Title: The Best 4 Star Hotels in Chester, CT from $273 | Expedia.com [Chester Travel Guide](https://expedia.com/Chester.dx183058)[Hotels in Chester](https://expedia.com/Chester-Hotels.d183058.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d183058.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d183058.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d183058.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/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) ![](https://images.trvl-media.com/place/183058/c14a28ee-62e4-4e76-85a4-650e5a230000.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 4 Star Hotels Tonight [Feb 22 - Feb 23](https://www.expedia.com/Hotel-Search?regionId=183058&startDate=2026-02-22&endDate=2026-02-23&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 23 - Feb 24](https://www.expedia.com/Hotel-Search?regionId=183058&startDate=2026-02-23&endDate=2026-02-24&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=183058&startDate=2026-02-27&endDate=2026-03-01&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=183058&startDate=2026-03-06&endDate=2026-03-08&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester 4-star hotels ![2 indoor pools, open 6 AM to 10 PM, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/37130fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/w3836h2560x4y0-b563ecb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/3c373018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![19 restaurants, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/d3354fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mohegan Sun [](https://www.expedia.com/Montville-Hotels-Mohegan-Sun.h894248.Hotel-Information) Montville 9.2/10 Wonderful (2,068 reviews) "Great service and accommodations " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis $241 nightly $273 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Montville-Hotels-Mohegan-Sun.h894248.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/1ec18076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Accessible (Roll In Shower) | Egyptian cotton sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/5bf701c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | View from room](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/79675399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/c4093211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Madison Beach Hotel [](https://www.expedia.com/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) Madison Center 9.4/10 Exceptional (346 reviews) "Staff and hotel are lovely " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven $245 nightly $282 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) ![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 322) | Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1490000/1484300/1484254/e11ede87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, 1 Bedroom, Non Smoking (Room 314) | Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1490000/1484300/1484254/61b576aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1490000/1484300/1484254/98c270a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Copper Beech Inn [](https://www.expedia.com/Old-Saybrook-Hotels-Copper-Beech-Inn.h1484254.Hotel-Information) Ivoryton 8.6/10 Excellent (507 reviews) "Very nice property. Very clean. Staff was very nice - very good breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marilyn $279 nightly $321 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Copper-Beech-Inn.h1484254.Hotel-Information) ![Miss Anna James Room | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/w848h631x48y3-ad11e9c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Katharine Hepburn Room | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/20c673f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/1891e70e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miss Anna James Room | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/dc6ad011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### James Pharmacy Bed & Breakfast [](https://www.expedia.com/Old-Saybrook-Hotels-James-Pharmacy-Bed-Breakfast.h78191036.Hotel-Information) Old Saybrook Center 9.0/10 Wonderful (23 reviews) "Cute B&B, very nice room, check-in worked well" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Isolde [](https://www.expedia.com/Old-Saybrook-Hotels-James-Pharmacy-Bed-Breakfast.h78191036.Hotel-Information) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Chester-Hotels.s40-0-d183058.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Chester-Hotels.s40-0-d183058.Travel-Guide-Filter-Hotels) ## Learn more about Chester Charming galleries and local shops line Main Street, where you'll find handcrafted jewelry 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.com/Hotel-Search?startDate=2026-03-08&endDate=2026-03-09&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) ## Top Chester Hotel Reviews ## Find out more about Chester ## Chester Four Star Hotel Information When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Chester, Connecticut are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Chester 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service. Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Chester. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Chester, Connecticut, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop. Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Chester hotels offer everything your heart desires. ## Frequently asked questions ### What are the best 4-star hotels in Chester? ### How much does it cost to stay in a 4-star hotel in Chester? > - Search for the lowest price from $273 ### What's the difference between 5-star and 4-star hotels in Chester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Chester Center ](https://www.expedia.com/Chester-Center-Chester-Hotels.0-n553248635976479536-0.Travel-Guide-Filter-Hotels) - [Hotels near Norma Terris Theater ](https://www.expedia.com/Norma-Terris-Theater-Hotels.0-l553248621532665705-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Deep River ](https://www.expedia.com/4Star-Deep-River-Hotels.s40-0-d6004513.Travel-Guide-Filter-Hotels) - [Deep River Hotels ](https://www.expedia.com/Deep-River-Hotels.d6004513.Travel-Guide-Hotels) - 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