Title: Book the Best HISTORIC Hotels in Madison in 2025 | Expedia.ca [Madison Travel Guide](https://expedia.ca/Madison.dx8791)[Hotels in Madison](https://expedia.ca/Madison-Hotels.d8791.Travel-Guide-Hotels)[Vacation Rentals in Madison](https://expedia.ca/Madison-Vacation-Rentals.d8791.Travel-Guide-VacationRentals)[Flights to Madison](https://expedia.ca/Cheap-Flights-To-Madison.d8791.Travel-Guide-Flights)[Madison Car Rentals](https://expedia.ca/Car-Rentals-In-Madison.d8791.Car-Rental-Guide)[Madison Vacation Packages](https://expedia.ca/Madison.d8791.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/aec1da8b8b4af7badc0c68e92a6d88e8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Madison, CT from CA $244 - ![](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 Madison Historic Hotels Tonight [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2025-11-01&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Madison Historic Hotels ![2 restaurants, breakfast, dinner, brunch served; American cuisine](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/d9b0e3ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/499b41f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/79e76132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni New Haven Hotel at Yale Downtown New Haven 8.4/10 Very good (1009) "Very nice hotel, clean and add to walk around downtown " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ZVEZDELINA CA $212 CA $244 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/282f9b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/d4937d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/d820b069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/a10e81b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Studio| Near Yale| Downtown New Haven Downtown New Haven 9.0/10 Wonderful (9) "Nice location in downtown New Haven. The room itself is nice and convenient. The window near the bed does not close because there is a large tube going through the window with tape around it. On a chilly day/night this is not comfortable and there is nothing one can do since the window does not close. You can also hear everything going on outside because the window does not close. Bedsheets were not clean either. Contacted the host about the window and bedsheets and the host gave me the... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noel CA $138 CA $282 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/New-Haven-Hotels-Charming-Studio-Near-Yale-Downtown-New-Haven.h107557460.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/65000000/64920000/64918800/64918771/81e8dff0.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) ![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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ROBERT P. CA $161 CA $403 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Wallingford-Hotels-All-New-Private-And-Cozy-In-Great-Location.h64918771.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96780000/96774900/96774831/w1020h1352x2y0-4c9f9702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96780000/96774900/96774831/w1023h768x0y0-61973062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels, soap, toilet paper](https://images.trvl-media.com/lodging/97000000/96780000/96774900/96774831/74c04c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96780000/96774900/96774831/7f41124c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loft apartment in the heart of downtown New Haven and blocks from the Omni Hotel Downtown New Haven CA $145 CA $259 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/New-Haven-Hotels-Loft-Apartment-In-The-Heart-Of-Downtown-New-Haven-And-Blocks-From-The-Omni-Hotel.h96774831.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/73000000/72610000/72604700/72604611/71856d05.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) ### Driftwood Cottage @ Saybrook Point Marina, 2 King Beds Old Saybrook Center 9.6/10 Exceptional (38) "Nicely decorated and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren CA $344 CA $712 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Old-Saybrook-Hotels-Luxury-Cottage-Walking-Distance-To-Saybrook-Point-Marina.h72604611.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/115180000/115179200/115179179/ee04346f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115180000/115179200/115179179/2f2baac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115180000/115179200/115179179/78d159fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/116000000/115180000/115179200/115179179/a420dc0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DTWN I Near Yale I King Beds I Free Parking I Gym I Free Coffee I Pets Welcome! Downtown New Haven 10/10 Exceptional (1) "We stayed here on our last night of a month long vacation. After a month of travel, you want convenience and comfort. This place offered us a fantastic last night away from home. It’s right across the street from the train station, easy walking to shops and dining, and just an overall beautiful apartment. It was clean and cozy with immaculate decorating. The entry and exit were easy. Accommodations were superior. Don’t forget to grab pizza!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel L. CA $242 CA $584 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/New-Haven-Hotels-DTWN-I-Near-Yale-I-King-Beds-I-Free-Parking-I-Gym-I-Free-Coffee-I-Pets-Welcome.h115179179.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943235/45ac1e17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943235/b28d56c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943235/5b114246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943235/4e11579b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech in Greenport - King Suite 3 Greenport CA $278 CA $428 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-King-Suite-3.h71943235.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943229/78e2058f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943229/9a85fd03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943229/52c91315.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/72000000/71950000/71943300/71943229/6f63cb0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech - King Suite 2 Greenport 10/10 Exceptional (2) "Excellent one night stay." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Patrick M. CA $278 CA $428 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-King-Suite.h71943229.Hotel-Information) ![1 bedroom, iron/ironing board, internet](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943221/6c2db181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943221/f03e38bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943221/2c441a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943221/81d5d1e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech in Greenport NY - King Suite 1 Greenport 10/10 Exceptional (5) "Clean, comfortable, and convenient" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan B. CA $278 CA $428 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-NY-King-Suite-1.h71943221.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) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/a2326e66.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) ### Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard Saybrook Manor 9.6/10 Exceptional (133) "Very much enjoyed our trip! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elyssa R. CA $280 CA $719 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Old-Saybrook-Hotels-Capt-Nathaniel-Clarke-Historic-Homestead.h18762073.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=2025-11-15&endDate=2025-11-16®ionId=8791&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Madison Hotel Reviews ![Best Western Executive Hotel Of New Haven - West Haven](//images.trvl-media.com/lodging/1000000/30000/23300/23217/b63e42e2_y.jpg) ### Best Western Executive Hotel Of New Haven - West Haven 10/10 Excellent "My 3, well (2½) day stay was overall not bad untill........ On My 2 day of booking the room i was asked by the the woman with a clip board who im assuming was the head of in house keeping if i was staying for another day which i had told her yes and she asked would i be needing house keeping to go in my room which i replied no alls i need is fresh towels......" [](https://expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.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 "Clean room friendly staff" [](https://expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information) ![Home2 Suites by Hilton East Haven New Haven](//images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9_y.jpg) ### Home2 Suites by Hilton East Haven New Haven 10/10 Excellent "Good!" [](https://expedia.ca/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information) ![New Haven Hotel](//images.trvl-media.com/lodging/1000000/40000/36800/36721/dd69cbb4_y.jpg) ### New Haven Hotel 10/10 Excellent "Great that there was an iron and fridge in the room, as well as bathrobes. Very comfortable mattress. Gold star to front desk staff for being genuinely friendly!" [](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![Madison Beach Hotel](//images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/18df186b_y.jpg) ### Madison Beach Hotel 10/10 Excellent "Beautiful hotel ! Great waterviews, staff and restaurant food !" [](https://expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) ![Quality Inn Old Saybrook - Westbrook](//images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg) ### Quality Inn Old Saybrook - Westbrook 10/10 Excellent "Everything was good, had a quiet happy stay." [](https://expedia.ca/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](//images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 10/10 Excellent "Always a great stay at Pier Blue. Comfy bed and plenty of room." [](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Omni New Haven Hotel at Yale](//images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg) ### Omni New Haven Hotel at Yale 10/10 Excellent "Very nice hotel, clean and add to walk around downtown " [](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![Motel 6 Wethersfield, CT - Hartford](//images.trvl-media.com/lodging/1000000/990000/986100/986068/692a6601_y.jpg) ### Motel 6 Wethersfield, CT - Hartford 10/10 Excellent "." [](https://expedia.ca/Hartford-Hotels-Motel-6-Wethersfield.h986068.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Madison? > Sights with historical relevance in Madison are likely a big part of your travel plans. Why not appreciate the beaches during your visit? ### How many historical hotels are there in Madison? > In Madison, there are 49 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels. ### What are the must-see historical sites and other places to visit in Madison? > Madison is notable for landmarks like Allis-Bushnell House and Museum, Scranton Memorial Library, and Deacon John Grave House. Attractions like RJ Julia Booksellers and Anna Mia's are fun for everyone. A couple of additional sights to add to your agenda are Hammonasset Beach State Park and Hammonasset Beach. ### What is a historic hotel like in Madison? > Guests who choose a historic hotel can stay someplace that has an officially recognized national historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be identified as a historic hotel as long as it has special significance. Traditional architecture and period features are typically preserved in the guestrooms or communal spaces of these historic hotels in Madison, giving a historical feel. ### What is the difference between a historic hotel and a heritage hotel? > "Heritage hotel" is a term often used in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The architecture and building of a historic hotel tends to be what's most important. For a heritage hotel, it's often the cultural value as well as how it inspired the community. ### Do historic hotels in Madison have modern facilities? > Hotel interiors feature the modern conveniences and safety features you expect to find, while every effort is made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, free WiFi, and the popular amenities found in a hotel should be available at a historic hotel. 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