Title: Visit Chester: 2026 Travel Guide for Chester, Montana | Expedia.com [Hotels in Chester](https://expedia.com/Chester-Hotels.d3000445747.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d3000445747.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d3000445747.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d3000445747.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d3000445747.Destination-Travel-Guides) # Chester, MT ## Travel Guide ## Visit Chester - Chester Hotel Deals - Vacation Rentals in Chester ![The Westland Suite - Historic Lodging, Contemporary Comforts](https://images.trvl-media.com/lodging/38000000/37270000/37266500/37266433/fa985b9a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Westland Suite - Historic Lodging, Contemporary Comforts Chester MT $219 nightly $237 total Feb 11 - Feb 12 Total with taxes and fees Stay at this apartment in Chester. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. 9.8/10 Exceptional! (15 reviews) The host was great. The place was nice and clean. Reviewed on Feb 5, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F11%2F2026&endDate=2%2F12%2F2026&selected=37266433&PinnedHotelID=37266433&HadPinnedHotel=true®ionId=3000445747) ![The Homestead - 3 bedroom House in the Heart of Chester](https://images.trvl-media.com/lodging/37000000/36470000/36462300/36462235/9810ae28_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Homestead - 3 bedroom House in the Heart of Chester Chester MT $219 nightly $237 total Feb 12 - Feb 13 Total with taxes and fees Stay at this vacation home in Chester. Enjoy free breakfast, free WiFi, and patios. 10/10 Exceptional! (23 reviews) Perfect, quiet space that housed my brothers and I comfortably. Couldn’t have asked for better in a small town accommodation! Reviewed on Jan 6, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F12%2F2026&endDate=2%2F13%2F2026&selected=36462235&PinnedHotelID=36462235&HadPinnedHotel=true®ionId=3000445747) ![Great northern bed and breakfast](https://images.trvl-media.com/lodging/38000000/37270000/37266700/37266607/a709c15f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Great northern bed and breakfast Chester MT $219 nightly $237 total Feb 11 - Feb 12 Total with taxes and fees Stay at this vacation home in Chester. Enjoy free breakfast, free WiFi, and a garden. From Wold creek, MT Great Reviewed on Oct 2, 2024 [](https://expedia.com/Hotel-Search?startDate=2%2F11%2F2026&endDate=2%2F12%2F2026&selected=37266607&PinnedHotelID=37266607&HadPinnedHotel=true®ionId=3000445747) [See all 5 properties in Chester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F11%2F2026&endDate=2%2F12%2F2026®ionId=3000445747) 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. ![The Westland Suite - Historic Lodging, Contemporary Comforts](https://images.trvl-media.com/lodging/38000000/37270000/37266500/37266433/fa985b9a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Westland Suite - Historic Lodging, Contemporary Comforts Chester MT Stay at this apartment in Chester. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. 9.8/10 Exceptional! (15 reviews) The host was great. The place was nice and clean. Reviewed on Feb 5, 2026 [](https://expedia.com/Chester-Hotels-The-Westland-Suite-Historic-Lodging.h37266433.Hotel-Information) ![The Homestead - 3 bedroom House in the Heart of Chester](https://images.trvl-media.com/lodging/37000000/36470000/36462300/36462235/9810ae28_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Homestead - 3 bedroom House in the Heart of Chester Chester MT Stay at this vacation home in Chester. Enjoy free breakfast, free WiFi, and patios. 10/10 Exceptional! (23 reviews) Perfect, quiet space that housed my brothers and I comfortably. Couldn’t have asked for better in a small town accommodation! Reviewed on Jan 6, 2026 [](https://expedia.com/Chester-Hotels-The-Homestead-2-Bedroom-House-In-The-Heart-Of-Chester.h36462235.Hotel-Information) ![Great northern bed and breakfast](https://images.trvl-media.com/lodging/38000000/37270000/37266700/37266607/a709c15f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Great northern bed and breakfast Chester MT Stay at this vacation home in Chester. Enjoy free breakfast, free WiFi, and a garden. From Wold creek, MT Great Reviewed on Oct 2, 2024 [](https://expedia.com/Chester-Hotels-The-Great-Northern-Bed-Breakfast.h37266607.Hotel-Information) [See all properties in Chester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=3000445747&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 Chester hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000445747&startDate=2026-02-10&endDate=2026-02-11)[Feb 10 - Feb 11](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000445747&startDate=2026-02-10&endDate=2026-02-11) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000445747&startDate=2026-02-11&endDate=2026-02-12)[Feb 11 - Feb 12](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000445747&startDate=2026-02-11&endDate=2026-02-12) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000445747&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)[Feb 13 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000445747&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000445747&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=3000445747&startDate=2%2F20%2F2026&endDate=2%2F22%2F2026) ## Cities near Chester ![MAY 22, 2019, Fort Benton, Montana, USA - Historic Fort Benton, and Fort Benton Bridge, Montana, site of Lewis and Clark and the birthplace of Montana](https://images.trvl-media.com/place/6025665/9dfb4a26-4e2f-4667-9d54-057e23543313.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Fort Benton ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Joplin Hotels ](https://www.expedia.com/Joplin-Hotels.d6339272.Travel-Guide-Hotels) - [Hotels near Sweet Grass Hill ](https://www.expedia.com/Sweet-Grass-Hill-Hotels.0-l553248635977061609-0.Travel-Guide-Filter-Hotels) - [Hotels near Shelby Station ](https://www.expedia.com/Shelby-Station-Hotels.d6194951.Travel-Guide-Hotels) - [Shelby Hotels ](https://www.expedia.com/Shelby-Hotels.d55190.Travel-Guide-Hotels) - 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