Title: Book the Best HISTORIC Hotels in Smithtown in 2025 | Expedia.ca [Hotels in Smithtown](https://expedia.ca/Smithtown-Hotels.d6921.Travel-Guide-Hotels)[Vacation Rentals in Smithtown](https://expedia.ca/Smithtown-Vacation-Rentals.d6921.Travel-Guide-VacationRentals)[Smithtown Car Rentals](https://expedia.ca/Car-Rentals-In-Smithtown.d6921.Car-Rental-Guide)[Smithtown Vacation Packages](https://expedia.ca/Smithtown.d6921.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/e4a5f8315773fe93bf16170deb582954.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Doug Kerr # Find Historic Hotels in Smithtown, NY from CA $273 ![](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 Smithtown Historic Hotels Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=6921&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=6921&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=6921&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=6921&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Smithtown Historic Hotels ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/40000/35600/35577/ea5f5685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Waterview](https://images.trvl-media.com/lodging/1000000/40000/35600/35577/96f22ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/1000000/40000/35600/35577/0f0de723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/40000/35600/35577/8315c792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Danfords Hotel and Marina Port Jefferson 8.2/10 Very good (1006) "Great hotel!" CA $199 CA $273 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Port-Jefferson-Hotels-Danfords-Hotel-And-Marina.h35577.Hotel-Information) ![Standard Room, 1 King Bed, Main Building | Property entrance](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/552e9d83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, Kitchen | Private kitchen](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/45533217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Kitchen](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/fe27070f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/cf0be66e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Guesthouse at Norwalk Inn Norwalk 8.4/10 Very good (39) "it was amazing will stay again food was good comfort was great " CA $363 CA $418 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Stamford-Hotels-Guesthouse-At-Norwalk-Inn.h6501905.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1040000/1037700/1037678/c5b41b0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1040000/1037700/1037678/f6417de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1040000/1037700/1037678/f75d93d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/2000000/1040000/1037700/1037678/9cc27509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oheka Castle Hotel & Estate Huntington 9.0/10 Wonderful (636) "Very nice. " CA $591 CA $675 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Huntington-Hotels-Oheka-Castle-Hotel-Estate.h1037678.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34150000/34141500/34141417/352e57b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34150000/34141500/34141417/3c70b970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/35000000/34150000/34141500/34141417/35af75a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34150000/34141500/34141417/0eba97fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC Massapequa 10/10 Exceptional (12) "Just a comfortable, pleasant experience for four generations of family, ages 1 month to 80 Room to spread out, house functions so well. Lots of amenities Restaurants nearby" CA $1,681 CA $3,311 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Massapequa-Hotels-4-BR-2-BTH.h34141417.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=6921&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Smithtown Hotel Reviews ![Radisson Hotel Hauppauge-Long Island](//images.trvl-media.com/lodging/1000000/20000/10800/10706/db515945_y.jpg) ### Radisson Hotel Hauppauge-Long Island 10/10 Excellent "Parking was safe . " [](https://expedia.ca/Hauppauge-Hotels-Radisson-Hotel-Hauppauge-Long-Island.h10706.Hotel-Information) ![Norwalk Inn & Conference Center](//images.trvl-media.com/lodging/1000000/20000/15200/15114/13ab5174_y.jpg) ### Norwalk Inn & Conference Center 10/10 Excellent "Clean room and helpful stuff" [](https://expedia.ca/Stamford-Hotels-Norwalk-Inn.h15114.Hotel-Information) ![East Norwich Inn](//images.trvl-media.com/lodging/1000000/10000/2100/2024/fa5b4526_y.jpg) ### East Norwich Inn 10/10 Excellent "cute place " [](https://expedia.ca/East-Norwich-Hotels-East-Norwich-Inn-Oyster-Bay.h2024.Hotel-Information) ![ Holiday Inn Express Hauppauge-Long Island](//images.trvl-media.com/lodging/1000000/690000/687900/687847/b9a8a7cb_y.jpg) ### Holiday Inn Express Hauppauge-Long Island 10/10 Excellent "Very good" [](https://expedia.ca/Hauppauge-Hotels-Holiday-Inn-Express-Hauppauge.h687847.Hotel-Information) ![Hilton Garden Inn Westbury](//images.trvl-media.com/lodging/1000000/990000/988800/988765/a35583f8_y.jpg) ### Hilton Garden Inn Westbury 10/10 Excellent "Convenient and reasonably priced" [](https://expedia.ca/Westbury-Hotels-Hilton-Garden-Inn-Westbury.h988765.Hotel-Information) ![Danfords Hotel and Marina](//images.trvl-media.com/lodging/1000000/40000/35600/35577/ea5f5685_y.jpg) ### Danfords Hotel and Marina 10/10 Excellent "Clean room. Great shower." [](https://expedia.ca/Port-Jefferson-Hotels-Danfords-Hotel-And-Marina.h35577.Hotel-Information) ![Inn at Jericho](//images.trvl-media.com/lodging/2000000/1420000/1413100/1413095/6033dc08_y.jpg) ### Inn at Jericho 10/10 Excellent "What I like most about property that there was a lot food " [](https://expedia.ca/Jericho-Hotels-Inn-At-Jericho.h1413095.Hotel-Information) ![Days Inn by Wyndham Woodbury Long Island](//images.trvl-media.com/lodging/1000000/10000/6700/6675/2e6a9e91_y.jpg) ### Days Inn by Wyndham Woodbury Long Island 10/10 Excellent "clean simple" [](https://expedia.ca/Woodbury-Hotels-Days-Inn-By-Wyndham-Woodbury-Long-Island.h6675.Hotel-Information) ![Marriott Melville Long Island](//images.trvl-media.com/lodging/1000000/20000/15800/15742/76d16bae_y.jpg) ### Marriott Melville Long Island 10/10 Excellent "Restaurant was great, stay was comfortable. " [](https://expedia.ca/Melville-Hotels-Marriott-Melville-Long-Island.h15742.Hotel-Information) ## Frequently asked questions ### What can a history enthusiast expect from a trip to Smithtown? > A trip to the historical sites in Smithtown is probably number one on your travel itinerary. During your stay, why not also discover all there is to see and do such as the lake views? ### How many historical hotels are located in Smithtown? > In Smithtown, you'll find 6 lodging options bookable on Expedia but not many designated as historic hotels. ### What are the top historical places and other sights to visit in Smithtown? > Favorite places to visit include Stonebridge Golf Links and Country Club, Nissequogue River, and Blydenburgh County Park. Additionally, you might want to add Caleb Smith State Park to your agenda. ### What is a historic hotel like in Smithtown? > Historic hotels give guests the chance to stay in a building that has been recognized with a national historic designation. Historic hotels throughout the world can be stately homes, palaces or even lodges, old police stations or skyscrapers. These types of hotels in Smithtown typically preserve authentic characteristics such as period features or traditional architecture within the guestrooms or public spaces. ### What is the difference between a historic hotel and a heritage hotel? > They are quite similar. The term "historic hotel" is more common in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to focus on the architecture and actual building. Heritage hotels draw their meaning mainly from the cultural value that the place has and how it inspired the community. ### Do historic hotels in Smithtown have modern facilities? > Hotel interiors feature the modern conveniences and safety features you've come to expect, 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 at a contemporary hotel should be available at a historic hotel. 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