Title: Book the Best BOUTIQUE Hotels in Chester in 2025 | 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) ![Enjoying a #weekend out in #Connecticut #Marina #River #Autumn](https://images.trvl-media.com/place/6004513/c0f041d5-f895-44ec-b954-f8bc1e935e1c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Erick # Find Boutique Hotels in Chester, CT from CA $113 - ![](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 [Nov 9 - Nov 10](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-11-09&endDate=2025-11-10&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 10 - Nov 11](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-11-10&endDate=2025-11-11&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-11-14&endDate=2025-11-16&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-11-21&endDate=2025-11-23&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chester Boutique Hotels No exact matches found, but these alternatives could be just right ## Recommended hotels in Chester ![Lobby](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/w3834h2560x6y0-25f93ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily self-serve breakfast for a fee](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/c2934dcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking, Refrigerator & Microwave (Shower Only)](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/a2ae6476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/708b4a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Niantic - New London/Mystic Area Niantic 9.0/10 Wonderful (424) "Very nice property and staff was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George CA $130 CA $149 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.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) ![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) ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/2e61b365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Uncasville - Casino Area Montville 9.2/10 Wonderful (2583) "Clean room, friendly staff. Good no-frills hotel. Could use a little TLC in some areas but we would stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juanita CA $124 CA $142 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/801800/801773/13f41393.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/810000/801800/801773/2155a50a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Microtel Inn & Suites by Wyndham Uncasville Casino Area Montville 8.8/10 Excellent (1818) "Nice stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tara CA $104 CA $119 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Montville-Hotels-Microtel-Inn-Suites-By-Wyndham-Uncasville.h801773.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) ![Indoor pool](https://images.trvl-media.com/lodging/19000000/18260000/18258300/18258245/abd6f274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/19000000/18260000/18258300/18258245/0f5cc80d.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) ### Hampton Inn Norwich Westside Norwich 9.4/10 Exceptional (1005) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $151 CA $173 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Norwich-Hotels-Hampton-Inn-Norwich.h18258245.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/dc9b088b.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) ![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 Guilford 8.6/10 Excellent (49) "Good clean property with great staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $145 CA $167 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/cf19af3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/a58a238d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/c8355f59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/aafb0c95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Niantic North Niantic 8.4/10 Very good (1002) "The room was clean and perfect for a nights stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) joshua CA $109 CA $125 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Niantic-Hotels-Sleep-Inn-Suites-Niantic.h851700.Hotel-Information) ![Indoor pool, open 9:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/0b15e4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/9aa57818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/511d84f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Old Saybrook - Westbrook Old Saybrook 7.8/10 Good (1003) "It was a nice clean hotel. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Rhona CA $142 CA $163 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/db00678f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/39934cf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/a27d78bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/f4e648ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Inn & Suites Old Saybrook Westbrook Old Saybrook 7.2/10 Good (459) "🙂" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jared CA $100 CA $116 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Old-Saybrook-Hotels-Econo-Lodge-Inn-Suites-Old-Saybrook-Westbrook.h1177328.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/9ab5b9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/7836a152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/f2520f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/d45c604d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clinton Motel Clinton 8.6/10 Excellent (289) "Clean and neat place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) john CA $110 CA $126 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Old-Saybrook-Hotels-Clinton-Motel.h11951206.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/afdef753.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) ### Pier Blue Inn Old Saybrook - Essex Saybrook Manor 8.0/10 Very good (1006) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $98 CA $113 total includes taxes & fees Nov 10 - Nov 11 [](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=2025-11-23&endDate=2025-11-24®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? > After you've decided where you'll stay, figure out some fun things to do on your trip. Attractions and activities to experience around Chester include Connecticut River, Gillette Castle State Park, and Goodspeed Opera House. Some other things you might want to enjoy include Norma Terris Theater, Ivoryton Playhouse, and Essex Steam Train. ### What kind of weather should I plan for when I travel to Chester? > Having a good idea of the weather in Chester will help you enjoy your stay to the fullest. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Chester is 54 inches. ### What's the best way to get to my boutique hotel in Chester? > You have a few options for traveling to and around Chester. The nearest major airport is New Haven, CT (HVN-Tweed - New Haven Regional), which is located 23.1 mi (37.2 km) from the heart of the city. 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