Title: Top 10 Hotels in Chester, CT from $68 - Competitive Prices | Expedia.com [Chester Travel Guide](https://expedia.com/Chester.dx183058)[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 ## Go beyond your typical stay in Chester Pet-friendly [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-26&d2=2026-02-26&amenities=PETS) Ocean view [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-26&d2=2026-02-26&amenities=OCEAN_VIEW) Great for families [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-26&d2=2026-02-26&travelerType=family_friendly) Pool [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-26&d2=2026-02-26&amenities=POOL) Spa [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-26&d2=2026-02-26&amenities=SPA_ON_SITE) Hot tub [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-26&d2=2026-02-26&amenities=HOT_TUB) Apart­ment [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-26&d2=2026-02-26&lodging=APARTMENT) Cottages [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-26&d2=2026-02-26&lodging=COTTAGE) Condo [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-26&d2=2026-02-26&lodging=CONDO) Waterpark [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-26&d2=2026-02-26&amenities=WATER_PARK) Villas [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-26&d2=2026-02-26&lodging=VILLA) ## Check prices for these dates Tonight [Feb 10 - Feb 11](https://www.expedia.com/Hotel-Search?regionId=183058&startDate=2026-02-10&endDate=2026-02-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 11 - Feb 12](https://www.expedia.com/Hotel-Search?regionId=183058&startDate=2026-02-11&endDate=2026-02-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 13 - Feb 15](https://www.expedia.com/Hotel-Search?regionId=183058&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=183058&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester 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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/3c373018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/60dec0f3.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) ### Mohegan Sun [](https://www.expedia.com/Montville-Hotels-Mohegan-Sun.h894248.Hotel-Information) Montville 9.2/10 Wonderful (2,084 reviews) "Great service and accommodations " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis $244 nightly $277 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Montville-Hotels-Mohegan-Sun.h894248.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/fc6ee41c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Multiple Beds, Ground Floor (by the Sea) | Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/25adc215.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/c47845a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/a1220aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water's Edge Resort & Spa [](https://www.expedia.com/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) Westbrook Center 8.8/10 Excellent (1,002 reviews) "Great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura $244 nightly $281 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.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) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1490000/1484300/1484254/98c270a2.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) ![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) ### Copper Beech Inn [](https://www.expedia.com/Old-Saybrook-Hotels-Copper-Beech-Inn.h1484254.Hotel-Information) Ivoryton 8.6/10 Excellent (506 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 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Copper-Beech-Inn.h1484254.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/5cb2e3e0.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.com/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) Saybrook Manor 8.0/10 Very Good (1,003 reviews) "Room was clean and warm and the staff was very friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pattie $79 nightly $91 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/a4b45014.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) ![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) ![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 [](https://www.expedia.com/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.Hotel-Information) Montville 9.2/10 Wonderful (2,631 reviews) "Clean , great amenities, friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah $93 nightly $107 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6570000/6561600/6561595/54e3331f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/7000000/6570000/6561600/6561595/9c05f092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/7000000/6570000/6561600/6561595/8d3bb54a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/7000000/6570000/6561600/6561595/c611705d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Lyme Inn [](https://www.expedia.com/Old-Lyme-Hotels-Old-Lyme-Inn.h6561595.Hotel-Information) Old Lyme 9.2/10 Wonderful (168 reviews) "Staff is always welcoming and the stay is my favorite in Old Lyme. I feel at home there. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael [](https://www.expedia.com/Old-Lyme-Hotels-Old-Lyme-Inn.h6561595.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114820000/114814900/114814862/e070d0c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114820000/114814900/114814862/acbc9494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114820000/114814900/114814862/eec34efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114820000/114814900/114814862/273d5318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Higganum House B&B [](https://www.expedia.com/Higganum-Hotels-Higganum-House-BB.h114814862.Hotel-Information) Higganum 9.0/10 Wonderful (2 reviews) "The old home is beautiful. It was clean and well stocked as far as amenities. Clark (owned with his wife) was very friendly and helpful yet not intrusive. If you like a stately old home with history, it’s a nice place to visit." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James [](https://www.expedia.com/Higganum-Hotels-Higganum-House-BB.h114814862.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/62eddf34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/520263a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/cd675eea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/82f07910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westbrook Inn B&B [](https://www.expedia.com/Old-Saybrook-Hotels-Westbrook-Inn-Bed-And-Breakfast.h35596310.Hotel-Information) Westbrook Center 9.8/10 Exceptional (178 reviews) "Charming, beautiful inn; excellent food and service." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $196 nightly $218 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Westbrook-Inn-Bed-And-Breakfast.h35596310.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) ![Business center](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/f543141b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom, Private Bathroom | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/bf9d977d.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) ### The Captain Stannard [](https://www.expedia.com/Westbrook-Hotels-Captain-Stannard-BB-Country-Inn.h1479959.Hotel-Information) Westbrook Center 9.8/10 Exceptional (260 reviews) "The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa $214 nightly $238 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Westbrook-Hotels-Captain-Stannard-BB-Country-Inn.h1479959.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) ![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) ![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) ### 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) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/6800/6777/2c26b973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Eco-friendly toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/10000/6800/6777/3dac5338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/10000/6800/6777/c4c1ea44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/10000/6800/6777/c6d80879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Capitol Hotel [](https://www.expedia.com/Hartford-Hotels-The-Capitol-Hotel.h6777.Hotel-Information) Downtown Hartford 7.6/10 Good (1,170 reviews) "The hotel stay was perfect. The room was clean and comfortable. Location was perfect - we needed to be near the convention center and we were just 5 minutes away. Would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy $93 nightly $107 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Hartford-Hotels-The-Capitol-Hotel.h6777.Hotel-Information) ![Free cribs/infant beds, rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/f9bec315.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/9ab5b9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clinton Motel [](https://www.expedia.com/Old-Saybrook-Hotels-Clinton-Motel.h11951206.Hotel-Information) Clinton 8.6/10 Excellent (302 reviews) "The room was comfortable and clean. A good value for the money." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $78 nightly $90 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Clinton-Motel.h11951206.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) ![Lobby](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/ad4e87dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/d45d7974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Accessible, Non Smoking | Individually decorated, individually furnished, blackout drapes](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/773be73b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Liberty Inn [](https://www.expedia.com/Old-Saybrook-Hotels-Liberty-Inn.h3004551.Hotel-Information) Old Saybrook 7.6/10 Good (641 reviews) "Great little place to stay with friendly staff and clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolan $89 nightly $102 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Liberty-Inn.h3004551.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/be26a516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/604acd23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/8ffa2c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Old Saybrook - Westbrook [](https://www.expedia.com/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) Old Saybrook 7.8/10 Good (1,001 reviews) "Hotel was very clean, staff was wonderful and the pool was so relaxing. It was a quick visit but definitely would stay again if I was in that area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen $101 nightly $116 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/ce9d1772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/b6943108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/a42cca00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Haven Hotel [](https://www.expedia.com/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) Downtown New Haven 9.0/10 Wonderful (2,019 reviews) "Great place, location and staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Larissa $111 nightly $128 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/fce2d4ec.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) ![Breakfast, lunch, dinner served; ocean views](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/719b8aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saybrook Point Resort & Marina [](https://www.expedia.com/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) Old Saybrook Center 9.6/10 Exceptional (1,000 reviews) "Wonderful stay in a beautiful setting." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah $297 nightly $342 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/19000000/18260000/18258300/18258245/abd6f274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18260000/18258300/18258245/d98f34e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/19000000/18260000/18258300/18258245/6f7d2700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/19000000/18260000/18258300/18258245/cfeeef7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Norwich [](https://www.expedia.com/Norwich-Hotels-Hampton-Inn-Norwich.h18258245.Hotel-Information) Westside Norwich 9.4/10 Exceptional (1,006 reviews) "The room was clean and the lady at the front desk was excellent " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shondel $114 nightly $131 total Feb 20 - Feb 21 Total with taxes and fees [](https://www.expedia.com/Norwich-Hotels-Hampton-Inn-Norwich.h18258245.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23400/23355/a8dc161b.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) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/30000/23400/23355/2edf1a29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/1000000/30000/23400/23355/6655f130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn New London - Mystic Area by IHG [](https://www.expedia.com/New-London-Hotels-Holiday-Inn-New-London-Mystic-Area.h23355.Hotel-Information) New London 8.4/10 Very Good (1,004 reviews) "Great rooms and staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt $114 nightly $131 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/New-London-Hotels-Holiday-Inn-New-London-Mystic-Area.h23355.Hotel-Information) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/0820f8f7.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/61b6e714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Inn & Suites Old Saybrook Westbrook [](https://www.expedia.com/Old-Saybrook-Hotels-Econo-Lodge-Inn-Suites-Old-Saybrook-Westbrook.h1177328.Hotel-Information) Old Saybrook 7.2/10 Good (466 reviews) "All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hilary $67 nightly $77 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Econo-Lodge-Inn-Suites-Old-Saybrook-Westbrook.h1177328.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/15000000/14710000/14708600/14708579/32a9a3ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/15000000/14710000/14708600/14708579/1e2037a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/15000000/14710000/14708600/14708579/2e44d319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Double Beds | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/15000000/14710000/14708600/14708579/08314c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lamplighter Motel - Clinton, Connecticut [](https://www.expedia.com/Old-Saybrook-Hotels-Lamplighter-Motel-Clinton.h14708579.Hotel-Information) Clinton 6.4/10 (228 reviews) "Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) pamela $65 nightly $75 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Lamplighter-Motel-Clinton.h14708579.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.com/Hotel-Search?startDate=2026-02-24&endDate=2026-02-25®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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChester-Hotels.d183058.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.com/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. [Learn more about Chester](https://www.expedia.com/Chester.dx183058) - Chester Center ![Hands down the place to be in Chester!!!!](https://images.trvl-media.com/place/183058/132ef6d3-548e-4eca-851b-2f71fb5ffb6e.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by Annette Babek ![Where it all started! Lovely place for a cocktail!!](https://images.trvl-media.com/place/183058/0d3b30d5-3e66-4d05-8b79-341f1a7bb3b8.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by Annette Babek [](https://www.expedia.com/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, Connecticut Valley Railroad State Park Trail and Norma Terris Theater are top sights worth seeing. [See properties](https://www.expedia.com/Hotel-Search?regionId=553248635976479536) ## Stay near popular Chester attractions ### Norma Terris Theater The Norma Terris Theatre is Goodspeed Musicals' developmental space where innovative productions debut. In this intimate setting, audiences witness tomorrow's Broadway hits evolve before their eyes. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665705) ## 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=2026-02-24&endDate=2026-02-25&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 ![The Spa at Norwich Inn](https://images.trvl-media.com/lodging/1000000/10000/400/330/4d5b6bcc_y.jpg) ### The Spa at Norwich Inn 10/10 Excellent "Staff was above and beyond. " [](https://expedia.com/Norwich-Hotels-The-Spa-At-Norwich-Inn.h330.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 10/10 Excellent "Definitely a clean room great location 1 mile from Mohegan Sun same street. A lot of places to eat I have been staying at the hotel for years & have nothing but great experiences. " [](https://expedia.com/Montville-Hotels-Microtel-Inn-Suites-By-Wyndham-Uncasville.h801773.Hotel-Information) ![Hyatt Place Uncasville - Casino Area](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/46d6d7fc_y.jpg) ### Hyatt Place Uncasville - Casino Area 10/10 Excellent "Whole experience" [](https://expedia.com/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.Hotel-Information) ![Hampton Inn Norwich](https://images.trvl-media.com/lodging/19000000/18260000/18258300/18258245/d98f34e1_y.jpg) ### Hampton Inn Norwich 10/10 Excellent "Rooms clean, staff was great. Pool and jacuzzi nice and relaxing. " [](https://expedia.com/Norwich-Hotels-Hampton-Inn-Norwich.h18258245.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 10/10 Excellent "Very clean" [](https://expedia.com/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information) ![Hampton Inn & Suites Rocky Hill - Hartford South](https://images.trvl-media.com/lodging/24000000/23520000/23512500/23512415/5b8179ec_y.jpg) ### Hampton Inn & Suites Rocky Hill - Hartford South 10/10 Excellent "The staff was friendly the the room was spotless. I liked the lay out of the room. The fitness cetner and pool were well maintained and the location is convenient. My only complaint is that the room needed better soundproofing, as other guest were extremely loud, but otherwise the stay was perfection. " [](https://expedia.com/Hartford-Hotels-Hampton-Inn-Suites-Rocky-Hill-Hartford-South.h23512415.Hotel-Information) ![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 10/10 Excellent "The motel is clean, employees are very polite, helpful and the room was very spacious." [](https://expedia.com/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 10/10 Excellent "Great staff" [](https://expedia.com/Montville-Hotels-Mohegan-Sun.h894248.Hotel-Information) ![Holiday Inn Express Branford-New Haven by IHG](https://images.trvl-media.com/lodging/1000000/130000/124400/124313/908bc53f_y.jpg) ### Holiday Inn Express Branford-New Haven by IHG 10/10 Excellent "Staff very friendly, room very accomadating, clean and good breakfast" [](https://expedia.com/New-Haven-Hotels-Holiday-Inn-Express-Branford-New-Haven.h124313.Hotel-Information) ## 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 $59 nightly $68 total Feb 17 - Feb 18 Total with taxes and fees 5.6/10 (1,000 reviews) [](https://expedia.com/New-London-Hotels-Red-Roof-Inn-Mystic-New-London.h7300.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 $67 nightly $77 total Feb 15 - Feb 16 Total with taxes and fees 7/10 Good! (1,006 reviews) [](https://expedia.com/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.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 $75 nightly $86 total Feb 24 - Feb 25 Total with taxes and fees 8.6/10 Excellent! (1,886 reviews) [](https://expedia.com/Montville-Hotels-Microtel-Inn-Suites-By-Wyndham-Uncasville.h801773.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 $79 nightly $91 total Feb 11 - Feb 12 Total with taxes and fees 7.8/10 Good! (1,003 reviews) [](https://expedia.com/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.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 $85 nightly $97 total Feb 22 - Feb 23 Total with taxes and fees 6/10 (1,001 reviews) [](https://expedia.com/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 $114 nightly $131 total Feb 20 - Feb 21 Total with taxes and fees 9.2/10 Wonderful! (1,004 reviews) [](https://expedia.com/Norwich-Hotels-Hampton-Inn-Norwich.h18258245.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 4 properties [](https://expedia.com/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 90 properties [](https://expedia.com/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 119 properties [](https://expedia.com/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 local beaches perfect for hiking, picnicking, and relaxation. - **Charming Historic Sites:** Discover historic houses that reflect Chester's rich heritage and captivating history. - **Local Arts and Culture:** Enjoy engaging local theater performances and vibrant arts events throughout the year. - **Picturesque Neighborhoods:** Stroll through charming neighborhoods that create a magical atmosphere, especially in winter. - **Diverse Accommodations:** Choose from cozy bed and breakfasts to pet-friendly hotels, catering to every traveler's needs. ### Find great hotels near Chester Discover a range of charming accommodations in Chester, Connecticut, perfect for every type of traveler. From cozy bed and breakfasts to pet-friendly hotels, you'll find inviting options that cater to both leisure and business needs. Whether you're seeking a beach vacation experience or a peaceful getaway, Chester's hotels offer the perfect blend of comfort and convenience for your stay. - **[Extended Stay America Suites Hartford Meriden: ](https://www.expedia.com/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Meriden.h904757.Hotel-Information)** Designed with business travelers in mind, Extended Stay America Suites Hartford Meriden offers a practical and comfortable stay just 17 miles from Chester. This hotel features spacious suites equipped with full kitchens, making it ideal for those who prefer the convenience of cooking during their stay. With a pet-friendly policy that welcomes dogs and cats, this hotel ensures that you can bring your furry companions along. Business amenities such as free Wi-Fi and meeting facilities cater to your professional needs, while the relaxed atmosphere provides a perfect balance for work and leisure. - **[Baymont by Wyndham Branford/New Haven: ](https://www.expedia.com/New-Haven-Hotels-Baymont-By-Wyndham-BranfordNew-Haven.h15113.Hotel-Information)** Adventure awaits at Baymont by Wyndham Branford/New Haven, located 16 miles from Chester. This family-friendly hotel is perfect for those seeking exciting outdoor activities, with nearby options for hiking, boat tours, and ziplining. Children are well catered for with complimentary cribs and a welcoming environment. The pet-friendly policy allows for a stress-free stay for families traveling with pets, ensuring that every member of the family feels at home. With a commitment to providing a fun-filled experience, this hotel positions itself as an excellent choice for adventurous families. - **[Red Roof Inn Meriden: ](https://www.expedia.com/Hartford-Hotels-Red-Roof-Inn-Meriden.h2831.Hotel-Information)** Welcoming and inclusive, Red Roof Inn Meriden invites travelers 17 miles from Chester to enjoy a comfortable stay that embraces diversity. This LGBTQIA-friendly hotel offers a variety of business amenities, ensuring a convenient experience for professionals. Pets are welcome, allowing guests to bring their furry friends along without worry. The property’s modern design and commitment to service make it a great choice for both business and leisure travelers looking for a friendly atmosphere. ### Where to stay near Chester Chester, Connecticut, offers a charming blend of outdoor adventures and romantic scenery, making it a perfect getaway. Explore the local shops and vibrant shopping scene, where friendly faces and unique finds await. Don't miss the picturesque neighborhoods that transform into a winter wonderland, creating a magical atmosphere. With its family-friendly vibe and budget-friendly options, Chester invites you to enjoy a memorable vacation experience filled with warmth and charm. - **[Old Saybrook: ](https://www.expedia.com/Old-Saybrook-Hotels.d6057199.Travel-Guide-Hotels)** Nestled 9 miles from Chester, Old Saybrook is a charming coastal city that beckons travelers with its stunning outdoor scenery and romantic ambiance. Known for its rich history, visitors can enjoy a relaxing day at the beach, explore scenic lakes, or indulge in a round of golf. The city comes alive during the summer months, with music concerts and various recreational activities that make it a hotspot for families and couples alike. Don't miss the local landmarks that enhance the area’s beauty and charm. - **[Westbrook: ](https://www.expedia.com/Westbrook-Hotels.d173488.Travel-Guide-Hotels)** Located 8 miles from Chester, Westbrook is a delightful seaside city that offers a blend of outdoor adventures and romantic settings. The town is particularly vibrant from June to August, attracting visitors to its beautiful beaches and well-known resort areas. Whether you're soaking up the sun at the family beach or enjoying live music at a local concert, Westbrook provides a perfect backdrop for relaxation and fun. The event conference venues also make it an ideal spot for gatherings, enhancing its appeal to both leisure and business travelers. - **[Madison: ](https://www.expedia.com/Madison-Hotels.d8791.Travel-Guide-Hotels)** Just 9 miles from Chester, Madison is a picturesque city that captivates with its outdoor adventures and scenic beauty. Visitors flock to this charming destination during the warmer months, taking advantage of its recreational areas and inviting beaches. With attractions like the nearby national state park, Madison is perfect for those seeking adventure and tranquility. The local music concerts and golf courses add to its allure, making it a well-rounded destination for anyone looking to experience the best of Connecticut’s coastal charm. ### Things to do near Chester Chester, Connecticut, is perfect for outdoor enthusiasts and couples seeking a romantic getaway. Explore scenic recreational areas, enjoy local theater performances, and participate in engaging educational activities. With plenty of outdoor adventures, fun local events, and camping opportunities, Chester offers a charming atmosphere for a memorable vacation experience. **Shopping** In Chester, you can shop at the [Sundial Herb Garden](https://www.expedia.com/Sundial-Herb-Garden-Hotels.0-l553248621532665704-0.Travel-Guide-Filter-Hotels), just 5 miles away, for unique gifts. The [North Madison Shopping Center](https://www.expedia.com/North-Madison-Shopping-Center-Hotels.0-l553248621563220906-0.Travel-Guide-Filter-Hotels) and [Clinton Crossing Premium Outlets](https://www.expedia.com/Clinton-Crossing-Premium-Outlets-Hotels.0-l6276899-0.Travel-Guide-Filter-Hotels), both 8 miles away, offer a variety of shopping options. If you're up for a drive, explore more malls in nearby towns. **Recreation** Explore [Devil’s Hopyard State Park](https://www.expedia.com/Devils-Hopyard-State-Park-Hotels.0-l553248621533116830-0.Travel-Guide-Filter-Hotels) for serene hikes amidst nature, perfect for relaxation and reflection. For golf enthusiasts, both [Banner Country Club](https://www.expedia.com/Banner-Country-Club-Hotels.0-l553248621561681627-0.Travel-Guide-Filter-Hotels) and [Fox Hopyard Golf Club](https://www.expedia.com/Fox-Hopyard-Golf-Club-Hotels.0-l553248621561681656-0.Travel-Guide-Filter-Hotels) offer excellent outdoor sports experiences with beautiful landscapes, ideal for unwinding and enjoying the fresh air. **Adventure** Experience the thrill of skiing at [Powder Ridge Mountain Park and Resort](https://www.expedia.com/Powder-Ridge-Mountain-Park-And-Resort-Hotels.0-l553248621560918651-0.Travel-Guide-Filter-Hotels), located 15 miles from Chester, where winter sports enthusiasts can enjoy snow-covered slopes and adrenaline-pumping activities. For motorsport fans, the [Waterford Speedbowl](https://www.expedia.com/Waterford-Speedbowl-Hotels.0-l6328080-0.Travel-Guide-Filter-Hotels), 16 miles away, offers high-speed racing excitement and a vibrant atmosphere. Explore the great outdoors at [Cromwell Meadows Wildlife Management Area](https://www.expedia.com/Cromwell-Meadows-Wildlife-Management-Area-Hotels.0-l553248621532665895-0.Travel-Guide-Filter-Hotels), situated 16 miles from Chester, where you can enjoy hiking, birdwatching, and the beauty of unspoiled nature in a peaceful setting. **Nightlife** In Chester, the [Goodspeed Opera House](https://www.expedia.com/Goodspeed-Opera-House-Hotels.0-l6089799-0.Travel-Guide-Filter-Hotels) offers a cultural night out with captivating performances just 4 miles away. For an adventurous vibe, head to [Brownstone Exploration & Discovery Park](https://www.expedia.com/Brownstone-Exploration-Discovery-Park-Hotels.0-l553248621558114723-0.Travel-Guide-Filter-Hotels), located 15 miles away, or enjoy the starry skies at [Van Vleck Observatory](https://www.expedia.com/Van-Vleck-Observatory-Hotels.0-l553248621532665893-0.Travel-Guide-Filter-Hotels), 14 miles 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 during your visit to Chester, consider traveling between December and February when accommodation prices are lower. Tuesdays are the cheapest days to stay, while Saturdays are the most expensive. Use Expedia to find affordable lodging by filtering for eco-friendly options and sorting prices from lowest to highest. You can also save by bundling your hotel, flights, and activities into a package deal. Joining Expedia's One Key membership can provide exclusive discounts and earn you OneKeyCash for future bookings. Additionally, explore free activities and take advantage of Chester's public transport for budget-friendly travel. - **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 feature to refine your options based on your budget, preferred location, and ideal type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and deals, simply sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your Chester hotel reservation with your flights and activities through an Expedia package deal. - **Become a One Key member:** Join [Expedia's One Key membership](https://www.expedia.com/welcome-one-key) program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels. ### Find the best attractions near Chester Chester, Connecticut, is a charming destination perfect for outdoor and romantic getaways. Visitors can explore beautiful state parks, relax at local beaches, and tour historic houses that showcase the area's rich heritage. With its scenic landscapes and adventure opportunities, Chester caters to travelers seeking memorable experiences in nature and history. - **[Essex Steam Train: ](https://www.expedia.com/Essex-Steam-Train-Hotels.0-l6171206-0.Travel-Guide-Filter-Hotels)** Experience the charm of a bygone era aboard the Essex Steam Train, a historic railway museum just 5 miles from Chester. Enjoy scenic rides through picturesque landscapes while soaking in the rich culture and history of steam locomotives. - **[Gillette Castle State Park: ](https://www.expedia.com/Gillette-Castle-State-Park-Hotels.0-l502002-0.Travel-Guide-Filter-Hotels)** Explore the adventurous trails and stunning scenery of Gillette Castle State Park, located 3 miles from Chester. This unique park features a castle-like mansion surrounded by breathtaking views, perfect for outdoor enthusiasts and nature lovers alike. - **[Essex Island Marina: ](https://www.expedia.com/Essex-Island-Marina-Hotels.0-l6326375-0.Travel-Guide-Filter-Hotels)** Enjoy the outdoor and beach vibes at Essex Island Marina, situated 6 miles from Chester. This marina offers a range of recreational activities, from boating to relaxing by the water, making it a great spot for adventure seekers. ### Best time to go to Chester The best time to visit Chester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chester falls in January, 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 To visit Chester, Connecticut, you can fly into several major airports. Bradley International Airport ([BDL](https://www.expedia.com/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)) in Hartford, CT, is located 38 miles away and offers convenient hotel options such as the [DoubleTree by Hilton Hartford - Bradley Airport](https://www.expedia.com/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information), just 1 mile from the airport, and the [Marriott Hartford Downtown](https://www.expedia.com/Hartford-Hotels-Marriott-Hartford-Downtown.h1260819.Hotel-Information), 12 miles away. T.F. Green Airport ([PVD](https://www.expedia.com/TF-Green-Airport-Hotels.0-aPVD-0.Travel-Guide-Filter-Hotels)) in Providence, RI, is 59 miles away, with nearby accommodations like the [Omni Providence Hotel](https://www.expedia.com/Providence-Hotels-Omni-Providence-Hotel.h24536.Hotel-Information) and [Graduate by Hilton Providence](https://www.expedia.com/Providence-Hotels-Graduate-Providence.h20009389.Hotel-Information), both 7 miles from the airport. Lastly, MacArthur Airport ([ISP](https://www.expedia.com/MacArthur-Airport-Hotels.0-aISP-0.Travel-Guide-Filter-Hotels)) in Islip, NY, is 53 miles distant, featuring hotels like [Hyatt Regency Long Island](https://www.expedia.com/Hauppauge-Hotels-Hyatt-Regency-Long-Island.h3668.Hotel-Information), just 4 miles away. ## Frequently asked questions ### What is the best area to stay in Chester? > The village center is a compact and walkable area characterized by its well-preserved historic buildings, independent shops, and art galleries. Main Street and North Main Street are the primary thoroughfares, featuring local eateries, a playhouse, and artisan studios. It's located along the Pattaconk Brook, offering a picturesque New England setting. > > > Couples often find the village center ideal for a romantic getaway. They can enjoy leisurely strolls, browse unique shops, and dine at local restaurants, many of which offer outdoor seating in pleasant settings. The relaxed pace and scenic surroundings make it superb for unwinding. > > > Solo travelers looking for a peaceful and engaging experience will also appreciate the village center. It's easy to navigate on foot, and there are various small businesses to explore, from bookshops to craft stores. ### When is the best time to go to Chester? > Late spring offers comfortable temperatures, typically ranging from the 60s to low 70s Fahrenheit, making it ideal for walking around town, visiting local shops, and enjoying the Connecticut River. The foliage is lush, and gardens are in bloom. This period is particularly good for couples looking for a scenic getaway, as they can enjoy river cruises or explore nearby state parks without the peak summer crowds. > > > The fall season brings stunning New England foliage, with vibrant reds, oranges, and yellows throughout the area, usually peaking in mid-October. Temperatures are generally in the 50s and 60s Fahrenheit, superb for scenic drives, hiking, and visiting local farms and orchards. This is an excellent time for families to visit, as many local events and festivals celebrate the harvest season, and the cooler weather is comfortable for outdoor excursions. > > > While summer (July and August) is also popular, with warmer temperatures in the 70s and 80s, it can be more crowded. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Chester hotel booking with Expedia? > \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo. ### How much is the nightly rate at a Chester hotel? ## 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) - [Deep River Hotels ](https://www.expedia.com/Deep-River-Hotels.d6004513.Travel-Guide-Hotels) - [Hotels near Chester Creek Marina ](https://www.expedia.com/Chester-Creek-Marina-Hotels.0-l553248621558034067-0.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Deep River ](https://www.expedia.com/Deep-River-Cabins.d6004513-aaCabins.Travel-Guide-Accommodation) - [Vacation Homes in Deep River ](https://www.expedia.com/Deep-River-Private-Vacation-Homes.d6004513-aaPrivateVacationHomes.Travel-Guide-Accommodation) - 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