Title: 10 TOP Things to Do in Shelter Island Heights November 2025 | Expedia.ca [Hotels in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels)[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) # What to do in Shelter Island Heights, NY ## Activities, attractions and tours ## Visit Shelter Island Heights Types of activities Where to stay [Shelter Island Heights travel guide](https://expedia.ca/Shelter-Island-Heights.dx183716) ![Photo by Erisa Dilo](https://mediaim.expedia.com/destination/2/4941e2fd68ce17b39e6de73e44df4c4b.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Erisa Dilo](https://mediaim.expedia.com/destination/2/4941e2fd68ce17b39e6de73e44df4c4b.jpg) ![Photo by tom owens](https://mediaim.expedia.com/destination/2/0e1f0e7d1a701f494768ac33b98360ed.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by tom owens](https://mediaim.expedia.com/destination/2/0e1f0e7d1a701f494768ac33b98360ed.jpg) ![Photo by tom owens](https://mediaim.expedia.com/destination/2/57db4dbbb841fe5852df8ed4b2f64ec5.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by tom owens](https://mediaim.expedia.com/destination/2/57db4dbbb841fe5852df8ed4b2f64ec5.jpg) ![Photo by Brian V. Rowe](https://mediaim.expedia.com/destination/2/0a5ae411b4c93890031f6a363b4609fd.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Brian V. Rowe](https://mediaim.expedia.com/destination/2/0a5ae411b4c93890031f6a363b4609fd.jpg) ## Shelter Island Heights Attractions Let Expedia help you experience the best that Shelter Island Heights has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes. #### Activities and Tours Shelter Island Heights is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Shelter Island Heights to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind. If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights. #### Shelter Island Heights Attractions Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Shelter Island Heights. Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to Shelter Island Heights attractions ensure that you’ll have a successful trip, whatever the season. * * * - ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. - ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself Members save % or more when you book activities. * * * ![](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=ACTIVITIES_BF_PROMO_183716) ## Recommended things to do in Shelter Island Heights | Number of things to do | 5 | | --- | --- | | Cheapest thing to do on Expedia | [The Hamptons, Sag Harbour & Outlet Shopping Day Trip from NYC](https://expedia.ca/things-to-do/the-hamptons-sag-harbour-outlet-shopping-day-trip-from-nyc.a330552.activity-details): CA $253 | | Top 5 things to do | - [The Hamptons, Sag Harbour & Outlet Shopping Day Trip from NYC](https://expedia.ca/things-to-do/the-hamptons-sag-harbour-outlet-shopping-day-trip-from-nyc.a330552.activity-details) - [Half-Day Private Long Island Wine Tour Experience](https://expedia.ca/things-to-do/half-day-private-long-island-wine-tour-experience.a47265708.activity-details) - [The Hamptons Coastal Escape from NYC](https://expedia.ca/things-to-do/the-hamptons-coastal-escape-from-nyc.a50590738.activity-details) - [Long Island North Fork Sights Bites & Flights, Half-Day Tour: PM](https://expedia.ca/things-to-do/half-day-private-long-island-north-fork-sightseeing-tour.a50223091.activity-details) - [Long Island North Fork Sights Bites & Flights, Half-Day Tour: AM](https://expedia.ca/things-to-do/north-fork-sights-bites-and-flights-private-tour.a49153679.activity-details) | | Half-day tours | | | With kids | | ## What to do in Shelter Island Heights * * * ### Discover the most popular places to visit in Shelter Island Heights #### Sunset Beach Why not spend a carefree afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene. [](https://expedia.ca/Sunset-Beach-Shelter-Island-Heights.d553248626388141313.Vacation-Attraction) #### Crescent Beach Why not spend a carefree afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene. [](https://expedia.ca/Crescent-Beach-Shelter-Island-Heights.d553248621554204758.Vacation-Attraction) #### Sylvester Manor You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets. [](https://expedia.ca/Sylvester-Manor-Shelter-Island-Heights.d6282169.Vacation-Attraction) #### Shelter Island Country Club Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets. [](https://expedia.ca/Shelter-Island-Country-Club-New-York.d6282167.Vacation-Attraction) #### Menhadden Lane Beach Why not spend a carefree afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights? [](https://expedia.ca/Menhadden-Lane-Beach-Shelter-Island-Heights.d553248621554204760.Vacation-Attraction) ### Explore areas of Shelter Island Heights ![Default Image](https://mediaim.expedia.com/destination/2/4941e2fd68ce17b39e6de73e44df4c4b.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### The Heights If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing. [](https://expedia.ca/Shelter-Island-Heights-The-Heights.dx553248635976473534) * * * Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.ca/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. * * * ## Day trip destinations from Shelter Island Heights ![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) ![Orient](https://mediaim.expedia.com/destination/1/d3e06c642f947ddad6aebc58401dad70.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Orient [](https://expedia.ca/Orient.dx6326191) ![Photo by Nina Dinoff](https://mediaim.expedia.com/destination/2/9a9f855657c0f02d64549df7b59e54eb.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Greenport West [](https://expedia.ca/Greenport-West.dx553248635975876381) ## Frequently asked questions ### Is Shelter Island Heights worth visiting? > Shelter Island Heights has an interesting mix of attractions, culture and local charm. Whether you're into history, outdoor activities or regional cuisine, there's plenty to enjoy here. ### How do I spend a day in Shelter Island Heights? > Start your adventures with a visit to 67 Steps Beach and Crescent Beach. Then, explore other parts of Shelter Island Heights for tasty eats and a little retail therapy. ### What is the top tourist attraction in Shelter Island Heights? > You can't leave without exploring 67 Steps Beach, ranked the top tourist attraction in Shelter Island Heights. ### Is three days enough to stay in Shelter Island Heights? > You can easily tour leading sights like 67 Steps Beach, Crescent Beach and Sparkling Pointe with a three-day getaway in Shelter Island Heights. On average, most travellers book two days here. There's plenty to do and see nearby too, so stay a little longer and head to Mystic - New London. ### Is Shelter Island Heights a walkable city? > Some top attractions in Shelter Island Heights, like 67 Steps Beach and Crescent Beach, are within walking distance. You can also discover several of the city's popular neighbourhoods on foot. Just 3 kilometres from the city centre of Shelter Island Heights is Greenport West and The Heights is 0.32 kilometres away. ### What are some activities to do in Shelter Island Heights with kids? > Whether you're travelling with tiny adventurers or thrill-loving teens, an itinerary filled with fun activities makes a big difference. Check out our recommendations for what to do in Shelter Island Heights with kids. ### What to do in Shelter Island Heights for adults? > There are loads of things to do in Shelter Island Heights, with entertainment for adults of all ages. Finish your day off at Peconic Bay Winery or Sparkling Pointe. ### Are there free things to do in Shelter Island Heights? > From enjoying parks to strolling around exciting neighbourhoods, it's a breeze to find free things to do in Shelter Island Heights. If you need inspiration, get some recommendations from a local tour guide. 67 Steps Beach is a must for anyone wishing to save on their travelling adventures. ## 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) - [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) - 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