Title: Book the Best HISTORIC Hotels in Greenport in 2025 | Expedia.ca [Hotels in Greenport](https://expedia.ca/Greenport-Hotels.d110728.Travel-Guide-Hotels)[Vacation Rentals in Greenport](https://expedia.ca/Greenport-Vacation-Rentals.d110728.Travel-Guide-VacationRentals)[Flights to Greenport](https://expedia.ca/Cheap-Flights-To-Greenport.d110728.Travel-Guide-Flights)[Things to do in Greenport](https://expedia.ca/Things-To-Do-In-Greenport.d110728.Travel-Guide-Activities)[Greenport Car Rentals](https://expedia.ca/Car-Rentals-In-Greenport.d110728.Car-Rental-Guide)[Greenport Vacation Packages](https://expedia.ca/Greenport.d110728.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/9a9f855657c0f02d64549df7b59e54eb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Nina Dinoff # Find Historic Hotels in Greenport, NY from CA $436 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Greenport Historic Hotels Tonight [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=110728&startDate=2025-09-29&endDate=2025-09-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=110728&startDate=2025-09-30&endDate=2025-10-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=110728&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=110728&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Greenport Historic Hotels ![Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/d501821c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/828dec46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/0ec625aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/9698f5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stirling House Bed & Breakfast Greenport 9.8/10 Exceptional (24) "Our stay was only 2 nights but felt like 5. Well rested 3 days. Would return in a Heart Beat. Clay was awesome and the breakfasts were over the top !" CA $670 CA $765 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Greenport-Hotels-Stirling-House-Bed-Breakfast.h1771009.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/0caf92d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/52855a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite | Living area](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/767aee45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (#1)](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/339409ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech Hotel Greenport 9.0/10 Wonderful (193) "The property was clean beautiful and pleasant. Loved the trendy decor." CA $333 CA $436 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/1638a16b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/fa408cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water Edge, First Floor, Corner | Living area](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/e745edd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Living area](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/w1446h1293x1y0-077b519e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cliffside Resort Condominiums Greenport 9.0/10 Wonderful (240) "Great view of the water and nice amenities with the beach and pool." CA $362 CA $475 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.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=2025-10-13&endDate=2025-10-14®ionId=110728&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Greenport Hotel Reviews ![Water's Edge Resort & Spa](//images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "Beautiful grounds and quiet private beach" [](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.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 "The rooms were super clean,comfortable and inviting! Would definitely stay again!" [](https://expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information) ![Motel 6 Niantic, CT - New London](//images.trvl-media.com/lodging/2000000/1040000/1039700/1039681/0c062ad1_y.jpg) ### Motel 6 Niantic, CT - New London 8/10 Good "Great location. Affordable option to visit Mystic, CT" [](https://expedia.ca/Niantic-Hotels-Motel-6-Niantic.h1039681.Hotel-Information) ![Saybrook Point Resort & Marina](//images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "Loved everything about this property. Location, Staff, Amenities. Decor and furniture beautiful. " [](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Sleep Inn & Suites Niantic](//images.trvl-media.com/lodging/1000000/860000/851700/851700/cf19af3a_y.jpg) ### Sleep Inn & Suites Niantic 10/10 Excellent "Great staff. The front desk man quickly changed our room when my husband noted it would benoisy, being by the elevator and ice machine. He's a light sleeper, especially bothered by noise. The breakfast room attendent was the most attentive I've ever seen. Kept the eggs and sausages coming, piping hot, and wiped down the tables immediately. " [](https://expedia.ca/Niantic-Hotels-Sleep-Inn-Suites-Niantic.h851700.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 "Clean, quiet, friendly staff." [](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 "Highly recommend!" [](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![The Atlantic Hotel](//images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg) ### The Atlantic Hotel 10/10 Excellent "Loved it" [](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![American Beech Hotel](//images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/0caf92d6_y.jpg) ### American Beech Hotel 10/10 Excellent "The property was clean beautiful and pleasant. Loved the trendy decor." [](https://expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information) ## Frequently asked questions ### What should I expect on my historical trip to Greenport? > A trip to the significant historical sites in Greenport is likely on top of your sightseeing list. Why not appreciate the beaches during your visit? ### What's the best accommodation in Greenport to absorb the local history? > Based on our travel expertise, [American Beech - King Suite 2](https://www.expedia.ca/Greenport-Hotels-American-Beech-King-Suite.h71943229.Hotel-Information) is a top hotel on Expedia for those interested in history, and it features free breakfast and in-room fireplaces. Greenport Carousel is a short walk away. A couple of other options near historic sites include [American Beech in Greenport - Deluxe King 4](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Deluxe-King-4.h71943240.Hotel-Information) and [American Beech in Greenport - King Suite 3](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-King-Suite-3.h71943235.Hotel-Information). ### How many historical hotels are located in Greenport? > In Greenport, you'll find 159 hotels and other lodging options bookable on Expedia, including 10 designated as historic hotels or close to historic sites. ### What are the most important historical sites and other places in Greenport? > Greenport is notable for landmarks like Greenport Carousel. Cultural venues include Railroad Museum of Long Island and East End Seaport Maritime Museum. A couple of additional sights to add to your agenda are Kontokosta Winery and 67 Steps Beach. ### What is a historic hotel like in Greenport? > Guests who choose a historic hotel can enjoy a vacation in a place that has an officially recognized national historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be transformed into a historic hotel provided that it has special significance. Traditional architecture and period features are typically preserved within the guestrooms or public spaces of these historic hotels in Greenport, giving a sense of history. ### What is the difference between a historic hotel and a heritage hotel? > You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is a term often used in the U.S. though overall the terms are quite similar. The architecture and actual building of historic hotels are generally the most significant aspect. For a heritage hotel, mainly, it's cultural value as well as how it influenced the community. ### Do historic hotels in Greenport have modern facilities? > Hotel interiors feature the modern conveniences and safety features you expect to find, though efforts have been made to preserve historic facades and treasured traditions. Smart TVs, WiFi, updated bathroom facilities, and the popular amenities found in a hotel should be available at a historic hotel. 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