Title: Book the Best ROMANTIC Hotels in Chester, CT from CA $160 - Chester Romantic Getaways | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d183058.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d183058.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.ca/Cheap-Flights-To-Chester.d183058.Travel-Guide-Flights)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d183058.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d183058.Destination-Travel-Guides) ![Connecticut River Autumn Landscape with the view of landmark architectures on the woodland hill, a tranquil New England scenery](https://images.trvl-media.com/place/183058/c14a28ee-62e4-4e76-85a4-650e5a230000.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Chester, CT from CA $160 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chester Romantic Hotels Tonight [Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-12-21&endDate=2025-12-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-12-22&endDate=2025-12-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [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&travelerType=romantic) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Chester romantic hotels ![Casino](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/60dec0f3.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/d7f63730.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) ![Ballroom](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/2c209688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mohegan Sun [](https://www.expedia.ca/Montville-Hotels-Mohegan-Sun.h894248.Hotel-Information) Montville 9.2/10 Wonderful (2061) "Great view from the room really enjoy the stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Armagan CA $229 CA $298 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Montville-Hotels-Mohegan-Sun.h894248.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1500/1450/d9b5e4b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/1500/1450/4d9f2e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1500/1450/76c1f8a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1500/1450/deb4c94f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Norwich by IHG [](https://www.expedia.ca/Norwich-Hotels-Holiday-Inn-Norwich.h1450.Hotel-Information) Westside Norwich 7.6/10 Good (1003) "Great stay will definitely come back " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hilda V CA $139 CA $160 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Norwich-Hotels-Holiday-Inn-Norwich.h1450.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/8d6a4015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/19bd6a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/15d5ef38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/8a31f79b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Wallingford/Meriden [](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-WallingfordMeriden.h11440147.Hotel-Information) Wallingford 8.8/10 Excellent (1001) "Clean room and staff wonderful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liliana CA $158 CA $182 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-WallingfordMeriden.h11440147.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/4e71c540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/ec875b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/8c361790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/1f9e04f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Middletown [](https://www.expedia.ca/Hartford-Hotels-Inn-At-Middletown.h6747876.Hotel-Information) Washington Street Historic District 9.0/10 Wonderful (543) "The Inn was very nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Traci CA $225 CA $287 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Hartford-Hotels-Inn-At-Middletown.h6747876.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) ![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) ![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) ![Marina](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/08b482c2.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 (1001) "Clean great staff great breakfast quiet guests beautiful scenery 10/10" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trey CA $219 CA $252 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Niantic-Hotels-Inn-At-Harbor-Hill-Marina.h1506634.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) ![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) ![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) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/625fce42.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 Spa was wonderful and the staff was attentive and helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emma CA $338 CA $389 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/8300/8221/f54b808b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/1000000/10000/8300/8221/fe5d083b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/8300/8221/f27325f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/8300/8221/ac81a89c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Hartford South Hotel [](https://www.expedia.ca/Hartford-Hotels-Sheraton-Hartford-South-Hotel.h8221.Hotel-Information) Rocky Hill 8.4/10 Very good (1001) "Very clean room, inviting lobby, and very nice employees at check in and checkout " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caroline CA $145 CA $167 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Hartford-Hotels-Sheraton-Hartford-South-Hotel.h8221.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) ![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/10000/400/330/d16c6ee7.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) "Great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill [](https://www.expedia.ca/Norwich-Hotels-The-Spa-At-Norwich-Inn.h330.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18790000/18790000/18789947/2f19f432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool, a lap pool](https://images.trvl-media.com/lodging/19000000/18790000/18790000/18789947/227e2aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18790000/18790000/18789947/3cc279be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18790000/18790000/18789947/d5625beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO [](https://www.expedia.ca/Norwich-Hotels-PEACEFUL-SPA-ESCAPE-MINUTES-TO-MOHEGAN-SUN-CASINO.h18789947.Hotel-Information) Norwich 9.8/10 Exceptional (47) "Small but clean and cozy! Not impressed just another apartment. Spa and pool very nice. I would return. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Johnny B. CA $169 CA $343 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Norwich-Hotels-PEACEFUL-SPA-ESCAPE-MINUTES-TO-MOHEGAN-SUN-CASINO.h18789947.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 (177) "Our stay was amazing! All the staff were so accommodating and kind. The inn has a rustic charm and was so festive for the holidays! Rooms are a good size, clean, and have everything you need. The breakfast was delicious and they even had free tea/coffee/cookies for all guests to enjoy :) " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chewon CA $306 CA $340 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Old-Saybrook-Hotels-Westbrook-Inn-Bed-And-Breakfast.h35596310.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06®ionId=183058&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Hotel Reviews ![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "Everything was wonderful. Staff was friendly, very clean,we enjoyed it." [](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area](https://images.trvl-media.com/lodging/1000000/810000/800500/800485/75539c58_y.jpg) ### Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area 10/10 Excellent "The staff is great. The room is spacious. We stayed for one night and would come back." [](https://expedia.ca/Montville-Hotels-Fairfield-By-Marriott-Inn-Suites-Uncasville-Groton-Area.h800485.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 "We stay here a lot and its clean, affordable and has a nice breakfast. Staff very friendly as well." [](https://expedia.ca/Montville-Hotels-Microtel-Inn-Suites-By-Wyndham-Uncasville.h801773.Hotel-Information) ![Inn at Middletown](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/4e71c540_y.jpg) ### Inn at Middletown 10/10 Excellent "The Inn was very nice!" [](https://expedia.ca/Hartford-Hotels-Inn-At-Middletown.h6747876.Hotel-Information) ![Mohegan Sun](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/60dec0f3_y.jpg) ### Mohegan Sun 10/10 Excellent "Excellent experience! " [](https://expedia.ca/Montville-Hotels-Mohegan-Sun.h894248.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 "Comfy bed, close to casino, spacious room, and complimentary breakfast was a nice touch. " [](https://expedia.ca/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.Hotel-Information) ![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "Friendly and helpful staff, wonderful dining experience at Fresh Salt" [](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 10/10 Excellent "Very clean room Did not have the breakfast as we left prior to it starting. Would stay there again " [](https://expedia.ca/Niantic-Hotels-Sleep-Inn-Suites-Niantic.h851700.Hotel-Information) ![Red Roof Inn Mystic - New London](https://images.trvl-media.com/lodging/1000000/10000/7300/7300/e2ce1a19_y.jpg) ### Red Roof Inn Mystic - New London 10/10 Excellent "Nice place " [](https://expedia.ca/New-London-Hotels-Red-Roof-Inn-Mystic-New-London.h7300.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Chester? ### When is the best time of year for a romantic getaway to Chester? ### What is there to do in Chester? ### What's the best way to get to Chester and around town during my romantic getaway? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Chester Center ](https://www.expedia.ca/4Star-Chester-Center-Chester-Hotels.s40-n553248635976479536-0.Travel-Guide-Filter-Hotels) - [Hotels near Chamard Vineyards ](https://www.expedia.ca/Chamard-Vineyards-Hotels.0-l6309929-0.Travel-Guide-Filter-Hotels) - 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