Title: Visit Dering Harbor: Best of Dering Harbor Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Dering Harbor](https://expedia.ca/Dering-Harbor-Hotels.d553248634998885605.Travel-Guide-Hotels)[Vacation Rentals in Dering Harbor](https://expedia.ca/Dering-Harbor-Vacation-Rentals.d553248634998885605.Travel-Guide-VacationRentals)[Dering Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Dering-Harbor.d553248634998885605.Car-Rental-Guide)[Dering Harbor Vacation Packages](https://expedia.ca/Dering-Harbor.d553248634998885605.Destination-Travel-Guides) # Dering Harbor ## Travel Guide ## Visit Dering Harbor Things to do - Dering Harbor Hotel Deals - Vacation Rentals in Dering Harbor ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pier Blue Inn Old Saybrook - Essex 1430 Boston Post Rd, Old Saybrook, CT CA $112 CA $129 total Oct 12 - Oct 13 includes taxes & fees Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ... 7.8/10 Good! (1,005 reviews) "For a budget hotel its not bad - area is generally pricy - its just needs a facelift - it needs to remove the carpets. Staff is nice." Reviewed on Oct 4, 2025 [](https://expedia.ca/Hotel-Search?startDate=12%2F10%2F2025&endDate=13%2F10%2F2025&selected=12143&PinnedHotelID=12143&HadPinnedHotel=true®ionId=553248634998885605) ![Quality Inn Old Saybrook - Westbrook](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn Old Saybrook - Westbrook 100 Essex Rd, Old Saybrook, CT CA $131 CA $151 total Nov 2 - Nov 3 includes taxes & fees Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ... 7.6/10 Good! (1,003 reviews) "Overall, a nice hotel for a one day trip! :)" Reviewed on Oct 5, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=3988&PinnedHotelID=3988&HadPinnedHotel=true®ionId=553248634998885605) ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sound View Greenport 58775 County Rd 48, Greenport, NY CA $339 CA $456 total Oct 21 - Oct 22 includes taxes & fees Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ... 8.4/10 Very Good! (577 reviews) "Nice views on sunset" Reviewed on Oct 3, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F10%2F2025&endDate=22%2F10%2F2025&selected=15273178&PinnedHotelID=15273178&HadPinnedHotel=true®ionId=553248634998885605) [See all 3,983 properties in Dering Harbor](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=11%2F10%2F2025&endDate=12%2F10%2F2025®ionId=553248634998885605) 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. ![Windward Shores Ocean Resort](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/23c43d21_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Windward Shores Ocean Resort 2062 Montauk Highway, PO Box 7031, Amagansett, NY Stay at this 3-star beach aparthotel in Amagansett. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ... 8.6/10 Excellent! (296 reviews) "The non ocean view rooms are fabulous. I’m sure the ocean side ones are great." Reviewed on Sep 30, 2025 [](https://expedia.ca/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information) ![Cliffside Resort Condominiums](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/1638a16b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cliffside Resort Condominiums 61475 Route 48 (North Road), Greenport, NY Stay at this 3-star beach aparthotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and ... 8.8/10 Excellent! (241 reviews) "Easy in and out. Safe parking. Everything was set up for you" Reviewed on Sep 29, 2025 [](https://expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information) ![Driftwood Resort](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/59e33701_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Driftwood Resort 2178 Montauk Highway, Montauk, NY Stay at this 3.5-star beach condo in Montauk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Walking Dunes Trailhead and Hither Hills ... 8.8/10 Excellent! (235 reviews) "The room was beautiful and very clean. The pool was wonderful and so warm. We also used the tennis courts. I would highly recommend this hotel!!!!" Reviewed on Oct 1, 2025 [](https://expedia.ca/Montauk-Hotels-Driftwood-Resort.h4207142.Hotel-Information) [See all properties in Dering Harbor](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=553248634998885605&sort=VACATION_RENTAL) 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. ## Check Dering Harbor hotel availability [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998885605&startDate=2025-10-10&endDate=2025-10-11) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998885605&startDate=2025-10-10&endDate=2025-10-11) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998885605&startDate=2025-10-10&endDate=2025-10-11) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998885605&startDate=2025-10-10&endDate=2025-10-11)[Oct 10 - Oct 11](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998885605&startDate=2025-10-10&endDate=2025-10-11) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998885605&startDate=2025-10-11&endDate=2025-10-12) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998885605&startDate=2025-10-11&endDate=2025-10-12) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998885605&startDate=2025-10-11&endDate=2025-10-12) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998885605&startDate=2025-10-11&endDate=2025-10-12)[Oct 11 - Oct 12](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998885605&startDate=2025-10-11&endDate=2025-10-12) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998885605&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998885605&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998885605&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998885605&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025)[Oct 10 - Oct 12](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248634998885605&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) ### Popular places to visit #### Gardiner's Bay Country Club Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries. [](https://expedia.ca/Gardiners-Bay-Country-Club-Shelter-Island.d6282173.Vacation-Attraction) #### Shelter Island Whale's Tail You can take time to visit Shelter Island Whale's Tail during your travels to Shelter Island. Wander the beaches and waterfront in the area. [](https://expedia.ca/Shelter-Island-Whales-Tail-Shelter-Island.d553248621554204762.Vacation-Attraction) #### Mashomack Preserve Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area. [](https://expedia.ca/Mashomack-Preserve-Shelter-Island.d6224462.Vacation-Attraction) #### Wades Beach Why not spend a carefree afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums. [](https://expedia.ca/Wades-Beach-Shelter-Island.d553248621554204759.Vacation-Attraction) #### Shell Beach Why not spend a carefree afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums. [](https://expedia.ca/Shell-Beach-Shelter-Island.d553248621554204761.Vacation-Attraction) #### Shelter Island Historical Society You can spend time studying the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums. [](https://expedia.ca/Shelter-Island-Historical-Society-Shelter-Island.d553248635961235094.Vacation-Attraction) ### Things to do ![Join a small group full-day wine tour with a certified Sommelier host](https://mediaim.expedia.com/localexpert/1350908/45c47e3f-3e0f-448e-a1a4-64596ec183f0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Long Island Wine and Food Day Trip with Sommelier host from NYC CA $203 per adult [](https://expedia.ca/things-to-do/long-island-wine-and-food-day-trip-with-sommelier-host-from-nyc.a1350908.activity-details) ![Picture 1 for Activity From Mattituck: North Fork Area Bike Tour with Food Tasting](https://mediaim.expedia.com/localexpert/48343602/e3615e6b-a5d4-472f-b85c-80434f787622.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### From Mattituck: North Fork Area Bike Tour with Food Tasting CA $192 per adult [](https://expedia.ca/things-to-do/from-mattituck-north-fork-area-bike-tour-with-food-tasting.a48343602.activity-details) [See all activities in Dering Harbor](https://expedia.ca/Things-To-Do-In-Dering-Harbor.d553248634998885605.Travel-Guide-Activities) ## Cities near Dering Harbor ![Photo by tom owens](https://mediaim.expedia.com/destination/2/57db4dbbb841fe5852df8ed4b2f64ec5.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Shelter Island [](https://expedia.ca/Shelter-Island.dx157359) ![Photo by Benny Goh ](https://mediaim.expedia.com/destination/2/64a7a541b17dabdb743e9908dec5b467.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### East Marion [](https://expedia.ca/East-Marion.dx6069914) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [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) - [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) - [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) - [B&B in Shelter Island](https://www.expedia.ca/Shelter-Island-Bed-And-Breakfast.d157359-aaBedAndBreakfast.Travel-Guide-Accommodation) - [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 Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Adults-Only-Resorts.0-0-d157359-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Beach-Hotel.0-0-d157359-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Boutique-Hotel.0-0-d157359-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Cheap-Hotels.0-0-d157359-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Couples-Resorts-Hotels.0-0-d157359-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Family-Hotel.0-0-d157359-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Hotel-With-Pool.0-0-d157359-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Hotels-With-Free-Breakfast.0-0-d157359-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Luxury-Hotel.0-0-d157359-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Oceanfront-Hotels.0-0-d157359-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Shopping-Hotel.0-0-d157359-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Shelter Island Hotels](https://www.expedia.ca/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels) - [Houseboats in Shelter Island](https://www.expedia.ca/Shelter-Island-Houseboats.d157359-aaHouseboats.Travel-Guide-Accommodation) - [Resorts in Shelter Island](https://www.expedia.ca/Shelter-Island-Resort-Hotels.d157359-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) - [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) - [Flights to Greenport](https://www.expedia.ca/Cheap-Flights-To-Greenport.d110728.Travel-Guide-Flights) - [Flights to Shelter Island](https://www.expedia.ca/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights) - [Flights from Shelter Island](https://www.expedia.ca/lp/flights/157359/flights-from-shelter-island) - [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) - [Visit Amagansett Lanes](https://www.expedia.ca/Amagansett-Amagansett-Lanes.dx553248635976471387) - [Visit Amagansett](https://www.expedia.ca/Amagansett.dx73561) - [Visit Bridgehampton](https://www.expedia.ca/Bridgehampton.dx6130684) - [Visit Barnes Landing](https://www.expedia.ca/East-Hampton-Barnes-Landing.dx553248635976472101) - [Visit Clearwater Beach](https://www.expedia.ca/East-Hampton-Clearwater-Beach.dx553248635976481631) - [Visit East Hampton](https://www.expedia.ca/East-Hampton.dx1524) - [Visit East Marion](https://www.expedia.ca/East-Marion.dx6069914) - [Visit East Quogue](https://www.expedia.ca/East-Quogue.dx6125932) - [Visit Gordon Heights](https://www.expedia.ca/Gordon-Heights.dx553248634999144533) - [Visit Pipes Cove](https://www.expedia.ca/Greenport-Pipes-Cove.dx553248635976473295) - [Visit Hampton Bays](https://www.expedia.ca/Hampton-Bays.dx183681) - [Visit Hamptons](https://www.expedia.ca/Hamptons.dx6056452) - [Kontokosta Winery](https://www.expedia.ca/Kontokosta-Winery-Greenport.d6326928.Vacation-Attraction) - [Visit Lion Head Beach](https://www.expedia.ca/Lion-Head-Beach.dx553248635976395221) - [Visit Mastic Beach](https://www.expedia.ca/Mastic-Beach.dx6327542) - [Visit Middle Island](https://www.expedia.ca/Middle-Island.dx3000449083) - [Visit Culloden Shores](https://www.expedia.ca/Montauk-Culloden-Shores.dx553248635976472450) - [Visit Montauk](https://www.expedia.ca/Montauk.dx10637) - [Visit Napeague](https://www.expedia.ca/Napeague.dx553248634999149912) - [Visit North Fork](https://www.expedia.ca/North-Fork.dx553248635074841663) - [Visit North Haven](https://www.expedia.ca/North-Haven.dx553248634998589872) - [Visit Quogue](https://www.expedia.ca/Quogue.dx183707) - [Visit Bay Point](https://www.expedia.ca/Sag-Harbor-Bay-Point.dx553248635976471151) - [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) - [Visit Shelter Island](https://www.expedia.ca/Shelter-Island.dx157359) - [Visit Shinnecock Hills](https://www.expedia.ca/Shinnecock-Hills.dx553248634998586593) - [Visit Shinnecock Reservation](https://www.expedia.ca/Shinnecock-Reservation.dx553248634998728494) - [Visit Southampton](https://www.expedia.ca/Southampton.dx6782) - [Visit Suffolk County](https://www.expedia.ca/Suffolk-County.dx553248635083916458) - [Visit Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton.dx553248634998945224) - [Visit Wainscott Woods](https://www.expedia.ca/Wainscott-Woods.dx553248635976471516) - [Car rental Greenport](https://www.expedia.ca/Car-Rentals-In-Greenport.d110728.Car-Rental-Guide) - [Car rental Shelter Island](https://www.expedia.ca/Car-Rentals-In-Shelter-Island.d157359.Car-Rental-Guide) - [Shelter Island Vacation Rentals](https://www.expedia.ca/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals) - [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) - [Things to do in Shelter Island](https://www.expedia.ca/Things-To-Do-In-Shelter-Island.d157359.Travel-Guide-Activities) - Cities near Dering Harbor - Places of interest [Shelter Island](https://expedia.ca/Shelter-Island.dx157359)[East Marion](https://expedia.ca/East-Marion.dx6069914) - [Cooper's Beach](https://expedia.ca/Coopers-Beach-Southampton.d6326842.Vacation-Attraction) - [East Hampton Main Beach](https://expedia.ca/East-Hampton-Main-Beach-East-Hampton.d6326946.Vacation-Attraction) - [Essex Steam Train](https://expedia.ca/Essex-Steam-Train-Essex.d6171206.Vacation-Attraction) - [Wolffer Estates Vineyard](https://expedia.ca/Wolffer-Estates-Vineyard-Sagaponack.d6064497.Vacation-Attraction) - [Hither Hills State Park](https://expedia.ca/Hither-Hills-State-Park-Montauk.d553248621532665771.Vacation-Attraction) - [Kontokosta Winery](https://expedia.ca/Kontokosta-Winery-Greenport.d6326928.Vacation-Attraction) - [Pindar Vineyards](https://expedia.ca/Pindar-Vineyards-Peconic.d6326965.Vacation-Attraction) - [Shinnecock Nation Cultural Center and Museum](https://expedia.ca/Shinnecock-Nation-Cultural-Center-And-Museum-Southampton.d6327552.Vacation-Attraction) - [Ponquogue Beach](https://expedia.ca/Ponquogue-Beach-Hampton-Bays.d6327142.Vacation-Attraction) - [Georgica Beach](https://expedia.ca/Georgica-Beach-East-Hampton.d553248621554185025.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFRElEQVR4Xu3cQY7jNhBAUTay8DJH0FF0NOpoPoqPMEsvGs24ikVWiaM0pgaYAOn+fzN2ieTTTlYjSGn/QWUd/IlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkiog72VpG6O31u7l9lr8Gmk/ZLq3Z3ltf8jn2kex6ieDFJB1GUiv+skgBWRdBtKrfvJXRap/0xPd3fvw0bdHxDb+kFuZnc8CAQEBkUA0EA1kZmu120Rqv3iXqS08ij32dfSQfwzR0XmjBAICIv+AgBQQEOtzRLPtt7lqpqs0EJACAmKB+CoNBKT8BnIUf6CH7R/2ii39JetANpkeBcRPBgEBAQFZV1kr4q1rn/N9Wnqbo3l3OrJAQBoIyHoBpAcC0lbknCG6/V5uwb0cLVU/GeRitFT9ZJCL0VL1k0EuRkvVTwa5GC1VPxnkYrRU/WSQi9FS9ZMDctGyfT7j/w6v2IZ8FgjIRSBLICAXgSx9XcROvLXx9JYTvYf8Ofso+oqtz/jparsM7HP1XSAgGkhvl4F9rr4LBEQD6e0ysM/Vd31V5Cj29NZ0e+2f44kyis/4Nt0mo/NGCQSkgTQQCQQEpBcQfaBbrxNtuzz2dXuTURnP+DJvRYt3Z6tCIAVkEiAgDSQGUkDkqr1P26PaTnyTZ/y5MbK9goyNEsg5EBAJBEQDOQfyLq/F+kC/j2e8jizdvsmneOK42vStW38c2N2FQMZoXG0gICANRAMZo3G1fTskptsfsksabtj+04l6d9ONdwcCcg4EBKT2hRIIyLvs0z9U6/ZSNpnGB7rkJ6prq2RU5C/cdnd2KxYICEi/DLLJFCQGAmIpUmStudouX6erj31zt7FKXQukgYCAzEBAQD5H5IE+EKv2B3o8cY7O6cbbOpVAQBqIBQKyBAJy0bvsi6/YEyny2H/KL4HH6VZ8Y/VvICAXgYCASCAgmm+X/E35Ll/lRB3piTbSjmI/Dm6vI08bJRAQDQQEBATECkh8enuyvdmJpWx9qKs0cct8xtsqENu+9SEICAgICMhnSCn6qLZn/NZd/dv13tfYiXGkya3oM750F0QDmYFIICAgIKN/QWLxsW/bbfSUE+eqt/lZz6r+DQQEZKwC0UD8GwiIXrC1TzllG2s/5Nvttfg1av2B3uR92kfSuDtZrLcyA2kgIBYICAiITvyjI7rdOmRPQN7ls/4SsLaxUpHz3VkgICBjJUgDAQFpPyO2Vq6MEy13LbuVR1ij2aj6SpAGArIEIoE0EO2bIxcpYu/Tuj2ONLuV2r+ZO2/YAhmBhEBAQCSQ0fdFdHts82sdmSfqi7h2Htmqz//CfW7zayC2yD+CgPQ2vwZii/wjCEhv82v/O6T6N93e5C/c9oy/yUi3H8X+N5Y3ufKQae17JuIjCQQEJJx4dwMEBASkI/ofTpd+4iYj6U0uP/srtqV/B3/KxblqbDy7EggICAgIiAQy+iWkyInaQ57x0ofNbXT+JaAba18ogYCAgICAgPw2IiNNV9kzvnTEfwnMVTMQHYGAFBAQEJDeini2VrbHE709LD7GCCRuj+1h8TFGIHF7bA+LjzECidtje1h8jBFI3B7bw+JjjEDi9tgeFh9jBBK3x/aw+BijX0DObTKVl+cPOzGMmr1Pt/aQpfLjQJ/xukof+yGQBnISCggIyAikfXvkzwWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVF8H+QfjfGEc6lLXRgAAAABJRU5ErkJggg==)