Title: Find the Best Shelter Island Hostels | Expedia.ca [Shelter Island Travel Guide](https://expedia.ca/Shelter-Island.dx157359)[Hotels in Shelter Island](https://expedia.ca/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels)[Vacation Rentals in Shelter Island](https://expedia.ca/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals)[Flights to Shelter Island](https://expedia.ca/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)[Things to do in Shelter Island](https://expedia.ca/Things-To-Do-In-Shelter-Island.d157359.Travel-Guide-Activities)[Shelter Island Car Rentals](https://expedia.ca/Car-Rentals-In-Shelter-Island.d157359.Car-Rental-Guide)[Shelter Island Vacation Packages](https://expedia.ca/Shelter-Island.d157359.Destination-Travel-Guides) ![Central Park summer](https://images.trvl-media.com/place/157359/6c674470-f02c-495a-ad05-e592d3be267f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hostels in Shelter Island - ![](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 prices for these dates Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=HOSTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=HOSTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=HOSTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=HOSTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Shelter Island Hostels ![Property grounds](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943259/2e6970b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943259/5ca46def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943259/f56467e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943259/3faee5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech - Luxury 2 Bedroom Apartment 10 Greenport 10/10 Exceptional (2) "This is an amazing hotel with high end finishes and a staff to match. The staff are polite, attentive, helpful in all ways and thoughtful in all their communication. I highly recommend to anyone looking for a boutique experience!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Randall CA $436 CA $632 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-Luxury-2-Bedroom-Apartment-10.h71943259.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=2025-12-10&endDate=2025-12-11®ionId=157359&adults=2&lodging=HOSTEL&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_157359) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FShelter-Island-Hostels.d157359-aaHostels.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShelter-Island-Hostels.d157359-aaHostels.Travel-Guide-Accommodation) ## Top Shelter Island Hotel Reviews ![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg) ### The Harbor Front Inn 10/10 Excellent "Always love staying there when in Greenport. Clean. Central. Quality continental breakfast." [](https://expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "EXCELLENT staff ! Room was clean. Will stay again " [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Montauk Blue Hotel](https://images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg) ### Montauk Blue Hotel 10/10 Excellent "I always have a 5/5 stay at Montauk Blue. " [](https://expedia.ca/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information) ![Bayview Resort](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/5ed206f2_y.jpg) ### Bayview Resort 10/10 Excellent "Just right. " [](https://expedia.ca/Hampton-Bays-Hotels-Bayview-Resort.h10453825.Hotel-Information) ![Quality Inn Old Saybrook - Westbrook](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg) ### Quality Inn Old Saybrook - Westbrook 10/10 Excellent "Staff was kind. Easy, comfortable stay." [](https://expedia.ca/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "Everything and everyone was fabulous! " [](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![The Sagaponack](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg) ### The Sagaponack 10/10 Excellent "Beautiful room, loved the treats at the galley." [](https://expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg) ### Gurney's Montauk Resort & Seawater Spa 10/10 Excellent "They gave us a room upgrade which was unexpected, the room has a great view of the ocean which made our stay extra special. " [](https://expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "The room was very clean, bed was comfy, and the sounds of the water outside were lovely. I did arrive very late and all parking spots were taken which was sort of inconvenient as it is a bit of a walk to park by other rooms. Check in process was super smooth." [](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ## Find out more about Shelter Island ## Shelter Island Hostels information | Number of reviews | | | --- | --- | | Accommodation | Hostels | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### What are the best hostels in Shelter Island? > Our guests like these places to stay in the surrounding area, and they may have reasonable prices: [Gurney's Montauk Resort & Seawater Spa](https://www.expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) - 18.4 mi (29.7 km) from the heart of Shelter Island. Guests can enjoy free WiFi, free parking, and barbecue grills at this hotel. [Pier Blue Inn Old Saybrook - Essex](https://www.expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) - 15.5 mi (24.9 km) from the heart of Shelter Island. You can take advantage of free WiFi, an indoor pool, and multilingual staff at this hotel. [Montauk Blue Hotel](https://www.expedia.ca/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information) - 20.7 mi (33.3 km) from the heart of Shelter Island. You can take advantage of free breakfast, free WiFi, and free parking at this hotel. [Quality Inn Old Saybrook - Westbrook](https://www.expedia.ca/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) - 17.3 mi (27.9 km) from the heart of Shelter Island. Guests can enjoy free parking, a 24-hour front desk, and laundry facilities at this hotel. [Sound View Greenport](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) - 3.6 mi (5.8 km) from the heart of Shelter Island. Property features at this hotel include free WiFi, free parking, and an outdoor pool. ### When is the best time of year to stay in a hostel in Shelter Island? > The weather is important when you want to venture out and explore, so here are some stats about the seasons: The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island is 57 inches. ### What is there to see and do in Shelter Island? > Depending on what you're interested in, you might like to check out the area around Shelter Island. Get out into nature with places like Sunset Beach, Crescent Beach, and Mashomack Preserve. Cultural attractions include Havens House, Railroad Museum of Long Island, and LongHouse Reserve. Visit landmarks like Sylvester Manor, Greenport Carousel, and Horton Point Park. ### What's the best way to get to and around Shelter Island while staying at a hostel? > Keep this information about transit options in and around Shelter Island on hand to make the most of your stay: You can fly into the nearest airport, which is East Hampton, NY (HTO), 8.8 mi (14.2 km) from the city center. 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[Visit Sag Harbor](https://www.expedia.ca/Sag-Harbor.dx154327) - [Shelter Island Heights Vacations](https://www.expedia.ca/Shelter-Island-Heights.d183716.Destination-Travel-Guides) - [Car rental Greenport](https://www.expedia.ca/Car-Rentals-In-Greenport.d110728.Car-Rental-Guide) - [Car rental Orient](https://www.expedia.ca/Car-Rentals-In-Orient.d6326191.Car-Rental-Guide) - [Things to do in Greenport](https://www.expedia.ca/Things-To-Do-In-Greenport.d110728.Travel-Guide-Activities) - [Things to do in Sag Harbor](https://www.expedia.ca/Things-To-Do-In-Sag-Harbor.d154327.Travel-Guide-Activities) - [Things to do in Shelter Island Heights](https://www.expedia.ca/Things-To-Do-In-Shelter-Island-Heights.d183716.Travel-Guide-Activities) - [Book Hostels in Shelter Island on Expedia.com](https://www.expedia.com/Shelter-Island-Hostels.d157359-aaHostels.Travel-Guide-Accommodation)