Title: Visit Chatham: Best of Chatham Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Chatham](https://expedia.ca/Chatham-Hotels.d6046736.Travel-Guide-Hotels)[Vacation Rentals in Chatham](https://expedia.ca/Chatham-Vacation-Rentals.d6046736.Travel-Guide-VacationRentals)[Chatham Car Rentals](https://expedia.ca/Car-Rentals-In-Chatham.d6046736.Car-Rental-Guide)[Chatham Vacation Packages](https://expedia.ca/Chatham.d6046736.Destination-Travel-Guides) # Chatham ## Travel Guide ## Visit Chatham Things to do - Chatham Hotel Deals - Vacation Rentals in Chatham ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Vacation Village in the Berkshires 276 Brodie Mountain Rd, Williamstown, MA CA $128 CA $158 total Nov 25 - Nov 26 includes taxes & fees Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ... 8.6/10 Excellent! (2,117 reviews) The amenities are great. The pool and hot tub are very comfortable temperatures, pool tables, ping pong, foosball, arcade games, movie theater, and more. Reviewed on Nov 2, 2025 [](https://expedia.ca/Hotel-Search?startDate=25%2F11%2F2025&endDate=26%2F11%2F2025&selected=1066423&PinnedHotelID=1066423&HadPinnedHotel=true®ionId=6046736) ![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 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 ... 9/10 Wonderful! (744 reviews) Clean, convenience, great staff, quiet, beautiful and secluded yet close to everything! Thank you Reviewed on Nov 2, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F11%2F2025&endDate=23%2F11%2F2025&selected=11449113&PinnedHotelID=11449113&HadPinnedHotel=true®ionId=6046736) [](https://expedia.ca/Hotel-Search?startDate=22%2F11%2F2025&endDate=23%2F11%2F2025&selected=11449113&PinnedHotelID=11449113&HadPinnedHotel=true®ionId=6046736) ![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 $138 CA $154 total Nov 21 - Nov 22 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! (941 reviews) Spotless and friendly staff Reviewed on Nov 2, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F11%2F2025&endDate=22%2F11%2F2025&selected=2067&PinnedHotelID=2067&HadPinnedHotel=true®ionId=6046736) [See all 1,594 properties in Chatham](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=09%2F11%2F2025&endDate=10%2F11%2F2025®ionId=6046736) 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. ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Vacation Village in the Berkshires 276 Brodie Mountain Rd, Williamstown, MA Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ... 8.6/10 Excellent! (2,117 reviews) The amenities are great. The pool and hot tub are very comfortable temperatures, pool tables, ping pong, foosball, arcade games, movie theater, and more. Reviewed on Nov 2, 2025 [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Jiminy Peak Mountain Resort](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/cf8c8830_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Jiminy Peak Mountain Resort 37 Corey Rd, Hancock, MA Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 hot tubs. Our guests praise the property condition in our reviews. Popular ... 8.2/10 Very Good! (984 reviews) This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the ... Reviewed on Oct 5, 2025 [](https://expedia.ca/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information) ![Huttopia Berkshires ](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/137f5231_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Huttopia Berkshires 312 Kittle Rd, Williamstown, MA Stay at this campground in Williamstown. Enjoy free parking, breakfast (surcharge), and a picnic area. Popular attractions Jiminy Peak Mountain Resort and Mountain ... 10/10 Exceptional! (7 reviews) Healthy food too! Reviewed on Oct 20, 2025 [](https://expedia.ca/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information) [See all properties in Chatham](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=6046736&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 Chatham hotel availability [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046736&startDate=2025-11-08&endDate=2025-11-09) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046736&startDate=2025-11-08&endDate=2025-11-09) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046736&startDate=2025-11-08&endDate=2025-11-09) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046736&startDate=2025-11-08&endDate=2025-11-09)[Nov 8 - Nov 9](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046736&startDate=2025-11-08&endDate=2025-11-09) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046736&startDate=2025-11-09&endDate=2025-11-10) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046736&startDate=2025-11-09&endDate=2025-11-10) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046736&startDate=2025-11-09&endDate=2025-11-10) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046736&startDate=2025-11-09&endDate=2025-11-10)[Nov 9 - Nov 10](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046736&startDate=2025-11-09&endDate=2025-11-10) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046736&startDate=14%2F11%2F2025&endDate=16%2F11%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046736&startDate=14%2F11%2F2025&endDate=16%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046736&startDate=14%2F11%2F2025&endDate=16%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046736&startDate=14%2F11%2F2025&endDate=16%2F11%2F2025)[Nov 14 - Nov 16](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046736&startDate=14%2F11%2F2025&endDate=16%2F11%2F2025) ### Popular places to visit #### The Mac-Haydn Theatre You can enjoy a show at The Mac-Haydn Theatre on your trip to Chatham. Stroll along this trendy area's riverfront, or simply enjoy its coffeehouses. [](https://expedia.ca/The-Mac-Haydn-Theatre-Chatham.d553248621532665231.Vacation-Attraction) - Cities near Chatham - Places of interest [Hillsdale](https://expedia.ca/Hillsdale.dx183683) - [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) - [Olana State Historic Site](https://expedia.ca/Olana-State-Historic-Site-Hudson.d6093757.Vacation-Attraction) - [Norman Rockwell Museum](https://expedia.ca/Norman-Rockwell-Museum-Stockbridge.d6091839.Vacation-Attraction) - [Destroyer Escort Historical Museum](https://expedia.ca/Destroyer-Escort-Historical-Museum-Downtown-Albany.d6185310.Vacation-Attraction) - [Naumkeag Museum](https://expedia.ca/Naumkeag-Museum-Stockbridge.d6091843.Vacation-Attraction) - [Hancock Shaker Village](https://expedia.ca/Hancock-Shaker-Village-Pittsfield.d6091849.Vacation-Attraction) - [Lake Taghkanic State Park](https://expedia.ca/Lake-Taghkanic-State-Park-Ancram.d553248634328801676.Vacation-Attraction) - [Ventfort Hall Mansion and Gilded Age Museum](https://expedia.ca/Ventfort-Hall-Mansion-And-Gilded-Age-Museum-Lenox.d553248621532665270.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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)