Title: Book the Best BOUTIQUE Hotels in Chester in 2026 | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d183058.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d183058.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.ca/Cheap-Flights-To-Chester.d183058.Travel-Guide-Flights)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d183058.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d183058.Destination-Travel-Guides) ![Connecticut River Autumn Landscape with the view of landmark architectures on the woodland hill, a tranquil New England scenery](https://images.trvl-media.com/place/183058/c14a28ee-62e4-4e76-85a4-650e5a230000.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Boutique Hotels in Chester, CT from CA $114 - ![](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 availability on Chester Boutique Hotels Tonight [Dec 25 - Dec 26](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-12-25&endDate=2025-12-26&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-12-26&endDate=2025-12-27&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-12-26&endDate=2025-12-28&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2026-01-02&endDate=2026-01-04&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Chester ![Reception](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/afd83ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/bc78fd2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/735ceae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Guilford [](https://www.expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) Guilford 8.8/10 Excellent (71) "Comfortable beds, friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taylor CA $141 CA $162 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/46d6d7fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/1ea9d8a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/9a511004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/6ac12993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Uncasville - Casino Area [](https://www.expedia.ca/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.Hotel-Information) Montville 9.2/10 Wonderful (2596) "Always a pleasure staying here" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie CA $134 CA $154 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/ff6d89d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/5ef2aedd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/b3db2b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/657809e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus New England Inn & Suites [](https://www.expedia.ca/Hartford-Hotels-Best-Western-Plus-New-England-Inn-Suites.h922173.Hotel-Information) Berlin 8.6/10 Excellent (1004) "great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $119 CA $137 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Hartford-Hotels-Best-Western-Plus-New-England-Inn-Suites.h922173.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23400/23355/a796cf54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23400/23355/b97a2e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/23400/23355/d7a5eceb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23400/23355/7e451d41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn New London - Mystic Area by IHG [](https://www.expedia.ca/New-London-Hotels-Holiday-Inn-New-London-Mystic-Area.h23355.Hotel-Information) New London 8.4/10 Very good (1001) "The young lady at the front desk that welcomed us was absolutely the best." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Corey CA $100 CA $115 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/New-London-Hotels-Holiday-Inn-New-London-Mystic-Area.h23355.Hotel-Information) ![Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/810000/801800/801773/ed4520c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 Queen Bed, Accessible, Non Smoking (Mobility/Hearing Impaired)](https://images.trvl-media.com/lodging/1000000/810000/801800/801773/b62b8169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/1000000/810000/801800/801773/34d77d09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/801800/801773/13f41393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Microtel Inn & Suites by Wyndham Uncasville Casino Area [](https://www.expedia.ca/Montville-Hotels-Microtel-Inn-Suites-By-Wyndham-Uncasville.h801773.Hotel-Information) Montville 8.8/10 Excellent (1857) "We stay here a lot and its clean, affordable and has a nice breakfast. Staff very friendly as well." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolan CA $99 CA $114 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Montville-Hotels-Microtel-Inn-Suites-By-Wyndham-Uncasville.h801773.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/400d8813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/11b406d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, bed sheets](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/342b45b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, bed sheets](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/2f56ee14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy [](https://www.expedia.ca/East-Haddam-Hotels-Postcard-Cabins-Machimoodus.h110235311.Hotel-Information) East Haddam 9.6/10 Exceptional (93) "My wife loved it…she has a rough week with work and just life in general, so I wanted to do something nice for her and surprised her with a stay here…she was really happy and loved everything about it…can’t wait to do this again 😊" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keven CA $163 CA $250 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/East-Haddam-Hotels-Postcard-Cabins-Machimoodus.h110235311.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/7600/7519/36377da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/7600/7519/a5e9ab8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/7600/7519/c09ada84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/7600/7519/e9ad7f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Inn North Haven - New Haven North [](https://www.expedia.ca/North-Haven-Hotels-Clarion-Inn.h7519.Hotel-Information) North Haven 7.6/10 Good (1002) "I would stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George CA $122 CA $140 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/North-Haven-Hotels-Clarion-Inn.h7519.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18260000/18258300/18258245/d98f34e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18260000/18258300/18258245/81da22e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/19000000/18260000/18258300/18258245/abd6f274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/19000000/18260000/18258300/18258245/8bbde84f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Norwich [](https://www.expedia.ca/Norwich-Hotels-Hampton-Inn-Norwich.h18258245.Hotel-Information) Westside Norwich 9.4/10 Exceptional (1002) "Nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $139 CA $160 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Norwich-Hotels-Hampton-Inn-Norwich.h18258245.Hotel-Information) ![Standard Studio, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/da242095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, Private Bathroom | Private kitchen](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/c0e14dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/a3a48a86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/2d17124a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Niantic Inn [](https://www.expedia.ca/Niantic-Hotels-The-Niantic-Inn.h15001889.Hotel-Information) Niantic 9.2/10 Wonderful (129) "Great location. Nice and clean room and property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric CA $158 CA $181 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Niantic-Hotels-The-Niantic-Inn.h15001889.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/72f65e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a48f4b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/afdef753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pier Blue Inn Old Saybrook - Essex [](https://www.expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) Saybrook Manor 8.0/10 Very good (1001) "Staff was courteous, and bed was comfortable. The room hasn't had decor updated for decades. Fine for an overnight if you are just traveling through area for the price. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sue [](https://www.expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.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=2026-01-08&endDate=2026-01-09®ionId=183058&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Hotel Reviews ## Frequently asked questions ### What's there to see and do in Chester? ### What kind of weather should I plan for when I travel to Chester? ### What's the best way to get to my boutique hotel in Chester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Chester Center ](https://www.expedia.ca/4Star-Chester-Center-Chester-Hotels.s40-n553248635976479536-0.Travel-Guide-Filter-Hotels) - [Hotels near Chamard Vineyards ](https://www.expedia.ca/Chamard-Vineyards-Hotels.0-l6309929-0.Travel-Guide-Filter-Hotels) - [Historic Hotels in Chester Center ](https://www.expedia.ca/Chester-Center-Chester-Hotels-Historic-Hotel.0-n553248635976479536-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - 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