Title: Book The Best Hotels in Chester, CT for 2026 from CA $86 - Fully Refundable Options - Expedia.ca [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/goodspeed-opera-house-east-haddam-connecticut-river.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Chester, CT from CA $86 - ![](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 ## Go beyond your typical stay in Chester Spa [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=SPA_ON_SITE) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&travelerType=family_friendly) Pool [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=POOL) Ocean view [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=OCEAN_VIEW) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&lodging=APARTMENT) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&lodging=COTTAGE) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=HOT_TUB) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=PETS) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=WATER_PARK) Villa [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&lodging=VILLA) ## Check prices for these dates Tonight [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester hotels ![Miss Anna James Room](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/w848h631x48y3-ad11e9c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/e61ec435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/f09f38b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/98031383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### James Pharmacy Bed & Breakfast [](https://www.expedia.ca/Old-Saybrook-Hotels-James-Pharmacy-Bed-Breakfast.h78191036.Hotel-Information) Old Saybrook Center 9.0/10 Wonderful (23) "The location was perfect - located near restaurants, shops, and the beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel Traveling with partner CA $416 CA $462 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Old-Saybrook-Hotels-James-Pharmacy-Bed-Breakfast.h78191036.Hotel-Information) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/2000000/1490000/1484300/1484254/fb2335a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1490000/1484300/1484254/a99c206a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, 1 Bedroom, Non Smoking (Room 211)](https://images.trvl-media.com/lodging/2000000/1490000/1484300/1484254/89c2227e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/2000000/1490000/1484300/1484254/475ef317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Copper Beech Inn [](https://www.expedia.ca/Old-Saybrook-Hotels-Copper-Beech-Inn.h1484254.Hotel-Information) Ivoryton 8.6/10 Excellent (506) "The room was very nice and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James Traveling for leisure CA $384 CA $442 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Old-Saybrook-Hotels-Copper-Beech-Inn.h1484254.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/aeb3a957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/4139664c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/dc0e4dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/1095c0dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Harbor Hill Marina [](https://www.expedia.ca/Niantic-Hotels-Inn-At-Harbor-Hill-Marina.h1506634.Hotel-Information) Niantic 9.4/10 Exceptional (1000) "Beautiful and comfortable room with excellent shower and great breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine Traveling for leisure CA $219 CA $252 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Niantic-Hotels-Inn-At-Harbor-Hill-Marina.h1506634.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/46915263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Clinton Room](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/6c9c9c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/f2c9a8ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/865dda17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westbrook Inn B&B [](https://www.expedia.ca/Old-Saybrook-Hotels-Westbrook-Inn-Bed-And-Breakfast.h35596310.Hotel-Information) Westbrook Center 9.8/10 Exceptional (175) "And the bed was extremely comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $306 CA $339 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Old-Saybrook-Hotels-Westbrook-Inn-Bed-And-Breakfast.h35596310.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/8957afe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/770255ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/65651fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saybrook Point Resort & Marina [](https://www.expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) Old Saybrook Center 9.6/10 Exceptional (1002) "We had a beautiful view of the Marina from our room!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bonnie CA $409 CA $505 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/18df186b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/b8f87b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/1ef9d54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/a4958436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Madison Beach Hotel [](https://www.expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) Madison Center 9.4/10 Exceptional (341) "The view from our room was spectacular." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen Traveling for leisure CA $337 CA $387 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/8ac8989f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/7e8d204d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/374b57af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/ad4e87dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Liberty Inn [](https://www.expedia.ca/Old-Saybrook-Hotels-Liberty-Inn.h3004551.Hotel-Information) Old Saybrook 7.4/10 Good (640) "The bed was very comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marjorie CA $110 CA $127 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Old-Saybrook-Hotels-Liberty-Inn.h3004551.Hotel-Information) ![Room, 1 King Bed, Patio, Ground Floor (7)](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/c76f25a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional House | Living area](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/e8c6bce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/5ee4b9df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![36-inch Smart TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/6b4787fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Homestead [](https://www.expedia.ca/Old-Saybrook-Hotels-The-Homestead.h31958886.Hotel-Information) Madison Center 10/10 Exceptional (89) "Well thought out amenities such as comfortable bed, fluffy towels, great breakfast options and snacks." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory Traveling with partner CA $349 CA $387 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Old-Saybrook-Hotels-The-Homestead.h31958886.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/31000000/30050000/30043400/30043334/a616a4b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30050000/30043400/30043334/a18e931d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/31000000/30050000/30043400/30043334/983938c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive lounge](https://images.trvl-media.com/lodging/31000000/30050000/30043400/30043334/a35721c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bevin House Bed & Breakfast [](https://www.expedia.ca/Hartford-Hotels-The-Bevin-House-Bed-Breakfast.h30043334.Hotel-Information) East Hampton 9.6/10 Exceptional (81) "We truly enjoyed our stay in this historical bed and breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald CA $316 CA $351 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Hartford-Hotels-The-Bevin-House-Bed-Breakfast.h30043334.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) ![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) ![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) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/7bb1af0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clinton Motel [](https://www.expedia.ca/Old-Saybrook-Hotels-Clinton-Motel.h11951206.Hotel-Information) Clinton 8.6/10 Excellent (297) "The room was clean. very easy parking" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesse Traveling solo CA $107 CA $124 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Old-Saybrook-Hotels-Clinton-Motel.h11951206.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/400/330/4d5b6bcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/400/330/20de8a0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/10000/400/330/a014fdb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/1000000/10000/400/330/32169d09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Spa at Norwich Inn [](https://www.expedia.ca/Norwich-Hotels-The-Spa-At-Norwich-Inn.h330.Hotel-Information) Norwich 8.8/10 Excellent (1001) "The spa was amazing and the staff so friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alena Traveling for leisure [](https://www.expedia.ca/Norwich-Hotels-The-Spa-At-Norwich-Inn.h330.Hotel-Information) ![IPod dock, MP3 dock](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/497076d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/ab015163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/5ebf0e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom, Private Bathroom](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/bce7c7c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Captain Stannard [](https://www.expedia.ca/Westbrook-Hotels-Captain-Stannard-BB-Country-Inn.h1479959.Hotel-Information) Westbrook Center 9.8/10 Exceptional (259) "The rooms are comfortable and well decorated." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lawrence Traveling solo [](https://www.expedia.ca/Westbrook-Hotels-Captain-Stannard-BB-Country-Inn.h1479959.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23400/23355/b97a2e8e.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 (1003) "the bathroom and the pool were perfect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fanja Traveling for leisure CA $106 CA $122 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/New-London-Hotels-Holiday-Inn-New-London-Mystic-Area.h23355.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) ![Mini-fridge, stovetop, cookware/dishes/utensils, paper towels](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/7f4002c1.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) ![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) ### 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 (89) "The cabin is nice, clean and comfortable with all the amenities of a hotel room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adriana Traveling for leisure CA $164 CA $252 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/East-Haddam-Hotels-Postcard-Cabins-Machimoodus.h110235311.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/120000/117000/116953/22ec95ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116953/c601133e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/120000/117000/116953/2e6c11a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/120000/117000/116953/7749011b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Springhill Suites by Marriott Mystic Waterford [](https://www.expedia.ca/New-London-Hotels-Springhill-Suites-By-Marriott-Mystic-Waterford.h116953.Hotel-Information) Quaker Hill 8.6/10 Excellent (921) "Clean hotel with good breakfast and close to USCGA." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer Traveling for business CA $172 CA $198 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/New-London-Hotels-Springhill-Suites-By-Marriott-Mystic-Waterford.h116953.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1400000/1400000/1399998/244ffe91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1400000/1400000/1399998/7fef8cbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1400000/1400000/1399998/cab0b22b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/2000000/1400000/1400000/1399998/98bad297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tower Inn And Suites Of Guilford - Madison [](https://www.expedia.ca/New-Haven-Hotels-Tower-Inn-And-Suites-Of-Guilford-Madison.h1399998.Hotel-Information) Guilford 7.4/10 Good (233) "excellent location to get to the beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) claudia Traveling with family CA $123 CA $142 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/New-Haven-Hotels-Tower-Inn-And-Suites-Of-Guilford-Madison.h1399998.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1550000/1540100/1540096/27dc947c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1550000/1540100/1540096/762adf0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1550000/1540100/1540096/10940f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1550000/1540100/1540096/d19edbc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oakdell Motel [](https://www.expedia.ca/Waterford-Hotels-Oakdell-Motel.h1540096.Hotel-Information) Waterford 7.0/10 Good (100) "The room was clean and attractive, just like the photo." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joel Traveling with partner CA $134 CA $165 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Waterford-Hotels-Oakdell-Motel.h1540096.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/f4e648ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/b026cb5a.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) ### Econo Lodge Inn & Suites Old Saybrook Westbrook [](https://www.expedia.ca/Old-Saybrook-Hotels-Econo-Lodge-Inn-Suites-Old-Saybrook-Westbrook.h1177328.Hotel-Information) Old Saybrook 7.2/10 Good (460) "I was pleasantly surprised by how clean and updated the room was." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robin Traveling for leisure CA $92 CA $106 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Old-Saybrook-Hotels-Econo-Lodge-Inn-Suites-Old-Saybrook-Westbrook.h1177328.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/970000/970000/969922/93a1e591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/970000/970000/969922/7c30aee8_edited_0390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/970000/970000/969922/5039093a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/970000/970000/969922/956c3a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn Waterford - New London [](https://www.expedia.ca/Waterford-Hotels-Rodeway-Inn-Waterford-New-London.h969922.Hotel-Information) Waterford 8.2/10 Very good (773) "Our room was clean and spacious" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy Traveling for leisure CA $110 CA $127 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Waterford-Hotels-Rodeway-Inn-Waterford-New-London.h969922.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/ccd49f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/5c6281d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/533d1f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water's Edge Resort & Spa [](https://www.expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) Westbrook Center 8.8/10 Excellent (1004) "the property has the most beautiful landscaping !!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $227 CA $285 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.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=2025-12-27&endDate=2025-12-28®ionId=183058&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChester-Hotels.d183058.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Hotels.d183058.Travel-Guide-Hotels) ## Where to stay in Chester Find the best Chester areas and neighborhoods for the activities you enjoy most. - Chester Center [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976479536) ![Chester Center map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:ybv%7BFzhkyLeBqGaGo%7EA_CsVjA_NYa%5DxCqG%3FiCyKia%40uHyJyCuIlAsGgBoF%3FoF%60CqF%3FsHjAeBty%40gQlAdB%3FhCmAnFfFbOdBbAzK%3FfJ%60NvTjSbWrcA%3FnFmAhCwX%7C%5BsHnFuLdAgFlEeBbPxCpF%3FfCmIrVjAtWeBfCgNlEuLdPgJjD&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=0-F42PMawbsdPkAEYwJzrdA_EZs=) ### Chester Center If you're spending some time in Chester Center, Norma Terris Theater and Connecticut Valley Railroad State Park Trail are top sights worth seeing. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976479536) ## Learn more about Chester Charming galleries and local shops line Main Street, where you'll find handcrafted jewellery and Connecticut River Valley artwork. Catch a performance at the Goodspeed Opera House in East Haddam or kayak Chester Creek when summer temperatures rise. [See all hotels in Chester](https://www.expedia.ca/Hotel-Search?startDate=2025-12-27&endDate=2025-12-28&adults=2®ionId=183058) ![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=900&h=600&p=1&q=high) ### Stay near popular Chester attractions [](https://expedia.ca/Chester-Creek-Marina-Hotels.0-l553248621558034067-0.Travel-Guide-Filter-Hotels) #### Chester Creek Marina Explore the waterfront in Chester with a trip to Chester Creek Marina. While you're in the area, stroll along the beautiful beaches. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621558034067) [](https://expedia.ca/Norma-Terris-Theater-Hotels.0-l553248621532665705-0.Travel-Guide-Filter-Hotels) #### Norma Terris Theater You can enjoy a show at Norma Terris Theater on your trip to Chester. While you're in the area, stroll along the beautiful beaches. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665705) ## More cheap stays in Chester ![Red Roof Inn Mystic - New London](https://images.trvl-media.com/lodging/1000000/10000/7300/7300/e2ce1a19_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Red Roof Inn Mystic - New London 707 Colman Street, Building A New London CT CA $74 CA $86 total Dec 21 - Dec 22 includes taxes & fees 5.6/10 (1,001 reviews) [](https://expedia.ca/New-London-Hotels-Red-Roof-Inn-Mystic-New-London.h7300.Hotel-Information) ![Microtel Inn & Suites by Wyndham Uncasville Casino Area](https://images.trvl-media.com/lodging/1000000/810000/801800/801773/ed4520c7_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Microtel Inn & Suites by Wyndham Uncasville Casino Area 1954 Norwich New London Tpke Montville CT CA $92 CA $106 total Dec 16 - Dec 17 includes taxes & fees 8.6/10 Excellent! (1,845 reviews) [](https://expedia.ca/Montville-Hotels-Microtel-Inn-Suites-By-Wyndham-Uncasville.h801773.Hotel-Information) ![Motel 6 New Haven - Branford, CT](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/c15293e5_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Motel 6 New Haven - Branford, CT 320 E Main St Branford CT CA $101 CA $117 total Dec 21 - Dec 22 includes taxes & fees 7/10 Good! (1,003 reviews) [](https://expedia.ca/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.Hotel-Information) ![Regency Inn & Suites New London, Mystic](https://images.trvl-media.com/lodging/1000000/10000/6400/6341/fbddb1be_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Regency Inn & Suites New London, Mystic 269 North Frontage Road New London CT CA $113 CA $130 total Dec 21 - Dec 22 includes taxes & fees 6/10 (1,001 reviews) [](https://expedia.ca/New-London-Hotels-Regency-Inn-And-Suites-New-London.h6341.Hotel-Information) ![Hampton Inn Norwich](https://images.trvl-media.com/lodging/19000000/18260000/18258300/18258245/d98f34e1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Norwich 154 Salem Turnpike Norwich CT CA $137 CA $157 total Jan 4 - Jan 5, 2026 includes taxes & fees 9.2/10 Wonderful! (1,002 reviews) [](https://expedia.ca/Norwich-Hotels-Hampton-Inn-Norwich.h18258245.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Pier Blue Inn Old Saybrook - Essex 1430 Boston Post Rd Old Saybrook CT [Get rates](https://expedia.ca/Hotel-Search?startDate=27%2F12%2F2025&endDate=28%2F12%2F2025&selected=12143&PinnedHotelID=12143&HadPinnedHotel=true®ionId=183058) 7.8/10 Good! (1,000 reviews) [](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ## Hotels in Chester with star-rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 5 properties [](https://expedia.ca/4Star-Chester-Hotels.s40-0-d183058.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 87 properties [](https://expedia.ca/3Star-Chester-Hotels.s30-0-d183058.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 103 properties [](https://expedia.ca/2Star-Chester-Hotels.s20-0-d183058.Travel-Guide-Filter-Hotels) ## Find out more about Chester ### Top reasons to visit Chester - **Scenic Outdoor Adventures:** Chester offers beautiful state parks and beaches, perfect for hiking, picnicking, and relaxation by the water. - **Charming Downtown:** Explore the quaint downtown area filled with friendly locals, unique shops, and delightful eateries. - **Cultural Attractions:** Visit the Chester Historical Museum and catch a show at the local theatre for a taste of the town's heritage. - **Romantic Getaways:** Ideal for couples, Chester's picturesque scenery and cozy accommodations create a romantic atmosphere. - **Family-Friendly Environment:** With a variety of activities and attractions, Chester ensures a memorable experience for visitors of all ages. ### Find great hotels near Chester Discover charming hotel accommodations in Chester, Connecticut, ideal for every type of traveller. Whether you're seeking a cozy bed & breakfast or a versatile hotel with business facilities, Chester offers a range of options. Enjoy pet-friendly services, perfect for those travelling with furry companions, and embrace a delightful beach vacation experience. With various star-rated hotels in the area, your stay in this quaint town promises comfort and convenience. - **[Extended Stay America Suites Hartford Meriden: ](https://www.expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Meriden.h904757.Hotel-Information)** Tailored for business travellers, Extended Stay America Suites Hartford Meriden offers a comfortable and convenient stay just 27.4km from Chester. This hotel is pet-friendly, welcoming both dogs and cats, making it ideal for those travelling with furry companions. With essential amenities designed for work, including a business centre and complimentary Wi-Fi, guests can stay productive during their visit. The property also provides a home-like experience with fully equipped kitchens in each suite, allowing guests to prepare their own meals while enjoying a comfortable atmosphere. - **[Baymont by Wyndham Branford/New Haven: ](https://www.expedia.ca/New-Haven-Hotels-Baymont-By-Wyndham-BranfordNew-Haven.h15113.Hotel-Information)** Situated 25.7km from Chester, Baymont by Wyndham Branford/New Haven is perfect for families and adventure seekers alike. Offering a range of exciting activities such as hiking, ziplining, and boat tours nearby, this hotel encourages guests to explore the great outdoors. The property is also pet-friendly, with amenities catering to children, including complimentary cribs. With a welcoming atmosphere and engaging recreational options, it’s an excellent choice for those looking to create lasting memories with their loved ones. - **[Red Roof Inn Meriden: ](https://www.expedia.ca/Hartford-Hotels-Red-Roof-Inn-Meriden.h2831.Hotel-Information)** Located 27.4km from Chester, Red Roof Inn Meriden is a welcoming spot for business travellers and the LGBTQIA community. This pet-friendly hotel boasts a supportive environment and offers essential business amenities, ensuring guests can work comfortably during their stay. With a focus on inclusivity and comfort, the property provides a relaxed atmosphere where everyone feels at home. Enjoy the convenience of bringing your pets along while taking advantage of the excellent facilities designed for both leisure and work. ### Where to stay near Chester Chester, Connecticut, offers a delightful blend of outdoor adventures and romantic scenery, making it an ideal getaway for Canadian travellers. Explore the charming downtown filled with friendly locals, and take in the beautiful spots and scenic views along the Connecticut shoreline. Nearby beaches provide a perfect backdrop for relaxation, while the area's family-friendly atmosphere ensures a memorable experience for all. Whether you're seeking adventure or tranquility, Chester has something for everyone. - **[Old Saybrook: ](https://www.expedia.ca/Old-Saybrook-Hotels.d6057199.Travel-Guide-Hotels)** Located 14.5km from Chester, Old Saybrook is a charming city that offers visitors a delightful blend of outdoor adventure and scenic beauty. Known for its romantic atmosphere, this destination is perfect for couples and families alike. The peak travel season runs from June to August, with a variety of attractions to explore, including beautiful beaches and picturesque lakes. Outdoor enthusiasts can enjoy recreational areas, while golf courses and music concerts add to the vibrant local scene. Don't miss the opportunity to witness stunning sunsets along the shoreline. - **[Westbrook: ](https://www.expedia.ca/Westbrook-Hotels.d173488.Travel-Guide-Hotels)** Just 12.9km from Chester, Westbrook is a delightful coastal city that draws visitors with its scenic views and outdoor activities. The city experiences a moderate seasonal influx of tourists, particularly from June to August. Westbrook is known for its romantic charm, making it an ideal getaway for couples. Popular activities include relaxing at the beach, attending music concerts, and enjoying the local resorts. The family-friendly atmosphere, combined with event and conference venues, makes Westbrook a fantastic destination for both leisure and business travellers. - **[Madison: ](https://www.expedia.ca/Madison-Hotels.d8791.Travel-Guide-Hotels)** Situated 14.5km from Chester, Madison is a picturesque city that attracts visitors seeking adventure and stunning scenery. With a moderately seasonal tourism pattern, peak travel occurs during the summer months. Madison is ideal for outdoor lovers, featuring recreational areas, golf courses, and music concerts. The proximity to beautiful beaches and the national state park makes it a perfect spot for nature enthusiasts. Madison's inviting atmosphere, coupled with its family-friendly beaches, ensures that it offers memorable experiences for all ages. ### Things to do near Chester Chester, Connecticut, is perfect for outdoor and romantic getaways, offering beautiful scenery and a variety of activities. Visitors can enjoy the local recreational areas, catch a show at the theatre, and explore educational attractions. Don't miss the steam train experience and other top sites that highlight the charm of this quaint town. Chester promises a delightful blend of relaxation and adventure for all who visit. **Shopping** Experience shopping in Chester with local gems like the [Sundial Herb Garden](https://www.expedia.ca/Sundial-Herb-Garden-Hotels.0-l553248621532665704-0.Travel-Guide-Filter-Hotels), just 8.0km away. For more options, visit [Clinton Crossing Premium Outlets](https://www.expedia.ca/Clinton-Crossing-Premium-Outlets-Hotels.0-l6276899-0.Travel-Guide-Filter-Hotels) and [North Madison Shopping Center](https://www.expedia.ca/North-Madison-Shopping-Center-Hotels.0-l553248621563220906-0.Travel-Guide-Filter-Hotels), both 12.9km away, offering a mix of family-friendly vibes and diverse shops. **Recreation** At [Devil’s Hopyard State Park](https://www.expedia.ca/Devils-Hopyard-State-Park-Hotels.0-l553248621533116830-0.Travel-Guide-Filter-Hotels), enjoy serene hiking trails and tranquil picnic spots surrounded by nature. For golf enthusiasts, both [Banner Country Club](https://www.expedia.ca/Banner-Country-Club-Hotels.0-l553248621561681627-0.Travel-Guide-Filter-Hotels) and [Fox Hopyard Golf Club](https://www.expedia.ca/Fox-Hopyard-Golf-Club-Hotels.0-l553248621561681656-0.Travel-Guide-Filter-Hotels) offer picturesque courses with vibrant outdoor settings, perfect for a relaxing day of sport and fresh air. **Adventure** Experience thrilling winter sports at [Powder Ridge Mountain Park and Resort](https://www.expedia.ca/Powder-Ridge-Mountain-Park-And-Resort-Hotels.0-l553248621560918651-0.Travel-Guide-Filter-Hotels), a premier ski destination located 24.1km from Chester. For adrenaline-pumping excitement, visit [Waterford Speedbowl](https://www.expedia.ca/Waterford-Speedbowl-Hotels.0-l6328080-0.Travel-Guide-Filter-Hotels), a vibrant motor racing venue 25.7km away. Explore the natural beauty at [Cromwell Meadows Wildlife Management Area](https://www.expedia.ca/Cromwell-Meadows-Wildlife-Management-Area-Hotels.0-l553248621532665895-0.Travel-Guide-Filter-Hotels), also 25.7km from Chester. **Nightlife** Experience the enchanting atmosphere at the [Goodspeed Opera House](https://www.expedia.ca/Goodspeed-Opera-House-Hotels.0-l6089799-0.Travel-Guide-Filter-Hotels), just 6.4km away, where you can enjoy captivating performances. For a thrilling adventure, visit [Brownstone Exploration & Discovery Park](https://www.expedia.ca/Brownstone-Exploration-Discovery-Park-Hotels.0-l553248621558114723-0.Travel-Guide-Filter-Hotels), 24.1km out, or gaze at the stars at [Van Vleck Observatory](https://www.expedia.ca/Van-Vleck-Observatory-Hotels.0-l553248621532665893-0.Travel-Guide-Filter-Hotels), located 16.4km from Chester. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Chester To save money on your trip to Chester, Connecticut, consider visiting between December and February for lower accommodation rates, avoiding peak months like May and July to August. Booking your stay on a Tuesday can also lead to better deals compared to Saturday. Use Expedia to compare hotel options and refine your choices based on your budget. Don't forget to explore package deals that combine flights, hotels, and activities for additional savings. Seek out free local attractions and public transportation options to enhance your experience without stretching your wallet. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Chester are December to February, where the prices are slightly lower. This is in comparison to May and July to August, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Chester is Tuesday. The most expensive day to stay in Chester is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your choices based on your budget, desired location, and preferred type of accommodation. To find the best prices and offers, arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in Chester with your flights and activities through an Expedia package. ### Find the best attractions near Chester Chester, Connecticut, is perfect for a romantic getaway or an outdoor adventure, featuring scenic spots like state parks, beaches, and historic houses. Visitors can explore the Chester Historical Museum and enjoy the charming atmosphere of Chester, CT. With a variety of attractions catering to those seeking adventure and beautiful scenery, Chester offers an unforgettable vacation experience. - **[Essex Steam Train: ](https://www.expedia.ca/Essex-Steam-Train-Hotels.0-l6171206-0.Travel-Guide-Filter-Hotels)** Experience the charm of this railway museum located 8.0km from Chester. Board a vintage steam train and enjoy a scenic ride through the picturesque Connecticut River Valley, immersing yourself in the rich history and culture of the area. - **[Gillette Castle State Park: ](https://www.expedia.ca/Gillette-Castle-State-Park-Hotels.0-l502002-0.Travel-Guide-Filter-Hotels)** Just 4.8km from Chester, this unique national park features a stunning castle with breathtaking views. Explore the beautiful hiking trails, picnic areas, and the captivating scenery that showcases the region’s natural beauty and adventure. - **[Essex Island Marina: ](https://www.expedia.ca/Essex-Island-Marina-Hotels.0-l6326375-0.Travel-Guide-Filter-Hotels)** Situated 9.7km from Chester, this marina offers a delightful blend of outdoor activities and beach vibes. Enjoy kayaking, paddleboarding, or simply relaxing by the water while soaking in the vibrant atmosphere of the marina. ### Best time to go to Chester The best time to visit Chester is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 31.3°F (-0.4°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | February | 32.4°F (0.2°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | March | 38.5°F (3.6°C) | Light Rain | Mostly Sunny | Average | Average | | April | 48.2°F (9.0°C) | Light Rain | Mostly Sunny | Slightly High | Average | | May | 57.9°F (14.4°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | June | 66.4°F (19.1°C) | Light Rain | Mostly Sunny | Average | Average | | July | 73.8°F (23.2°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 72.7°F (22.6°C) | Light Rain | Mostly Sunny | Average | Slightly High | | September | 66.2°F (19.0°C) | Light Rain | Mostly Sunny | Average | Average | | October | 56.5°F (13.6°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | November | 45.5°F (7.5°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 37.8°F (3.2°C) | Light Rain | Mostly Sunny | Average | Slightly Low | ### The nearest major airports for your trip to Chester When visiting Chester, Connecticut, you have several major airports to consider. Bradley International Airport ([BDL](https://www.expedia.ca/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)) in Hartford is the closest, situated 61.2km away. Nearby accommodations include the 4-star [DoubleTree by Hilton Hartford - Bradley Airport](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information), just 1.6km from the airport, and the 4-star [Marriott Hartford Downtown](https://www.expedia.ca/Hartford-Hotels-Marriott-Hartford-Downtown.h1260819.Hotel-Information), located 19.3km away. T.F. Green Airport ([PVD](https://www.expedia.ca/TF-Green-Airport-Hotels.0-aPVD-0.Travel-Guide-Filter-Hotels)) in Providence is 95.0km from Chester, with options like the [Omni Providence Hotel](https://www.expedia.ca/Providence-Hotels-Omni-Providence-Hotel.h24536.Hotel-Information) and [Graduate by Hilton Providence](https://www.expedia.ca/Providence-Hotels-Graduate-Providence.h20009389.Hotel-Information), both 11.3km from PVD. Alternatively, MacArthur Airport ([ISP](https://www.expedia.ca/MacArthur-Airport-Hotels.0-aISP-0.Travel-Guide-Filter-Hotels)) in Islip is 85.3km away, with nearby hotels such as the [Hyatt Regency Long Island](https://www.expedia.ca/Hauppauge-Hotels-Hyatt-Regency-Long-Island.h3668.Hotel-Information) and Jake's 58 Casino Hotel, both only 6.4km from ISP. ## Recent reviews of Chester hotels ![Motel 6 New Haven - Branford, CT](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/c15293e5_y.jpg) ### Motel 6 New Haven - Branford, CT 5/5 Excellent "Clean room" A verified traveller stayed at Motel 6 New Haven - Branford, CT Posted 6 hours ago [](https://expedia.ca/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.Hotel-Information) ![Mohegan Sun](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/60dec0f3_y.jpg) ### Mohegan Sun 5/5 Excellent "Yes" A verified traveller stayed at Mohegan Sun Posted 2 days ago [](https://expedia.ca/Montville-Hotels-Mohegan-Sun.h894248.Hotel-Information) ![Microtel Inn & Suites by Wyndham Uncasville Casino Area](https://images.trvl-media.com/lodging/1000000/810000/801800/801773/ed4520c7_y.jpg) ### Microtel Inn & Suites by Wyndham Uncasville Casino Area 5/5 Excellent "Small but very clean room, extremely pleasant front desk staff, simple breakfast with 24 hour coffee, and more than adequate parking. The price was definitely right, and I would stay here again if passing through. Note… There’s a fridge in the room, but no microwave. You can use the microwave in the lobby." A verified traveller stayed at Microtel Inn & Suites by Wyndham Uncasville Casino Area Posted 4 days ago [](https://expedia.ca/Montville-Hotels-Microtel-Inn-Suites-By-Wyndham-Uncasville.h801773.Hotel-Information) ![Best Western Niantic - New London/Mystic Area](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/w3834h2560x6y0-25f93ce9_y.jpg) ### Best Western Niantic - New London/Mystic Area 5/5 Excellent "Clean, quiet, and staff was super professional. " A verified traveller stayed at Best Western Niantic - New London/Mystic Area Posted 5 days ago [](https://expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information) ![Hampton Inn Norwich](https://images.trvl-media.com/lodging/19000000/18260000/18258300/18258245/d98f34e1_y.jpg) ### Hampton Inn Norwich 5/5 Excellent "We stay here whenever we go to Mohegan Sun. The front desk is always very friendly and helpful. Breakfast is terrific. I was pleasantly surprised." A verified traveller stayed at Hampton Inn Norwich Posted 5 days ago [](https://expedia.ca/Norwich-Hotels-Hampton-Inn-Norwich.h18258245.Hotel-Information) ![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 5/5 Excellent "My stay with Saybrook Point Resort & Marina was amazing. Clean room, amazing staff and amenities! I plan to return again!" A verified traveller stayed at Saybrook Point Resort & Marina Posted 5 days ago [](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Sleep Inn & Suites Niantic North](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/cf19af3a_y.jpg) ### Sleep Inn & Suites Niantic North 5/5 Excellent "Very clean room Did not have the breakfast as we left prior to it starting. Would stay there again " A verified traveller stayed at Sleep Inn & Suites Niantic North Posted 6 days ago [](https://expedia.ca/Niantic-Hotels-Sleep-Inn-Suites-Niantic.h851700.Hotel-Information) ![Best Western Plus New England Inn & Suites](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/ff6d89d5_y.jpg) ### Best Western Plus New England Inn & Suites 5/5 Excellent "have all intentions on returning " A verified traveller stayed at Best Western Plus New England Inn & Suites Posted 6 days ago [](https://expedia.ca/Hartford-Hotels-Best-Western-Plus-New-England-Inn-Suites.h922173.Hotel-Information) ![Holiday Inn Norwich by IHG](https://images.trvl-media.com/lodging/1000000/10000/1500/1450/d9b5e4b8_y.jpg) ### Holiday Inn Norwich by IHG 5/5 Excellent "Clean room, staff was helpful, easy check in ample parking. Shuttle service was great, no waiting." A verified traveller stayed at Holiday Inn Norwich by IHG Posted 6 days ago [](https://expedia.ca/Norwich-Hotels-Holiday-Inn-Norwich.h1450.Hotel-Information) ## Frequently asked questions ### When is the best time to go to Chester? > June falls within the peak tourist season, which spans from May to August, bringing a lively atmosphere to Chester. The city is particularly bustling with various events and activities, allowing visitors to immerse themselves in the local culture. Whether you're wandering through the famous Rows, enjoying a boat trip along the River Dee, or relaxing in one of the many beautiful parks, the delightful climate enhances every outdoor experience. > > > For couples planning a romantic getaway, June offers numerous outdoor dining options. Many restaurants feature scenic terrace seating where you can indulge in delicious local cuisine while soaking up the sun. The long daylight hours also provide ample time to enjoy Chester's evening charm, whether you're attending a festival or simply strolling through the beautifully lit city. > > > If your travel plans are more budget-conscious, consider visiting Chester in late September. While the weather remains mild, prices for accommodation and attractions tend to be lower, allowing you to experience the city's beauty without stretching your wallet too far. ### Where can I find the best nightlife in Chester? > For a relaxed evening, you can visit the historic Chester Main Street, where you'll find a selection of cosy bars and restaurants. The local pubs offer a warm atmosphere, great for unwinding with friends or enjoying a quiet drink. Places like The River Tavern provide a lovely setting with a great menu, making it a wonderful spot to start your night. > > > If you're in the mood for some live music, check out the local events at venues like the Chester Meeting House, which occasionally hosts performances and community events. This can be a lovely way to enjoy a more laid-back evening in a friendly, welcoming environment. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Chester hotel booking with Expedia? ### How much is the nightly rate at a Chester hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - 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) - [Hotels with an Indoor Pool in Chester Center ](https://www.expedia.ca/Chester-Center-Chester-Hotels-Hotels-With-Indoor-Pool.0-n553248635976479536-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - 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