Title: Book the Best HISTORIC Hotels in Chester in 2025 | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d183058.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d183058.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.ca/Cheap-Flights-To-Chester.d183058.Travel-Guide-Flights)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d183058.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d183058.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/c5d2a9a368de96fc49a7ea71252ca638.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Annette Babek # Find Historic Hotels in Chester, CT from CA $179 ![](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 Historic Hotels Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chester Historic Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23400/23355/a796cf54.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23400/23355/7e451d41.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) ### Holiday Inn New London - Mystic Area by IHG New London 8.4/10 Very good (1007) "Quiet neighborhood, easy access, nice restaurant. Easy access to I95" CA $156 CA $179 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/New-London-Hotels-Holiday-Inn-New-London-Mystic-Area.h23355.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) ![Garden](https://images.trvl-media.com/lodging/1000000/10000/400/330/a014fdb1.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) ![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) ### The Spa at Norwich Inn Norwich 8.8/10 Excellent (1004) "The Staff were very kind and professional. " [](https://www.expedia.ca/Norwich-Hotels-The-Spa-At-Norwich-Inn.h330.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/65000000/64920000/64918800/64918771/ad8b03cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64920000/64918800/64918771/f17b3396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/65000000/64920000/64918800/64918771/5a3becbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64920000/64918800/64918771/3f6d684e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All New Private and Cozy in great location Wallingford 8.8/10 Excellent (6) "The pictures must have been old. Very deceiving. Expected it to be more spacious. Hard to get in and out because of the busy road" CA $161 CA $404 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Wallingford-Hotels-All-New-Private-And-Cozy-In-Great-Location.h64918771.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/433807ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/e52f4129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/825be1b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/71856d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood Cottage @ Saybrook Point Marina, 2 King Beds Old Saybrook Center 9.6/10 Exceptional (38) "Great property, would stay here again." CA $344 CA $718 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Old-Saybrook-Hotels-Luxury-Cottage-Walking-Distance-To-Saybrook-Point-Marina.h72604611.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/35000000/34010000/34005600/34005592/18dbfa66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34010000/34005600/34005592/e7c56747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34010000/34005600/34005592/f80ef826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34005600/34005592/94dacfe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Home with a View Groton 9.8/10 Exceptional (110) "Great place to stay, close to I95 for easy access to nearby attractions, attentive host. Beautiful property." CA $247 CA $455 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Groton-Hotels-Waterfront-Home-With-A-View.h34005592.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111090000/111083400/111083345/0821ed97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111090000/111083400/111083345/1be79fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111090000/111083400/111083345/7dc8f777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111090000/111083400/111083345/a477c629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Coastal Cottage New London New London 9.4/10 Exceptional (9) "It was the perfect little place for a night away from the kids. " CA $294 CA $649 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/New-London-Hotels-Cozy-Coastal-Cottage.h111083345.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101130000/101120400/101120397/8b8f1c82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101130000/101120400/101120397/8e3c45bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101130000/101120400/101120397/fa298b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101130000/101120400/101120397/54ceb6fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Upper 2 bedroom apartment >Free Wi-Fi and parking - 2nd floor-private space New London 6.6/10 (4) "Was a great time ." CA $214 CA $439 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/New-London-Hotels-Cozy-Upper-2-Bedroom-Apartment-Free-Wi-Fi-And-Parking-2nd-Floor-Private-Space.h101120397.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/f8cef332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h960x0y0-cce9554c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h953x0y0-69414cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/a2326e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard Saybrook Manor 9.6/10 Exceptional (133) "Great older house with everything you need to have a great time. Family event with 6 adults and 2 dogs enjoyed the house, the yard, and the area. Strongly recommend." CA $420 CA $814 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Old-Saybrook-Hotels-Capt-Nathaniel-Clarke-Historic-Homestead.h18762073.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18760700/18760693/4aaa8de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18760700/18760693/419a745d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18770000/18760700/18760693/83198fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18760700/18760693/e88adc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic New England home ,Reunions Beach pass Guilford 9.2/10 Wonderful (90) "House was perfect for family get together. Enjoyed walking into town for afternoon shopping and dining." CA $420 CA $793 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Guilford-Hotels-Historic-New-England-Home.h18760693.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=2025-10-26&endDate=2025-10-27®ionId=183058&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Hotel Reviews ![Hyatt Place Uncasville - Casino Area](//images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/46d6d7fc_y.jpg) ### Hyatt Place Uncasville - Casino Area 10/10 Excellent "Very nice " [](https://expedia.ca/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.Hotel-Information) ![Best Western Niantic - New London/Mystic Area](//images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/w3834h2560x6y0-25f93ce9_y.jpg) ### Best Western Niantic - New London/Mystic Area 10/10 Excellent "An excellent choice for the price: super clean facility that seemed very new. Solidly good breakfast, modern room, all very positive." [](https://expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information) ![Holiday Inn Norwich by IHG](//images.trvl-media.com/lodging/1000000/10000/1500/1450/d9b5e4b8_y.jpg) ### Holiday Inn Norwich by IHG 10/10 Excellent "It was great " [](https://expedia.ca/Norwich-Hotels-Holiday-Inn-Norwich.h1450.Hotel-Information) ![Mohegan Sun](//images.trvl-media.com/lodging/1000000/900000/894300/894248/60dec0f3_y.jpg) ### Mohegan Sun 10/10 Excellent "Staff very helpful and pleasant " [](https://expedia.ca/Montville-Hotels-Mohegan-Sun.h894248.Hotel-Information) ![Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area](//images.trvl-media.com/lodging/1000000/810000/800500/800485/75539c58_y.jpg) ### Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area 10/10 Excellent "We were so pleasantly surprised at how clean and comfortable this property was. The breakfast was average. Staff was friendly and helpful. The shower pressure was awesome :) Would definitely stay here again. " [](https://expedia.ca/Montville-Hotels-Fairfield-By-Marriott-Inn-Suites-Uncasville-Groton-Area.h800485.Hotel-Information) ![Holiday Inn New London - Mystic Area by IHG](//images.trvl-media.com/lodging/1000000/30000/23400/23355/a796cf54_y.jpg) ### Holiday Inn New London - Mystic Area by IHG 10/10 Excellent "Room was quite. Clean & well maintained. Would definitely recommend " [](https://expedia.ca/New-London-Hotels-Holiday-Inn-New-London-Mystic-Area.h23355.Hotel-Information) ![Saybrook Point Resort & Marina](//images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "Relaxing wonderful staff!" [](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Best Western Plus New England Inn & Suites](//images.trvl-media.com/lodging/1000000/930000/922200/922173/ff6d89d5_y.jpg) ### Best Western Plus New England Inn & Suites 10/10 Excellent "Superb quick and. Smooth check in. Room was fresh and clean." [](https://expedia.ca/Hartford-Hotels-Best-Western-Plus-New-England-Inn-Suites.h922173.Hotel-Information) ![Microtel Inn & Suites by Wyndham Uncasville Casino Area](//images.trvl-media.com/lodging/1000000/810000/801800/801773/ed4520c7_y.jpg) ### Microtel Inn & Suites by Wyndham Uncasville Casino Area 10/10 Excellent "We had problems, front desk guy was very personal. " [](https://expedia.ca/Montville-Hotels-Microtel-Inn-Suites-By-Wyndham-Uncasville.h801773.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Chester? > Significant historical sites in Chester are probably at the top of your travel itinerary. You can also discover all there is to see and do such as the waterfront and parks ### How many historical hotels will I find in Chester? > In Chester, you'll find 7 hotels and other lodging options bookable on Expedia but not many designated as historic hotels. ### What are the must-see historical places and other sights in Chester? > Chester is notable for landmarks like Connecticut Valley Railroad State Park Trail. A couple of additional sights to add to your agenda are Connecticut River and Norma Terris Theater. ### What is a historic hotel like in Chester? > By choosing a historic hotel, you can enjoy a vacation in a place that has an official historic designation. A castle, a palace or even a pub or an old police station can be transformed into a historic hotel provided that it's a place of special interest. Traditional architecture and period features can be admired in the communal spaces and guestrooms of such hotels in Chester, giving a historical feel. ### What is the difference between a historic hotel and a heritage hotel? > "Heritage hotel" is more common in Asia and Europe, while "historic hotel" is more common in the U.S. though overall the terms are quite similar. The physical building and architecture of a historic hotel is generally the most significant aspect. For a heritage hotel, often it's the cultural value as well as how it shaped the community. ### Do historic hotels in Chester have modern facilities? > Hotels have the safety features and modern conveniences you might expect, though efforts have been made to preserve the historic aspects and traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the usual amenities found at a contemporary hotel will also be available in a historic hotel. Rest assured that when you choose a historic hotel in Chester, you won't be staying at a place that's uncomfortable for guests or simply rundown. ## 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) - [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) - [Luxury Hotels in Chester Center](https://www.expedia.ca/Chester-Center-Chester-Hotels-Luxury-Hotel.0-n553248635976479536-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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