Title: Book the Best ADVENTURE Hotels in Shelter Island Heights in 2025 | Expedia.ca [Hotels in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels)[Vacation Rentals in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Vacation-Rentals.d183716.Travel-Guide-VacationRentals)[Things to do in Shelter Island Heights](https://expedia.ca/Things-To-Do-In-Shelter-Island-Heights.d183716.Travel-Guide-Activities)[Shelter Island Heights Car Rentals](https://expedia.ca/Car-Rentals-In-Shelter-Island-Heights.d183716.Car-Rental-Guide)[Shelter Island Heights Vacation Packages](https://expedia.ca/Shelter-Island-Heights.d183716.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/4941e2fd68ce17b39e6de73e44df4c4b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Erisa Dilo # Find Hotels & Resorts for Couples in Shelter Island Heights, NY from CA $320 ![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 Shelter Island Heights Hotels & Resorts for Couples Tonight [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=183716&startDate=2025-10-01&endDate=2025-10-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=183716&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=183716&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=183716&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Shelter Island Heights Hotels & Resorts for Couples ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/fa5a1a49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/988fd965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/75893d43.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/7000000/6480000/6473500/6473437/ad990fb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pridwin Hotel Shelter Island Heights 9.6/10 Exceptional (79) "Shelter Island is definitely a gem" CA $387 CA $487 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information) ![Kayaking](https://images.trvl-media.com/lodging/8000000/7750000/7749700/7749655/aaa24181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/8000000/7750000/7749700/7749655/da5c172b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/8000000/7750000/7749700/7749655/40ff476f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/8000000/7750000/7749700/7749655/aa9ef8a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SEVEN - Shelter Island Guest House Shelter Island Heights 9.8/10 Exceptional (57) "It was a beautiful place! Under construction however, Beth was Amazing! Amelia was so hospitable. Close to everything and it certainly helped that the weather was spectacular! Will definitely go back another time!" [](https://www.expedia.ca/Shelter-Island-Heights-Hotels-SEVEN-Shelter-Island-Guest-House.h7749655.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/15000000/15000000/14997600/14997595/efd291ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/15000000/15000000/14997600/14997595/9f8ccc73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/15000000/15000000/14997600/14997595/89ad2223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/15000000/15000000/14997600/14997595/b156868f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shelter Island House Shelter Island Heights 8.4/10 Very good (56) "We liked the areas for sitting outside, to sit with a coffee, talk and relax. It was convenient to have a fridge. A very different accommodation but typical for the island. We enjoyed our stay!" CA $280 CA $320 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Shelter-Island-House.h14997595.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/3000000/2360000/2355900/2355872/4cddecdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2360000/2355900/2355872/0d3201a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/3000000/2360000/2355900/2355872/156ead1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/3000000/2360000/2355900/2355872/f86d9acd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Beach Shelter Island Heights 9.0/10 Wonderful (4) "Great hotel on Shelter Island, pricey but nice. Rooms were really cute." [](https://www.expedia.ca/Shelter-Island-Hotels-Sunset-Beach.h2355872.Hotel-Information) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/19000000/18640000/18632700/18632615/58da24df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/19000000/18640000/18632700/18632615/affe9b7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18640000/18632700/18632615/42ef7c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18640000/18632700/18632615/7af2d0a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### West Neck Guesthouse Shelter Island Heights 8.0/10 Very good (37) "Great property! Close to beach and super clean. " CA $498 CA $569 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Shelter-Island-Heights-Hotels-West-Neck-Guesthouse.h18632615.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=2025-10-16&endDate=2025-10-17®ionId=183716&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Shelter Island Heights Hotel Reviews ![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 "Only issue....the refrigerator makes an annoying sound which is amlpified wearing hearing aids" [](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.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 "Nikhil at the front desk was very welcoming and nice, even offering a room upgrade! The hotel is in a great location right off 95, but it’s quiet and feels safe. Good bargain in an area that’s usually expensive. " [](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 "Liked having and using pool. didn't realize there would be a swimming lesson going on at same time. As this was a quick stop over on our way to Bar Harbor, it fit our needs. Since the room was on the street side it was a bit noisy even with fan running all the time. The room was clean and comfortable and we enjoyed the breakfast which was included. " [](https://expedia.ca/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![The Pridwin Hotel](//images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/fa5a1a49_y.jpg) ### The Pridwin Hotel 10/10 Excellent "The Pridwin is a beautiful property with a stunning view and old New England, Americana historic vibe. It is a quintessential experience if you want to have quiet yet convenience to both the north and south forks. The ferry is quick and the island is beautiful and quiet if you go during off season. Lovely long weekend trip for me and my husband. Highly recommend. " [](https://expedia.ca/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information) ![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) ![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) ![Montauk Yacht Club](//images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f_y.jpg) ### Montauk Yacht Club 10/10 Excellent "Wonderful hotel and location " [](https://expedia.ca/Montauk-Hotels-Gurneys-Star-Island-Resort-Marina.h6970.Hotel-Information) ![Sound View Greenport](//images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "Clean and beautiful view" [](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.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) ## Frequently asked questions ### How much do hotels for couples in Shelter Island Heights cost? > Prepare to pay between CA $320 and CA $569 per night for hotels for couples in Shelter Island Heights. No matter your budget, an ideal stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### What are the best hotels for couples in Shelter Island Heights? > Pick from multiple hotels for couples in Shelter Island Heights with a total average guest review rating of 8.7. [Zey Hotel](https://www.expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information) is a popular choice if you're hoping to find somewhere to enjoy a little quality time with your other half. This 3.5-stars hotel has a garden and a cafe. [Cliffside Resort Condominiums](https://www.expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information) is another top pick that's perfect for lovebirds. It has a 3-stars rating and amenities like dining romance packages and a terrace. ### How many hotels for couples are there in Shelter Island Heights? > Choose from 7 hotels for couples in Shelter Island Heights. Whether it's your first trip together or your wedding anniversary, Expedia can help you find the best space for you and your love. ### Are there any 5-star hotels for couples in Shelter Island Heights? > Shelter Island Heights doesn't have any 5-star hotels for couples — but you and your sweetheart can still spend your stay in style! Why not have a look at [Baron's Cove](https://www.expedia.ca/Sag-Harbor-Hotels-Barons-Cove.h1148848.Hotel-Information)? Located approximately 10 kilometres from the downtown area, this 4-star escape is ideal for lovebirds, and comes with beauty services and concierge services. Another wonderful pick is [The Pridwin Hotel](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information). Also with a 4-star rating, it's just 2 kilometres from central Shelter Island Heights and includes amenities such as massage services and a terrace. ### Why book your hotel for couples in Shelter Island Heights with Expedia? > Expedia has some fabulous hotels for couples, so go ahead and indulge yourselves in Shelter Island Heights. If you're on a budget, choose how much you'd like to spend and the star rating of your hotel. Whatever your trip looks like, we'll help you find a pad that'll make both your pocket and partner smile! ### How can I find cheap hotels for couples in Shelter Island Heights? > With Expedia's user-friendly filter tool, booking cheap hotels for couples in Shelter Island Heights has never been easier. To find accommodations that'll make your wallet and sweetheart smile, refine your search results by star rating, amenities and budget. ### What is there to do in Shelter Island Heights near my hotel for couples? > If you want to fill up your itinerary in Shelter Island Heights, check out [Crescent Beach](https://www.expedia.ca/Crescent-Beach-Shelter-Island-Heights.d553248621554204758.Vacation-Attraction). 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