Title: Cheap Flights to Shelter Island , NY from CA $190 - Expedia.ca ![View of Dering Harbor](https://images.trvl-media.com/place/157359/8df1734b-1204-4cc5-a5a0-67f90d8a76a3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Brian V. Rowe ![](https://images.trvl-media.com/place/157359/8df1734b-1204-4cc5-a5a0-67f90d8a76a3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to Shelter Island , NY from CA $190 [View CA $190 flight on Fri, Jan 9, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YYZ,to:EWR,departure:09/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:189.82&airProductToken=AQo1CjMIwYYBEgQ4ODg0GJjOASDEjQEogoOCAzDkg4IDOEdAAFgBagVCQVNJQ3IIR05BNUE5QkESCggCEAEYAioCQUMYASIECAEQASgCKAMoBDAN) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only [Shelter Island Travel Guide](https://expedia.ca/Shelter-Island.dx157359)[Hotels in Shelter Island](https://expedia.ca/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels)[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) ## Popular airlines to Shelter Island - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Shelter Island, New York, United States of America,departure:06/12/2025TANYT&leg2=from:Shelter Island, New York, United States of America,to:CMH,departure:13/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Shelter Island, New York, United States of America,departure:06/12/2025TANYT&leg2=from:Shelter Island, New York, United States of America,to:CMH,departure:13/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![JetBlue Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg) JetBlue Airways [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Shelter Island, New York, United States of America,departure:06/12/2025TANYT&leg2=from:Shelter Island, New York, United States of America,to:CMH,departure:13/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) - ![Alaska Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Shelter Island, New York, United States of America,departure:06/12/2025TANYT&leg2=from:Shelter Island, New York, United States of America,to:CMH,departure:13/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![Frontier Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Shelter Island, New York, United States of America,departure:06/12/2025TANYT&leg2=from:Shelter Island, New York, United States of America,to:CMH,departure:13/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Shelter Island, New York, United States of America,departure:06/12/2025TANYT&leg2=from:Shelter Island, New York, United States of America,to:CMH,departure:13/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![Spirit Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg) Spirit Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Shelter Island, New York, United States of America,departure:06/12/2025TANYT&leg2=from:Shelter Island, New York, United States of America,to:CMH,departure:13/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NK"}}]) - ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## How much is the cheapest flight to Shelter Island? Prices were available within the past 7 days and start at CA $190 for one-way flights and CA $310 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Fri, Jan 9 - Sat, Jan 10 YYZ Toronto EWR New York CA $310 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:EWR,departure:09/01/2026TANYT&leg2=from:EWR,to:YYZ,departure:10/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:309.57&airProductToken=AQo1CjMIwYYBEgQ4ODgwGJjOASDEjQEo6oCCAzDSgYIDOEdAAFgBagVCQVNJQ3IIR05BNUE5QkEKZwoyCMGGARIEODkzORjEjQEgmF0oy4eCAzCsiIIDOEdAAFgBagVCQVNJQ3IIR05BNUE5QkEKMQjBhgESAzQwNxiYXSCYzgEojomCAzDoiYIDOEdAAVgBagVCQVNJQ3IIR05BNUE5QkESCggCEAEYAioCQUMYASIECAEQASgCKAMoBDAN) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, Dec 17 - Sun, Jan 11 YYZ Toronto EWR New York CA $322 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:EWR,departure:17/12/2025TANYT&leg2=from:EWR,to:YYZ,departure:11/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:321.24&airProductToken=AQo6CjgI1YIBEgQzNjQ5GJjOASDEjQEoqfz_AjCR_f8COE5AAFgBagoxX2Jhc2ljZWNvcghHTkEyQTJCTgo6CjgI1YIBEgQzNDAwGMSNASCYzgEonJWCAzCDloIDOE5AAFgBagoxX2Jhc2ljZWNvcghHTkEyQTJCThIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAs) ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Sat, Dec 13 - Mon, Dec 15 YYZ Toronto EWR New York CA $342 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:EWR,departure:13/12/2025TANYT&leg2=from:EWR,to:YYZ,departure:15/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:341.20&airProductToken=AQppCjII0IgBEgMxNTcYmM4BINizASjfzP8CMKXN_wI4VkAAWAFqBUJBU0lDcghWMk4wWlJaTAozCNCIARIEMjMyMxjYswEgxI0BKOHN_wIwu87_AjhWQAFYAWoFQkFTSUNyCFYyTjBaUlpMCmkKMwjQiAESBDIzMzgYxI0BINizASid5_8CMIHo_wI4VkAAWAFqBUJBU0lDcghWMk4wWlJaTAoyCNCIARIDMTYyGNizASCYzgEo2-j_AjCp6f8COFZAAVgBagVCQVNJQ3IIVjJOMFpSWkwSCggBEAEYASoCUEQYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Dec 15 - Wed, Dec 17 YYZ Toronto EWR New York CA $350 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:EWR,departure:15/12/2025TANYT&leg2=from:EWR,to:YYZ,departure:17/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:349.10&airProductToken=AQpyCjcIxJgBEgQ0ODgxGJjOASDjtAEoluf_AjDv5_8COEVAAFgBaglNQUlOQkFTSUNyCFhBVlNBMEJRCjcIxJgBEgQyNjA5GOO0ASDEjQEo9-n_AjDl6v8COEVAAVgBaglNQUlOQkFTSUNyCFhBVlNBMEJRCnIKNwjEmAESBDI1OTYYxI0BIOO0ASiU-f8CMJn6_wI4RUAAWAFqCU1BSU5CQVNJQ3IIWEFWU0EwQlEKNwjEmAESBDUyNTEY47QBIJjOASiI-_8CMNn7_wI4RUABWAFqCU1BSU5CQVNJQ3IIWEFWU0EwQlESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Air Transat](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/TS.gif) Tue, Jan 20 - Fri, Jan 23 YYZ Toronto LGA New York CA $405 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:LGA,departure:20/01/2026TANYT&leg2=from:LGA,to:YYZ,departure:23/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:404.06&airProductToken=AQo-CjwI1KYBEgQ3MjExGJjOASDLASi4_YIDMJz-ggM4RUAAWAFqA0JHVHIIRTJOMFpSWkx6CgjQiAESBDcyMTEKPgo8CNSmARIENzIxMBjLASCYzgEon5uDAzCDnIMDOEVAAFgBagNCR1RyCEUyTjBaUlpMegoI0IgBEgQ3MjEwEgoIARABGAEqAlRTGAEiBAgBEAEoAigDKAQwDQ) ## Find the cheapest month to fly from Columbus (CMH) to New York (JFK) ### April is typically the cheapest month to fly From CA $196 - CA $419 per traveller. ![](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=FTG_BF_PROMO_) Expedia.ca gives you the best tools to secure great deals on flights to Shelter Island. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Shelter Island. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Shelter Island. Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Shelter Island flights with full confidence knowing that you've found the best deal online. Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Shelter Island. Looking to save even more? Get additional savings by bundling your Shelter Island flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Shelter Island trip! Flights to Shelter Island information | Destination airport | Newark Liberty Intl. Airport | | --- | --- | | Destination airport IATA code | EWR | | Destination city name | Newark Liberty Intl. Airport | | Roundtrip price | CA $310 | ## Need more than a Flight to Shelter Island? Heading to Shelter Island? Explore Shelter Island with Expedia's Travel Guides to find the best hotels, vacation packages, car rental deals and more! [Shelter Island Hotels](https://expedia.ca/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels)[Shelter Island Vacation Rentals](https://expedia.ca/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals)[Shelter Island Car Rentals](https://expedia.ca/Car-Rentals-In-Shelter-Island.d157359.Car-Rental-Guide)[Things to do in Shelter Island](https://expedia.ca/Things-To-Do-In-Shelter-Island.d157359.Travel-Guide-Activities) ## Trending flights to Shelter Island Prices were available within the past 7 days and start at CA $190 for one-way flights and CA $310 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Fri, Jan 9 - Sat, Jan 10 YYZ Toronto EWR New York CA $310 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:EWR,departure:09/01/2026TANYT&leg2=from:EWR,to:YYZ,departure:10/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:309.57&airProductToken=AQo1CjMIwYYBEgQ4ODgwGJjOASDEjQEo6oCCAzDSgYIDOEdAAFgBagVCQVNJQ3IIR05BNUE5QkEKZwoyCMGGARIEODkzORjEjQEgmF0oy4eCAzCsiIIDOEdAAFgBagVCQVNJQ3IIR05BNUE5QkEKMQjBhgESAzQwNxiYXSCYzgEojomCAzDoiYIDOEdAAVgBagVCQVNJQ3IIR05BNUE5QkESCggCEAEYAioCQUMYASIECAEQASgCKAMoBDAN) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other ### Lodging - [3 Star Hotels in Greenport](https://www.expedia.ca/3Star-Greenport-Hotels.s30-0-d110728.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Greenport](https://www.expedia.ca/5Star-Greenport-Hotels.s50-0-d110728.Travel-Guide-Filter-Hotels) - [Bay Point Hotels](https://www.expedia.ca/Bay-Point-Sag-Harbor-Hotels.0-n553248635976471151-0.Travel-Guide-Filter-Hotels) - [Coecles Harbor Hotels](https://www.expedia.ca/Coecles-Harbor-Shelter-Island-Hotels.0-n553248635976480820-0.Travel-Guide-Filter-Hotels) - [Hotels near Crescent Beach](https://www.expedia.ca/Crescent-Beach-Hotels.0-l553248621554204758-0.Travel-Guide-Filter-Hotels) - [Cottages in Dering Harbor](https://www.expedia.ca/Dering-Harbor-Cottages.d553248634998885605-aaCottages.Travel-Guide-Accommodation) - [Dering Harbor Hotels](https://www.expedia.ca/Dering-Harbor-Hotels.d553248634998885605.Travel-Guide-Hotels) - [Residences in Dering Harbor](https://www.expedia.ca/Dering-Harbor-Residences.d553248634998885605-aaResidences.Travel-Guide-Accommodation) - [Town of Southold Town Hotels](https://www.expedia.ca/Destinations-In-Town-Of-Southold-Town.d553248635976002319.Hotel-Destinations) - [Farmstay in East Marion](https://www.expedia.ca/East-Marion-Agritourism.d6069914-aaAgritourism.Travel-Guide-Accommodation) - [Cabin Rentals in East Marion](https://www.expedia.ca/East-Marion-Cabins.d6069914-aaCabins.Travel-Guide-Accommodation) - [Hotels with Bar in East Marion](https://www.expedia.ca/East-Marion-Hotels-Hotels-With-Bar.0-0-d6069914-tHotelswithBar.Travel-Guide-Filter-Hotels) - [East Marion Hotels](https://www.expedia.ca/East-Marion-Hotels.d6069914.Travel-Guide-Hotels) - [B&B in Greenport](https://www.expedia.ca/Greenport-Bed-And-Breakfast.d110728-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Greenport](https://www.expedia.ca/Greenport-Cabins.d110728-aaCabins.Travel-Guide-Accommodation) - [Adults Only Resorts & in Greenport](https://www.expedia.ca/Greenport-Hotels-Adults-Only-Resorts.0-0-d110728-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Beach-Hotel.0-0-d110728-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Boutique-Hotel.0-0-d110728-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Cheap-Hotels.0-0-d110728-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Greenport](https://www.expedia.ca/Greenport-Hotels-Couples-Resorts-Hotels.0-0-d110728-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Lake Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Lake-Hotels.0-0-d110728-tLakeHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Luxury-Hotel.0-0-d110728-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Oceanfront-Hotels.0-0-d110728-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Shopping-Hotel.0-0-d110728-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Spa-Hotel.0-0-d110728-tSpaHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Waterpark-Hotels.0-0-d110728-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Greenport Hotels](https://www.expedia.ca/Greenport-Hotels.d110728.Travel-Guide-Hotels) - [Motels in Greenport](https://www.expedia.ca/Greenport-Motels.d110728-aaMotels.Travel-Guide-Accommodation) - [Hotels near Greenport Station](https://www.expedia.ca/Greenport-Station-Hotels.d6186190.Travel-Guide-Hotels) - [Beach Hotel Hotels in Greenport West](https://www.expedia.ca/Greenport-West-Hotels-Beach-Hotel.0-0-d553248635975876381-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Greenport West](https://www.expedia.ca/Greenport-West-Hotels-Cheap-Hotels.0-0-d553248635975876381-tCheapHotels.Travel-Guide-Filter-Hotels) - [Greenport West Hotels](https://www.expedia.ca/Greenport-West-Hotels.d553248635975876381.Travel-Guide-Hotels) - [Adults Only Resorts & in Hay Beach](https://www.expedia.ca/Hay-Beach-Shelter-Island-Hotels-Adults-Only-Resorts.0-n553248635976470037-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Casino Hotels in Hay Beach](https://www.expedia.ca/Hay-Beach-Shelter-Island-Hotels-Casino-Hotel.0-n553248635976470037-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [New York Hotels](https://www.expedia.ca/New-York-Hotels.d178293.Travel-Guide-Hotels) - [Chalets in North Haven](https://www.expedia.ca/North-Haven-Chalets.d553248634998589872-aaChalets.Travel-Guide-Accommodation) - [North Haven Hotels](https://www.expedia.ca/North-Haven-Hotels.d553248634998589872.Travel-Guide-Hotels) - [Residences in North Haven](https://www.expedia.ca/North-Haven-Residences.d553248634998589872-aaResidences.Travel-Guide-Accommodation) - [B&B in Noyack](https://www.expedia.ca/Noyack-Bed-And-Breakfast.d6217344-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Noyack Hotels](https://www.expedia.ca/Noyack-Hotels.d6217344.Travel-Guide-Hotels) - [B&B in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Bed-And-Breakfast.d183716-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Beach-Hotel.0-0-d183716-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Boutique-Hotel.0-0-d183716-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Couples-Resorts-Hotels.0-0-d183716-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Pet-Friendly-Hotel.0-0-d183716-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Spa-Hotel.0-0-d183716-tSpaHotel.Travel-Guide-Filter-Hotels) - [Shelter Island Heights Hotels](https://www.expedia.ca/Shelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels) - [Resorts in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Resort-Hotels.d183716-aaResortHotels.Travel-Guide-Accommodation) - [Adults Only Resorts & in Silver Beach](https://www.expedia.ca/Silver-Beach-Shelter-Island-Hotels-Adults-Only-Resorts.0-n553248635976481903-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Silver Beach Hotels](https://www.expedia.ca/Silver-Beach-Shelter-Island-Hotels.0-n553248635976481903-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Southold](https://www.expedia.ca/Southold-Hotels-Cheap-Hotels.0-0-d183719-tCheapHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Southold](https://www.expedia.ca/Southold-Hotels-Romantic-Hotel.0-0-d183719-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Southold Hotels](https://www.expedia.ca/Southold-Hotels.d183719.Travel-Guide-Hotels) - [Motels in Southold](https://www.expedia.ca/Southold-Motels.d183719-aaMotels.Travel-Guide-Accommodation) - [Hotels near Sunset Beach](https://www.expedia.ca/Sunset-Beach-Hotels.0-l553248626388141313-0.Travel-Guide-Filter-Hotels) - [The Heights Hotels](https://www.expedia.ca/The-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels) - [Hotels near Wades Beach](https://www.expedia.ca/Wades-Beach-Hotels.0-l553248621554204759-0.Travel-Guide-Filter-Hotels) ### Flights - [Flights to Amagansett](https://www.expedia.ca/Cheap-Flights-To-Amagansett.d73561.Travel-Guide-Flights) - [Flights to Babylon](https://www.expedia.ca/Cheap-Flights-To-Babylon.d6123857.Travel-Guide-Flights) - [Flights to Centerport](https://www.expedia.ca/Cheap-Flights-To-Centerport.d183650.Travel-Guide-Flights) - [Flights to Deer Park](https://www.expedia.ca/Cheap-Flights-To-Deer-Park.d55665.Travel-Guide-Flights) - [Flights to Downstate New York](https://www.expedia.ca/Cheap-Flights-To-Downstate-New-York.d6234126.Travel-Guide-Flights) - [Flights to East Hampton](https://www.expedia.ca/Cheap-Flights-To-East-Hampton.d1524.Travel-Guide-Flights) - [Flights to Fire Island Pines](https://www.expedia.ca/Cheap-Flights-To-Fire-Island-Pines.d553248635074843926.Travel-Guide-Flights) - [Flights to Fire Island](https://www.expedia.ca/Cheap-Flights-To-Fire-Island.d183671.Travel-Guide-Flights) - [Flights to Fishers Island](https://www.expedia.ca/Cheap-Flights-To-Fishers-Island.d1208.Travel-Guide-Flights) - [Flights to Greenport](https://www.expedia.ca/Cheap-Flights-To-Greenport.d110728.Travel-Guide-Flights) - [Flights to Hamptons](https://www.expedia.ca/Cheap-Flights-To-Hamptons.d6056452.Travel-Guide-Flights) - [Flights to Hauppauge](https://www.expedia.ca/Cheap-Flights-To-Hauppauge.d8294.Travel-Guide-Flights) - [Flights to Holtsville](https://www.expedia.ca/Cheap-Flights-To-Holtsville.d9552.Travel-Guide-Flights) - [Flights to Huntington Station](https://www.expedia.ca/Cheap-Flights-To-Huntington-Station.d6055467.Travel-Guide-Flights) - [Flights to Islandia](https://www.expedia.ca/Cheap-Flights-To-Islandia.d10223.Travel-Guide-Flights) - [Flights to Long Island](https://www.expedia.ca/Cheap-Flights-To-Long-Island.d602887.Travel-Guide-Flights) - [Flights to Montauk](https://www.expedia.ca/Cheap-Flights-To-Montauk.d10637.Travel-Guide-Flights) - [Flights to New York](https://www.expedia.ca/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights) - [Flights to Ocean Bay Park](https://www.expedia.ca/Cheap-Flights-To-Ocean-Bay-Park.d140715.Travel-Guide-Flights) - [Flights to Patchogue](https://www.expedia.ca/Cheap-Flights-To-Patchogue.d9083.Travel-Guide-Flights) - [Flights to Rocky Point](https://www.expedia.ca/Cheap-Flights-To-Rocky-Point.d6287456.Travel-Guide-Flights) - [Flights to Ronkonkoma](https://www.expedia.ca/Cheap-Flights-To-Ronkonkoma.d6400.Travel-Guide-Flights) - [Flights to Sag Harbor](https://www.expedia.ca/Cheap-Flights-To-Sag-Harbor.d154327.Travel-Guide-Flights) - [Flights to Stony Brook](https://www.expedia.ca/Cheap-Flights-To-Stony-Brook.d9781.Travel-Guide-Flights) - [Flights to Wading River](https://www.expedia.ca/Cheap-Flights-To-Wading-River.d183729.Travel-Guide-Flights) - [Flights to Water Mill](https://www.expedia.ca/Cheap-Flights-To-Water-Mill.d3000351347.Travel-Guide-Flights) - [Flights to West Babylon](https://www.expedia.ca/Cheap-Flights-To-West-Babylon.d6049832.Travel-Guide-Flights) - [Flights to Westhampton Beach](https://www.expedia.ca/Cheap-Flights-To-Westhampton-Beach.d6084385.Travel-Guide-Flights) - [Flights to Westhampton](https://www.expedia.ca/Cheap-Flights-To-Westhampton.d6140695.Travel-Guide-Flights) - [Flights to Suffolk County](https://www.expedia.ca/Destinations-In-Suffolk-County.d553248635083916458.Flight-Destinations) - [Flights from Southold](https://www.expedia.ca/lp/flights/183719/flights-from-southold) - [Flights from North Haven](https://www.expedia.ca/lp/flights/553248634998589872/flights-from-north-haven) - [Flights from East Marion](https://www.expedia.ca/lp/flights/6069914/flights-from-east-marion) - [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york) ### Packages - [Visit East Marion](https://www.expedia.ca/East-Marion.dx6069914) - [Visit Pipes Cove](https://www.expedia.ca/Greenport-Pipes-Cove.dx553248635976473295) - [Kontokosta Winery](https://www.expedia.ca/Kontokosta-Winery-Greenport.d6326928.Vacation-Attraction) - [Visit North Haven](https://www.expedia.ca/North-Haven.dx553248634998589872) - [Visit Bay Point](https://www.expedia.ca/Sag-Harbor-Bay-Point.dx553248635976471151) - [Shelter Island Heights Vacations](https://www.expedia.ca/Shelter-Island-Heights.d183716.Destination-Travel-Guides) ### Cars - [Car rental Greenport](https://www.expedia.ca/Car-Rentals-In-Greenport.d110728.Car-Rental-Guide) ### Other - [Things to do in Greenport](https://www.expedia.ca/Things-To-Do-In-Greenport.d110728.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) \*Available to Expedia members.