Title: Book the Best HISTORIC Hotels in Smithtown in 2026 | 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) ![Spring warmth at the Greenbelt Trail along the Kings Park Bluffs and Sunken Meadow Park on the North Shore of Long Island. A bare tree near clear water, it looks reminiscent of the Caribbean Sea.](https://images.trvl-media.com/place/6921/0b6298ca-06c0-4b95-baa8-85105480c051.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Smithtown, NY from CA $286 - ![](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 [Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=6921&startDate=2025-12-10&endDate=2025-12-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=6921&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6921&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6921&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for 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) ![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) ![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) ### Danfords Hotel and Marina Port Jefferson 8.4/10 Very good (1009) "Excellent, pleasant front desk service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $211 CA $286 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Port-Jefferson-Hotels-Danfords-Hotel-And-Marina.h35577.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) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1040000/1037700/1037678/f75d93d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1040000/1037700/1037678/44e4f674.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) ### Oheka Castle Hotel & Estate Huntington 9.0/10 Wonderful (648) "Clean room , pleasant staff and a beautiful location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Prof. Sasa CA $584 CA $667 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Huntington-Hotels-Oheka-Castle-Hotel-Estate.h1037678.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) ![Outdoor wedding area](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/f5b2690f.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) ![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) ### Guesthouse at Norwalk Inn Norwalk 8.4/10 Very good (40) "it was amazing will stay again food was good comfort was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) anthony CA $344 CA $396 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Stamford-Hotels-Guesthouse-At-Norwalk-Inn.h6501905.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) ![Interior](https://images.trvl-media.com/lodging/35000000/34150000/34141500/34141417/4015e43f.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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Madeleine T. CA $2,077 CA $3,882 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Massapequa-Hotels-4-BR-2-BTH.h34141417.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120360000/120356600/120356528/b3e874c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/121000000/120360000/120356600/120356528/598bdf23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120360000/120356600/120356528/2f6e6dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/121000000/120360000/120356600/120356528/b6c683b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 6BR House with Pool & Outdoor BBQ Old Bethpage 10/10 Exceptional (2) "We enjoyed our stay. It was for work so we didn’t have much time to enjoy ourselves other than to rest when we could. I would love to book it again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew P. CA $1,309 CA $2,280 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Old-Bethpage-Hotels-Luxury-6BR-House-With-Pool-Outdoor-BBQ.h120356528.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=2025-12-24&endDate=2025-12-25®ionId=6921&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Smithtown Hotel Reviews ![Norwalk Inn & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/15200/15114/13ab5174_y.jpg) ### Norwalk Inn & Conference Center 10/10 Excellent "All good" [](https://expedia.ca/Stamford-Hotels-Norwalk-Inn.h15114.Hotel-Information) ![Hilton Long Island/Huntington](https://images.trvl-media.com/lodging/1000000/20000/15100/15034/f4570222_y.jpg) ### Hilton Long Island/Huntington 10/10 Excellent "Everything about our stay was excellent- most of all was the professionalism care and support demonstrated by Clarence at the Reception Desk - we only wish he was in the UK as wouldn’t hesitate to employ him. He along with Trent who kindly delivered me to Farmingdale train station and the super helpful breakfast serving staff, made it for a short but positively memorable stay!" [](https://expedia.ca/Melville-Hotels-Hilton-Long-Island-Huntington.h15034.Hotel-Information) ![Marriott Melville Long Island](https://images.trvl-media.com/lodging/1000000/20000/15800/15742/76d16bae_y.jpg) ### Marriott Melville Long Island 10/10 Excellent "Pool was warm and they were very kid friendly. Beds were comfy and rooms were clean. Good breakfast buffet at onsite restaurant " [](https://expedia.ca/Melville-Hotels-Marriott-Melville-Long-Island.h15742.Hotel-Information) ![Days Inn by Wyndham Woodbury Long Island](https://images.trvl-media.com/lodging/1000000/10000/6700/6675/2e6a9e91_y.jpg) ### Days Inn by Wyndham Woodbury Long Island 10/10 Excellent "Clean and comfy " [](https://expedia.ca/Woodbury-Hotels-Days-Inn-By-Wyndham-Woodbury-Long-Island.h6675.Hotel-Information) ![Radisson Hotel Hauppauge-Long Island](https://images.trvl-media.com/lodging/1000000/20000/10800/10706/db515945_y.jpg) ### Radisson Hotel Hauppauge-Long Island 10/10 Excellent "Good stay " [](https://expedia.ca/Hauppauge-Hotels-Radisson-Hotel-Hauppauge-Long-Island.h10706.Hotel-Information) ![Inn at Jericho](https://images.trvl-media.com/lodging/2000000/1420000/1413100/1413095/6033dc08_y.jpg) ### Inn at Jericho 10/10 Excellent "Everytime I’m in Nassau I always stay at Jericho inn! Convenient prices and clean rooms. " [](https://expedia.ca/Jericho-Hotels-Inn-At-Jericho.h1413095.Hotel-Information) ![Hilton Garden Inn Westbury](https://images.trvl-media.com/lodging/1000000/990000/988800/988765/a35583f8_y.jpg) ### Hilton Garden Inn Westbury 10/10 Excellent "Staff was super helpful! Asked to change my room after I check in because the room next to me was loud, and changed with no issues. Rooms were clean and beds were comfy! Stayed for one night and had no issues" [](https://expedia.ca/Westbury-Hotels-Hilton-Garden-Inn-Westbury.h988765.Hotel-Information) ![Viana Hotel and Spa, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/4000000/3060000/3056400/3056354/cadbaf1c_y.jpg) ### Viana Hotel and Spa, Trademark Collection by Wyndham 10/10 Excellent "The place and the staff are all wonderful!" [](https://expedia.ca/Westbury-Hotels-Viana-Hotel-And-Spa.h3056354.Hotel-Information) ![Hyatt Regency Long Island](https://images.trvl-media.com/lodging/1000000/10000/3700/3668/79d8acea_y.jpg) ### Hyatt Regency Long Island 10/10 Excellent "Amazing stay. 12/10 stars " [](https://expedia.ca/Hauppauge-Hotels-Hyatt-Regency-Long-Island.h3668.Hotel-Information) ## Frequently asked questions ### What can a history enthusiast expect from a trip to Smithtown? ### How many historical hotels are located in Smithtown? ### What are the top historical places and other sights to visit in Smithtown? ### What is a historic hotel like in Smithtown? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Smithtown have modern facilities? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Beach Hotel Hotels in Brooklyn ](https://www.expedia.ca/Brooklyn-Hotels-Beach-Hotel.0-0-d177851-tBeachHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Brooklyn ](https://www.expedia.ca/Brooklyn-Hotels-Business-Hotel.0-0-d177851-tBusinessHotel.Travel-Guide-Filter-Hotels) - 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