Title: Book the Best Madison LUXURY Hotels - Upscale Hotels in Madison, CT | 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) ![A Connecticut home in autumn surrounded by colorful foliage.](https://images.trvl-media.com/place/8791/579db867-4a05-43b0-acaa-e0e5981d4123.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Madison, CT - ![](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 Luxury Hotels Tonight [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2025-12-18&endDate=2025-12-19&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2025-12-19&endDate=2025-12-20&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2025-12-26&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Madison luxury hotels ![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/1ec18076.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) ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/c4093211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | View from room](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/79675399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 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) ![Exterior](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/1699c03c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/4de1fb07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/2ee9a3b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Accessible, Bathtub | Living area](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/6b05d52e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Marcel New Haven, Tapestry Collection By Hilton [](https://www.expedia.ca/New-Haven-Hotels-Hotel-Marcel-New-Haven.h71427300.Hotel-Information) Long Wharf 9.4/10 Exceptional (868) "Great stay! Clean room, staff were friendly, and I loved the amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clark CA $148 CA $170 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/New-Haven-Hotels-Hotel-Marcel-New-Haven.h71427300.Hotel-Information) ![Resort view](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/7aeccb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/8a4a605e.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/16000000/15280000/15273200/15273178/55b708b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/ac1b5094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sound View Greenport [](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) Greenport 8.6/10 Excellent (598) "Staff was amazing , room clean view phenomenal " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise CA $198 CA $293 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Beach bar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Beach Shack Studio](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/1c4953c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/2d824970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Beach Shack Studio](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/fe6e5945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands Motel & Beach Bungalows [](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) Greenport 9.8/10 Exceptional (142) "Great get away " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles [](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) ![Pub](https://images.trvl-media.com/lodging/38000000/37210000/37200100/37200005/d3190acf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/38000000/37210000/37200100/37200005/e97c72c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37210000/37200100/37200005/212d8bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/38000000/37210000/37200100/37200005/8f772244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Graduate by Hilton New Haven [](https://www.expedia.ca/New-Haven-Hotels-Graduate-New-Haven.h37200005.Hotel-Information) Downtown New Haven 9.2/10 Wonderful (925) "Nice stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hans CA $213 CA $245 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/New-Haven-Hotels-Graduate-New-Haven.h37200005.Hotel-Information) ![Miss Anna James Room](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](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/20c673f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/f09f38b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miss Anna James Room](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/dc6ad011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### James Pharmacy Bed & Breakfast [](https://www.expedia.ca/Old-Saybrook-Hotels-James-Pharmacy-Bed-Breakfast.h78191036.Hotel-Information) Old Saybrook Center 9.0/10 Wonderful (23) "My husband and I stayed here for a quick weekend getaway and loved our experience! The location was perfect - located near restaurants, shops, and the beach - and the room was clean and charming. We will definitely be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel CA $416 CA $462 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Old-Saybrook-Hotels-James-Pharmacy-Bed-Breakfast.h78191036.Hotel-Information) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/2000000/1490000/1484300/1484254/fb2335a2.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1490000/1484300/1484254/a99c206a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, 1 Bedroom, Non Smoking (Room 314)](https://images.trvl-media.com/lodging/2000000/1490000/1484300/1484254/61b576aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Copper Beech Inn [](https://www.expedia.ca/Old-Saybrook-Hotels-Copper-Beech-Inn.h1484254.Hotel-Information) Ivoryton 8.6/10 Excellent (506) "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 CA $384 CA $441 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Old-Saybrook-Hotels-Copper-Beech-Inn.h1484254.Hotel-Information) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/33000000/32130000/32129700/32129620/f2d3f9e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/33000000/32130000/32129700/32129620/7086f564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/33000000/32130000/32129700/32129620/bf2cd9f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/33000000/32130000/32129700/32129620/6c157078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Blake Hotel [](https://www.expedia.ca/New-Haven-Hotels-The-Blake-Hotel.h32129620.Hotel-Information) Downtown New Haven 9.4/10 Exceptional (1006) "The Blake Hotel is absolutely one of the best in the area. I loved everything about my stay, always super clean and the staff are friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nichelle CA $288 CA $331 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/New-Haven-Hotels-The-Blake-Hotel.h32129620.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89990000/89981800/89981758/7b5c5b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89990000/89981800/89981758/w1169h650x0y0-3f68a3a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/90000000/89990000/89981800/89981758/w1170h1164x0y1-82df79df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/90000000/89990000/89981800/89981758/602810ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Rams Head Inn [](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Rams-Head-Inn.h89981758.Hotel-Information) Shelter Island Heights 7.6/10 Good (18) "Beautiful views and lovely service " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lana [](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Rams-Head-Inn.h89981758.Hotel-Information) ![Breakfast and brunch served](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/b7b5473a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/d9b0e3ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/0d578d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/776a13da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni New Haven Hotel at Yale [](https://www.expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) Downtown New Haven 8.6/10 Excellent (1007) "Great traditional New Haven Hotel. From check in to check out staff was very professional and welcoming. Great job for all of your staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $233 CA $268 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.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=2026-01-01&endDate=2026-01-02®ionId=8791&adults=2&sort=LUXURY&star=40,50&openPlayBack=true) ## Top Madison Hotel Reviews ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg) ### New Haven Hotel 10/10 Excellent "Enjoyed the room how close it was to restaurants and museums. The staff was wonderful. Will stay again!" [](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg) ### Omni New Haven Hotel at Yale 10/10 Excellent "Great traditional New Haven Hotel. From check in to check out staff was very professional and welcoming. Great job for all of your staff." [](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![La Quinta Inn & Suites by Wyndham New Haven](https://images.trvl-media.com/lodging/1000000/10000/1300/1241/dbc425d9_y.jpg) ### La Quinta Inn & Suites by Wyndham New Haven 10/10 Excellent "Very clean room and an especially kind Front Desk team. " [](https://expedia.ca/New-Haven-Hotels-La-Quinta-Inn-Suites-By-Wyndham-New-Haven.h1241.Hotel-Information) ![Madison Beach Hotel](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/18df186b_y.jpg) ### Madison Beach Hotel 10/10 Excellent "beautiful room and views" [](https://expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) ## Frequently asked questions ### What are the top-rated luxury hotels in Madison? > The 4-star Madison Beach Hotel, with a 9.4 rating, offers a private beach and a beachfront restaurant. Guests consistently praise the staff for being friendly and extremely attentive. The hotel also features amenities such as Egyptian cotton sheets, deep soaking bathtubs, and rainfall showerheads, with some suites including a fireplace. ### Which area of Madison is best to stay in for luxury hotels? > This area offers convenient access to Madison's main attractions, including its beautiful beaches and the charming downtown area. You'll find a selection of high-end accommodation options that cater to those seeking comfort and quality, often featuring amenities like fine dining restaurants, spas, and well-equipped fitness facilities. > > > Couples looking for a relaxing and upscale getaway will find this area particularly appealing. Many hotels here offer rooms with sea views or are just a short walk from the beach, providing a tranquil setting. ### How much does a luxury hotel in Madison cost? ### Which luxury hotels in Madison are good for families? > The 4-star Madison Beach Hotel, with a 9.4 rating, offers a private beach, a significant advantage for family holidays. Its suites are well-appointed with amenities such as deep soaking bathtubs and rainfall showerheads. Reviewers frequently praise the staff for being friendly and extremely attentive. ### Which luxury hotels in Madison are good for couples? > The 4-star Madison Beach Hotel, with a 9.4 rating, offers a private beach, a golf course on-site, and suites featuring deep soaking bathtubs and fireplaces. Reviewers frequently praise the staff as friendly and extremely attentive. ### What luxury activities and experiences are there in Madison? > The area around Hammonasset Beach State Park is ideal for those seeking relaxation and outdoor activities with a touch of elegance. You'll find exclusive properties offering private beach access or stunning views of Long Island Sound. This part of Madison is known for its spacious homes and manicured landscapes, providing a tranquil escape. > > > Couples looking for a refined coastal getaway will appreciate the high-end accommodation options here, often featuring amenities like private pools, gourmet dining experiences, and spa services. You can enjoy long walks on the beach, explore nearby nature trails, or indulge in watersports like sailing and paddleboarding. > > > The historic town centre, particularly around Boston Post Road and Wall Street, offers a different kind of luxury focused on bespoke shopping and fine dining. This area features beautifully preserved historic architecture, art galleries, and upscale boutiques. It's a charming place to explore on foot, with many establishments offering personalised service. > > > For those who appreciate cultural experiences and sophisticated dining, the town centre is a great fit. You can enjoy exquisite meals at top-rated restaurants, browse unique art pieces, or attend local cultural events. ### How can I save on a luxury hotel in Madison with Expedia? ### Is it cheaper to book a luxury Madison hotel and flights as a package? ### Can I cancel my luxury hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Guilford ](https://www.expedia.ca/4Star-Guilford-Hotels.s40-0-d183062.Travel-Guide-Filter-Hotels) - [Hotels near Chamard Vineyards ](https://www.expedia.ca/Chamard-Vineyards-Hotels.0-l6309929-0.Travel-Guide-Filter-Hotels) - [B&B in Chester ](https://www.expedia.ca/Chester-Bed-And-Breakfast.d183058-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Chester ](https://www.expedia.ca/Chester-Chalets.d183058-aaChalets.Travel-Guide-Accommodation) - [Country Houses in Chester ](https://www.expedia.ca/Chester-Country-House.d183058-aaCountryHouse.Travel-Guide-Accommodation) - 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