Title: Book the Best HISTORIC Hotels in Old Saybrook in 2026 | Expedia.ca [Hotels in Old Saybrook](https://expedia.ca/Old-Saybrook-Hotels.d6057199.Travel-Guide-Hotels)[Vacation Rentals in Old Saybrook](https://expedia.ca/Old-Saybrook-Vacation-Rentals.d6057199.Travel-Guide-VacationRentals)[Flights to Old Saybrook](https://expedia.ca/Cheap-Flights-To-Old-Saybrook.d6057199.Travel-Guide-Flights)[Old Saybrook Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Saybrook.d6057199.Car-Rental-Guide)[Old Saybrook Vacation Packages](https://expedia.ca/Old-Saybrook.d6057199.Destination-Travel-Guides) ![Adobe](https://images.trvl-media.com/place/6057199/70a62666-c086-4cff-aae1-7a254436458b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6057199/70a62666-c086-4cff-aae1-7a254436458b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Old Saybrook Historic Hotels Tonight [Feb 13 - Feb 14](https://www.expedia.ca/Hotel-Search?regionId=6057199&startDate=2026-02-13&endDate=2026-02-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 14 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6057199&startDate=2026-02-14&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6057199&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.ca/Hotel-Search?regionId=6057199&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Old Saybrook historic hotels ![Exterior](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/e52f4129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/73000000/72610000/72604700/72604611/6b6b7167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/1bd85de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood Cottage @ Saybrook Point Marina, 2 King Beds [](https://www.expedia.ca/Old-Saybrook-Hotels-Luxury-Cottage-Walking-Distance-To-Saybrook-Point-Marina.h72604611.Hotel-Information) Old Saybrook Center 9.6/10 Exceptional (43 reviews) "Great property, would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) charles b. CA $346 CA $709 total includes taxes & fees Feb 18 - Feb 19 [](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/19000000/18770000/18762100/18762073/w1283h946x0y0-a3c0ca5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w4320h3228x0y4-a36bb89d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/c23d45d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h956x0y0-f00664d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats [](https://www.expedia.ca/Old-Saybrook-Hotels-Capt-Nathaniel-Clarke-Historic-Homestead.h18762073.Hotel-Information) Saybrook Manor 9.8/10 Exceptional (136 reviews) "We loved our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deana L. CA $305 CA $744 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Old-Saybrook-Hotels-Capt-Nathaniel-Clarke-Historic-Homestead.h18762073.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5780000/5776800/5776760/30274fb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room | Living area](https://images.trvl-media.com/lodging/6000000/5780000/5776800/5776760/37ab0773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/6000000/5780000/5776800/5776760/c231a8a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5780000/5776800/5776760/f915c620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Taber Inne & Suites [](https://www.expedia.ca/Mystic-Hotels-The-Taber-Inne-Suites.h5776760.Hotel-Information) Mystic 9.6/10 Exceptional (1,000 reviews) "It was perfect. The room was super . Just simple but beautiful and everyone was so nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet [](https://www.expedia.ca/Mystic-Hotels-The-Taber-Inne-Suites.h5776760.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943261/96479bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943261/c3623721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943261/9e0bed4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943261/e29e62b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech in Greenport - Deluxe King Suite 12 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Deluxe-King-Suite-12.h71943261.Hotel-Information) Greenport CA $202 CA $326 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Deluxe-King-Suite-12.h71943261.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) ![Exterior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943235/4e11579b.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) ### American Beech in Greenport - King Suite 3 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-King-Suite-3.h71943235.Hotel-Information) Greenport CA $175 CA $289 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-King-Suite-3.h71943235.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/26000000/25200000/25190900/25190897/w800h599x0y1-66df77c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/26000000/25200000/25190900/25190897/f6e09684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/26000000/25200000/25190900/25190897/b15c4c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/26000000/25200000/25190900/25190897/407418a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside cottage ON the water with beautiful views up the lake! [](https://www.expedia.ca/Ledyard-Hotels-Lakeside-Cottage-ON-The-Water-With-Beautiful-Views-Up-The-Lake.h25190897.Hotel-Information) Ledyard 9.8/10 Exceptional (193 reviews) "It was just wonderful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $162 CA $384 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Ledyard-Hotels-Lakeside-Cottage-ON-The-Water-With-Beautiful-Views-Up-The-Lake.h25190897.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/59000000/58990000/58989000/58988956/e6128b1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/59000000/58990000/58989000/58988956/0d5f6719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/59000000/58990000/58989000/58988956/99d94b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo](https://images.trvl-media.com/lodging/59000000/58990000/58989000/58988956/da18f2bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only [](https://www.expedia.ca/Mystic-Hotels-Harbor-View-Landing-Mystic-CT-The-Bluffs-Waterfront-House-Second-Floor-Only.h58988956.Hotel-Information) West Mystic 10/10 Exceptional (3 reviews) "We had a lovely experience in West Mystick at the Harbor House. The rental was lovely, clean, and contained enough of the necessary amenities. The view of the harbor was lovely. There were renters below us that had small children and at times that was very noisy. You could hear them running back and forth most of the evening. If they were playing music you could hear that as well. It was very cold during our time in Mystic so the heat was necessary. The baseboard heat was sufficient to keep... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne S. CA $542 CA $698 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Mystic-Hotels-Harbor-View-Landing-Mystic-CT-The-Bluffs-Waterfront-House-Second-Floor-Only.h58988956.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/34000000/33950000/33943700/33943623/2d644638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33950000/33943700/33943623/d317392a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33950000/33943700/33943623/f5e95ee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33950000/33943700/33943623/03df99f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village [](https://www.expedia.ca/Stonington-Hotels-Comfortable-Living-In-Casual-100-Yr-Old-Home.h33943623.Hotel-Information) Stonington 9.8/10 Exceptional (172 reviews) "Perfect for our overnight needs." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen C. CA $129 CA $340 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Stonington-Hotels-Comfortable-Living-In-Casual-100-Yr-Old-Home.h33943623.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23690000/23688900/23688814/2a1a168b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, DVD player, streaming services](https://images.trvl-media.com/lodging/24000000/23690000/23688900/23688814/2248bebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23690000/23688900/23688814/9431191b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23690000/23688900/23688814/0d71cffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside cottage overhanging the water, beautiful window views across the lake [](https://www.expedia.ca/Ledyard-Hotels-Lakeside-Cottage-Overhanging-The-Water.h23688814.Hotel-Information) Ledyard 9.8/10 Exceptional (221 reviews) "The views from the house was beautiful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Claudine D. CA $189 CA $402 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Ledyard-Hotels-Lakeside-Cottage-Overhanging-The-Water.h23688814.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/61000000/60300000/60292000/60291988/c320877c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/61000000/60300000/60292000/60291988/e7817c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/61000000/60300000/60292000/60291988/db45ed1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/61000000/60300000/60292000/60291988/e679784a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1784 Denison Home\~ New England Nautical Inspiration\~ Welcome to Warm Hospitality [](https://www.expedia.ca/Stonington-Hotels-1784-Denison-Home-New-England-Nautical-Inspiration-Welcome-To-Warm-Hospitality.h60291988.Hotel-Information) Stonington 10/10 Exceptional (73 reviews) "What a lovely stay we had at the 1784 Denison Home. The historical items and decor of the house made for great exploring inside, and the well-appointed grounds were comfortable for lounging outside. The myriad small, thoughtful touches, including upon our arrival, were very appreciated, and communication with the hosts was excellent from the time of booking through our departure. We would certainly stay again. Thank you, Debbie and Paul!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josh M. CA $538 CA $1,223 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Stonington-Hotels-1784-Denison-Home-New-England-Nautical-Inspiration-Welcome-To-Warm-Hospitality.h60291988.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=2026-02-27&endDate=2026-02-28®ionId=6057199&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_6057199) ## Top Old Saybrook Hotel Reviews ![Home2 Suites by Hilton East Haven New Haven](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9_y.jpg) ### Home2 Suites by Hilton East Haven New Haven 10/10 Excellent "Clean " [](https://expedia.ca/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information) ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg) ### New Haven Hotel 10/10 Excellent "A+ and great location." [](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![Hilton Mystic](https://images.trvl-media.com/lodging/1000000/30000/20300/20204/ad11491d_y.jpg) ### Hilton Mystic 10/10 Excellent "Staff was incredibly friendly, hospitable and helpful. Great relaxing stay. " [](https://expedia.ca/Mystic-Hotels-Hilton-Mystic.h20204.Hotel-Information) ![Mohegan Sun](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/60dec0f3_y.jpg) ### Mohegan Sun 10/10 Excellent "The room was great, check in easy. The amount of things to do is fantastic. Had a great time at the Fan Duel Spooks Book Super Bowl Party" [](https://expedia.ca/Montville-Hotels-Mohegan-Sun.h894248.Hotel-Information) ![Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino](https://images.trvl-media.com/lodging/2000000/1720000/1716800/1716701/ee600142_y.jpg) ### Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino 10/10 Excellent "Convenient to venue we attended, good breakfast " [](https://expedia.ca/North-Stonington-Hotels-Bellissimo-Grande-Hotel.h1716701.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 "Room was great; surprised by the quality of it for the affordable price. " [](https://expedia.ca/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.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.ca/Montville-Hotels-Microtel-Inn-Suites-By-Wyndham-Uncasville.h801773.Hotel-Information) ![Hyatt Place Mystic](https://images.trvl-media.com/lodging/1000000/170000/168000/167903/3adbf766_y.jpg) ### Hyatt Place Mystic 10/10 Excellent "That place is really clean beautiful I enjoy it" [](https://expedia.ca/Mystic-Hotels-Hyatt-Place-Mystic.h167903.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 "Love the staff very nice and attentive. Very clean nice bar!!! Close to everything, I’ll definitely will stay there again!! " [](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Old Saybrook? ### How many historically relevant hotels are there in Old Saybrook? ### What are the top historical places and other sights to visit in Old Saybrook? ### What is a historic hotel like in Old Saybrook? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Old Saybrook have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Farmstay in Deep River ](https://www.expedia.ca/Deep-River-Agritourism.d6004513-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Deep River ](https://www.expedia.ca/Deep-River-Bed-And-Breakfast.d6004513-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Deep River ](https://www.expedia.ca/Deep-River-Cabins.d6004513-aaCabins.Travel-Guide-Accommodation) - 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