist draws. A small museum with eclectic exhibits focusing on art, history and nature, it also has an interactive aquarium and hands-on activities for kids to enjoy. In downtown Pittsfield, enjoy Artscape, a self-guided walking tour of the city’s street art. Take a guided tour of Herman Melville's Arrowhead, the lovingly maintained former residence ofHerman Melville, who wrote his famous novel *Moby Dick* here in Pittsfield. In the evenings enjoy culture with a classical or contemporary professional ballet performance at the Albany Berkshire Ballet. Investigate the Colonial Theatre, a gilded old theatre that has been fully restored and offers an entertaining program including music and theatrical performances. The Pittsfield Visitors Centre is found in the theatre’s lobby. In summer, make a splash at the area’s numerous lakes, which have plentiful opportunities for swimming, fishing and boating. As well as hiking through the forest, find year-round recreation available at the Bousquet Ski Resort and Family Fun Centre. Stop at the complex outside of ski season to enjoy the water park and go-karting track, perfect for summer fun. Drive to Pittsfield or use Amtrak's Lakeshore Limited rail service, which operates daily between Boston and Chicago. Pittsfield is also served by intercity bus lines from Boston, New York and Albany. - Pittsfield Hotel Deals - Vacation Rentals in Pittsfield ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Berkshire Mountain Lodge 8 Dan Fox Dr, Pittsfield, MA CA $107 CA $151 total Nov 3 - Nov 4 includes taxes & fees Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ... 8.8/10 Excellent! (678 reviews) "Great lodge with 1 bedroom suites and fully stocked kitchens" Reviewed on Oct 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=03%2F11%2F2025&endDate=04%2F11%2F2025&selected=11449113&PinnedHotelID=11449113&HadPinnedHotel=true®ionId=9478) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG One West Street, Pittsfield, MA CA $144 CA $161 total Nov 2 - Nov 3 includes taxes & fees Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ... 7.8/10 Good! (893 reviews) "Room was clean & comfortable. Thank you! Parking was kind of far." Reviewed on Oct 5, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=2067&PinnedHotelID=2067&HadPinnedHotel=true®ionId=9478) ![Best Western Plus Berkshire Hills Inn & Suites](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Plus Berkshire Hills Inn & Suites 1350 W Housatonic St, Pittsfield, MA CA $142 CA $158 total Nov 2 - Nov 3 includes taxes & fees Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ... 8.4/10 Very Good! (1,000 reviews) "Clean place. Good breakfast and friendly staff" Reviewed on Oct 2, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=789964&PinnedHotelID=789964&HadPinnedHotel=true®ionId=9478) [See all 1,358 properties in Pittsfield](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=11%2F10%2F2025&endDate=12%2F10%2F2025®ionId=9478) 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. ![Hancock Village Inn at Jiminy Peak](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/5d0aa061_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hancock Village Inn at Jiminy Peak Hancock Book a stay at this family-friendly vacation home in Pittsfield. Enjoy laundry facilities, a pool table, and in-room washers/dryers. Popular attractions Jiminy ... 9.8/10 Exceptional! (13 reviews) "Lots of room for a September golf get away. Everything went extremely well. Lucked out with beautiful weather and great tee times. Easy check in and the house is well suited for large groups." Reviewed on Sep 18, 2025 [](https://expedia.ca/Pittsfield-Hotels-Hancock-Village-Inn-At-Jiminy-Peak.h89806253.Hotel-Information) ![Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/a5ddb496_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table Pittsfield Book a stay at this family-friendly vacation home in Pittsfield. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Jiminy Peak Mountain ... 9.6/10 Exceptional! (126 reviews) "Great location for us, grew up nearby. Quiet neighborhood. Comfortable for us as 8 adults. Interesting layout. Second floor rooms have great lighting from skylights and windows. The owner obviously had fun decorating with a lakeside theme. We agree that we would be fine returning to the same home ..." Reviewed on Sep 10, 2025 [](https://expedia.ca/Pittsfield-Hotels-Beautiful-8-Bedroom.h33492239.Hotel-Information) ![A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything](https://images.trvl-media.com/lodging/20000000/19680000/19674700/19674617/7d88d05c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything Pittsfield Stay at this cabin in Pittsfield. Enjoy free WiFi, laundry facilities, and concierge services. Popular attractions Jiminy Peak Mountain Resort and Crane Museum ... 9.8/10 Exceptional! (128 reviews) "The cabin was perfectly located for a week of exploring the Berkshires and southern Vermont. It is centrally located in the region, but feels private because it is surrounded by trees and set back from the road. It was the best stocked kitchen I've had in a rental. Relaxing by the pond was very peaceful; ..." Reviewed on Sep 30, 2025 [](https://expedia.ca/Pittsfield-Hotels-A-Beautiful-Log-Cabin-In-The-Woods.h19674617.Hotel-Information) [See all properties in Pittsfield](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=9478&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 [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=9478&startDate=2025-10-10&endDate=2025-10-11) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=9478&startDate=2025-10-10&endDate=2025-10-11) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=9478&startDate=2025-10-10&endDate=2025-10-11) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=9478&startDate=2025-10-10&endDate=2025-10-11)[Oct 10 - Oct 11](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=9478&startDate=2025-10-10&endDate=2025-10-11) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=9478&startDate=2025-10-11&endDate=2025-10-12) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=9478&startDate=2025-10-11&endDate=2025-10-12) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=9478&startDate=2025-10-11&endDate=2025-10-12) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=9478&startDate=2025-10-11&endDate=2025-10-12)[Oct 11 - Oct 12](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=9478&startDate=2025-10-11&endDate=2025-10-12) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=9478&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=9478&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=9478&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=9478&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025)[Oct 10 - Oct 12](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=9478&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) ### Popular places to visit ![Bousquet Ski Area](https://mediaim.expedia.com/destination/2/fda39c1aa3f3377fc7a1c526441e646b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bousquet Ski Area Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this family-friendly area. [](https://expedia.ca/Bousquet-Ski-Area-Pittsfield.d553248621532665283.Vacation-Attraction) ![Berkshire Museum](https://mediaim.expedia.com/destination/2/14971f7a24abdfdea4f9d44f4ebf2ed3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Berkshire Museum You can spend an afternoon exploring the galleries in Berkshire Museum during your trip to Pittsfield. Wander the lakeside in this family-friendly area. [](https://expedia.ca/Berkshire-Museum-Pittsfield.d553248621532665288.Vacation-Attraction) #### Hancock Shaker Village You can browse the exhibits at Hancock Shaker Village, a museum with a storied past, during your trip to Pittsfield. Wander the lakeside in this quaint area. [](https://expedia.ca/Hancock-Shaker-Village-Pittsfield.d6091849.Vacation-Attraction) #### Colonial Theater You can make plans for a show at Colonial Theater during your trip to Pittsfield. Wander the lakeside in this family-friendly area. [](https://expedia.ca/Colonial-Theater-Pittsfield.d553248621532665289.Vacation-Attraction) #### Barrington Stage Company You can make plans for a show at Barrington Stage Company on your trip to Pittsfield. Wander the lakeside in this quaint area. [](https://expedia.ca/Barrington-Stage-Company-Pittsfield.d553248621532665294.Vacation-Attraction) #### Herman Melville's Arrowhead You can learn about the history of Pittsfield with a stop at Herman Melville's Arrowhead. Wander the lakeside in this quaint area. [](https://expedia.ca/Herman-Melvilles-Arrowhead-Pittsfield.d553248621532665284.Vacation-Attraction) ## Reviews of Pittsfield 3.5 Guest rating 5 - Excellent 0 4 - Good 1 3 - Okay 1 2 - Disappointing 0 1 - Terrible 0 ## Cities near Pittsfield ![Williamstown which includes café scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105596-Williamstown.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Williamstown [](https://expedia.ca/Williamstown.dx7859) ![Photo by Caitlin Reese](https://mediaim.expedia.com/destination/2/6cbf8623718a19f284418966e017d290.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Richmond [](https://expedia.ca/Richmond.dx151138) ![Photo by Caitlin Reese](https://mediaim.expedia.com/destination/2/effac09092f1740656c098e2230b5f3f.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Lanesborough [](https://expedia.ca/Lanesborough.dx6005408) - Cities near Pittsfield - Places of interest [Williamstown](https://expedia.ca/Williamstown.dx7859)[Richmond](https://expedia.ca/Richmond.dx151138)[Lanesborough](https://expedia.ca/Lanesborough.dx6005408)[Lebanon Springs](https://expedia.ca/Lebanon-Springs.dx553248635975873156) - [Hancock Shaker Village](https://expedia.ca/Hancock-Shaker-Village-Pittsfield.d6091849.Vacation-Attraction) - [Canoe Meadows Wildlife Sanctuary](https://expedia.ca/Canoe-Meadows-Wildlife-Sanctuary-Pittsfield.d553248621532665285.Vacation-Attraction) - [Green Mountain National Forest](https://expedia.ca/Green-Mountain-National-Forest-Vermont.d6115904.Vacation-Attraction) - [National Shrine of the Divine Mercy](https://expedia.ca/National-Shrine-Of-The-Divine-Mercy-Stockbridge.d553248621532665250.Vacation-Attraction) - [Catamount Ski Area](https://expedia.ca/Catamount-Ski-Area-United-States-of-America.d6087211.Vacation-Attraction) - [Norman Rockwell Museum](https://expedia.ca/Norman-Rockwell-Museum-Stockbridge.d6091839.Vacation-Attraction) - [Naumkeag Museum](https://expedia.ca/Naumkeag-Museum-Stockbridge.d6091843.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points 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 ![QR code to download the app](data:image/png;base64,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)