Title: Visit Shelter Island Heights: 2026 Travel Guide for Shelter Island Heights, New York | Expedia.com

[Hotels in Shelter Island Heights](https://expedia.com/Shelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels)[Vacation Rentals in Shelter Island Heights](https://expedia.com/Shelter-Island-Heights-Vacation-Rentals.d183716.Travel-Guide-VacationRentals)[Flights to Shelter Island Heights](https://expedia.com/Cheap-Flights-To-Shelter-Island-Heights.d183716.Travel-Guide-Flights)[Things to do in Shelter Island Heights](https://expedia.com/Things-To-Do-In-Shelter-Island-Heights.d183716.Travel-Guide-Activities)[Car Rentals in Shelter Island Heights](https://expedia.com/Car-Rentals-In-Shelter-Island-Heights.d183716.Car-Rental-Guide)[Shelter Island Heights Vacation Packages](https://expedia.com/Shelter-Island-Heights.d183716.Destination-Travel-Guides)

# Shelter Island Heights, NY

## Travel Guide

![coastal landscape at Greenport at the islands of shelter islands heights, county New York](https://images.trvl-media.com/place/183716/7e82dc91-d6c1-40f0-b4ce-69678c9bd599.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![View of Dering Harbor](https://images.trvl-media.com/place/157359/8df1734b-1204-4cc5-a5a0-67f90d8a76a3.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![View from the back patio of The Dory Restaurant on Shelter Island, NY #shelterisland #reflections #silence #nature](https://images.trvl-media.com/place/183716/85195975-446e-456c-ac70-fc32257fab0e.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![One of my favorite places, anywhere.  Reminiscent of the south of France, this little slice of heaven delivers every time.  Really cool French riverria vibe, with food and vin rose to boot.  Burratta on avocado puree with truffle oil, and fried artichoke hearts, with rose on ice (pictured) were only the beginning of yet another great al fresco meal, and memorable evening on Shelter Island.  We came by boat, anchored out, and swam in, but drive from the mainland, via the cute little 10 car ferry (part of the charm of making the trip).  Love, love this spot.](https://images.trvl-media.com/place/183716/98579832-a70b-42b4-8e35-35859fbd82f4.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Great shot of Sunset Beach on Shelter Island from our boat, before heading closer to anchor and swim in.  A beautiful little slice of Southern France right here on Long Island Sound! If you get a chance, definitely check this place out.](https://images.trvl-media.com/place/183716/7c4f108a-2c51-4e5b-8cfa-2a22f9251521.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

## Visit Shelter Island Heights

Where to stay

Things to do

Reviews

### Where to stay in Shelter Island Heights

![View from the back patio of The Dory Restaurant on Shelter Island, NY #shelterisland #reflections #silence #nature](https://images.trvl-media.com/place/183716/85195975-446e-456c-ac70-fc32257fab0e.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### The Heights

4.5/5(10 area reviews)

 If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing. 

[](https://expedia.com/Shelter-Island-Heights-The-Heights.dx553248635976473534)

[See our Where To Stay guide](https://expedia.com/Shelter-Island-Heights.dx183716.Where-To-Stay?rfrr=TG.LP.Dest.Neighborhoods)

- Shelter Island Heights Hotel Deals
- Vacation Rentals in Shelter Island Heights

![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/b29cbb53_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY

$400 nightly

$457 total

Mar 30 - Mar 31

Total with taxes and fees

Book a stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Popular attractions Hither Woods Preserve and Hither ...

8.4/10 Very Good! (738 reviews)

I took my husband for a relaxing weekend for his birthday at Gurneys Resort. We had an ocean front room with a beautiful view! The room and resort was beautiful and clean. We hung out at GiGis bar a lot and the bar tenders were great! Super friendly and helpful! I loved our stay however I was truly ...

Reviewed on Mar 4, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F30%2F2026&endDate=3%2F31%2F2026&selected=7033726&PinnedHotelID=7033726&HadPinnedHotel=true&regionId=183716)

![Montauk Manor](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Montauk Manor

236 Edgemere St. Montauk NY

$143 nightly

$164 total

Apr 6 - Apr 7

Total with taxes and fees

Stay at this aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...

9.2/10 Wonderful! (1,304 reviews)

Amazing!

Reviewed on Mar 15, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F6%2F2026&endDate=4%2F7%2F2026&selected=12694044&PinnedHotelID=12694044&HadPinnedHotel=true&regionId=183716)

![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/fc6ee41c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Water's Edge Resort & Spa

1525 Boston Post Road Westbrook CT

Fully refundableReserve now, pay when you stay

$157 nightly

$180 total

Apr 1 - Apr 2

Total with taxes and fees

Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...

8.8/10 Excellent! (1,001 reviews)

Beautiful location, nicely appointed rooms, lovely staff. Food got mixed reviews from our group. Fantastic venue for bridal shower.

Reviewed on Mar 16, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F1%2F2026&endDate=4%2F2%2F2026&selected=9679841&PinnedHotelID=9679841&HadPinnedHotel=true&regionId=183716)

[See all 4,731 properties in Shelter Island Heights](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=3%2F17%2F2026&endDate=3%2F18%2F2026&regionId=183716)

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.

![Montauk Manor](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Montauk Manor

236 Edgemere St. Montauk NY

Stay at this aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...

9.2/10 Wonderful! (1,304 reviews)

Amazing!

Reviewed on Mar 15, 2026

[](https://expedia.com/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information)

![4BR Beach Cottage sits on private beach.  Sleeps 12 with comfort, Outdoor grill](https://images.trvl-media.com/lodging/35000000/34800000/34796500/34796404/08fe8e01_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

 Westbrook CT

Book a stay at this beach cottage in Westbrook. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Westbrook Town Beach and Clinton ...

[](https://expedia.com/Westbrook-Hotels-4BR-Beach-Cottage-Sits-On-Private-Beach-Sleeps-12-With-Comfort.h34796404.Hotel-Information)

![North Fork Cottages & RV Resort](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/f0c0c2c3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

North Fork Cottages & RV Resort

690 Queen St Greenport NY

Stay at this cottage in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...

[](https://expedia.com/Greenport-Hotels-North-Fork-Cottages-RV-Resort.h121214797.Hotel-Information)

[See all properties in Shelter Island Heights](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&regionId=183716&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 Shelter Island Heights hotel availability

[Tonight

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=183716&startDate=2026-03-16&endDate=2026-03-17)[Mar 16 - Mar 17](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=183716&startDate=2026-03-16&endDate=2026-03-17)

[Tomorrow night

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=183716&startDate=2026-03-17&endDate=2026-03-18)[Mar 17 - Mar 18](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=183716&startDate=2026-03-17&endDate=2026-03-18)

[This weekend

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=183716&startDate=3%2F20%2F2026&endDate=3%2F22%2F2026)[Mar 20 - Mar 22](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=183716&startDate=3%2F20%2F2026&endDate=3%2F22%2F2026)

[Next weekend

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=183716&startDate=3%2F27%2F2026&endDate=3%2F29%2F2026)[Mar 27 - Mar 29](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=183716&startDate=3%2F27%2F2026&endDate=3%2F29%2F2026)

### Popular places to visit

#### 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.com/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.com/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.com/Sylvester-Manor-Shelter-Island-Heights.d6282169.Vacation-Attraction)

## Reviews of Shelter Island Heights

4.7

Top Destination

5 - Excellent

14

4 - Good

5

3 - Okay

1

2 - Disappointing

0

1 - Terrible

0

### 5/5 - Excellent

Verified traveler

Very serene and quiet.

### 5/5 - Excellent

Verified traveler

love the island and the local very friendly will go back but not stay at the pridwin, we did eat dinner there was very disappointing food was dry and overdone

### 5/5 - Excellent

Verified traveler

We loved the area, the people, the food, the ferry. We came to celebrate our anniversary and we will be back.

### 5/5 - Excellent

Jennifer

Wonderful, peaceful place to visit. Easy to get to from NYC. I'd go back in a heartbeat.

### 5/5 - Excellent

Phil

Over rated and expensive

## Cities near Shelter Island Heights

![entering the harbor in Greenport by](https://images.trvl-media.com/place/110728/0aa2d4a7-1d4b-44b8-97f3-5f27a8c8da85.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Greenport

![Central Park summer](https://images.trvl-media.com/place/157359/6c674470-f02c-495a-ad05-e592d3be267f.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Shelter Island

![Tranquil evening seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA](https://images.trvl-media.com/place/183719/763c5957-1d09-4b50-be9f-256173572489.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Southold

![beach of east marion seen from water side](https://images.trvl-media.com/place/6069914/91e6a04d-cea0-4ca3-a467-cb23f6c7ba9f.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### East Marion

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- [Luxury Hotels in Shelter Island ](https://www.expedia.com/Shelter-Island-Hotels-Luxury-Hotel.0-0-d157359-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Villas in Shelter Island ](https://www.expedia.com/Shelter-Island-Villas.d157359-aaVillas.Travel-Guide-Accommodation)
- [Condo Rentals in Shelter Island ](https://www.expedia.com/Shelter-Island-Condos.d157359-aaCondos.Travel-Guide-Accommodation)

- [Flights to Greenport ](https://www.expedia.com/Cheap-Flights-To-Greenport.d110728.Travel-Guide-Flights)
- [Flights from Greenport ](https://www.expedia.com/lp/flights/110728/flights-from-greenport)
- [Raleigh to Greenport ](https://www.expedia.com/lp/flights/178300/110728/raleigh-to-greenport)
- [Flights to Shelter Island ](https://www.expedia.com/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)
- [Flights from Shelter Island ](https://www.expedia.com/lp/flights/157359/flights-from-shelter-island)

- [Sunset Beach ](https://www.expedia.com/Sunset-Beach-Shelter-Island-Heights.d553248626388141313.Vacation-Attraction)
- [Visit Shelter Island ](https://www.expedia.com/Shelter-Island.dx157359)
- [Visit Greenport ](https://www.expedia.com/Greenport.dx110728)
- [Sylvester Manor ](https://www.expedia.com/Sylvester-Manor-Shelter-Island-Heights.d6282169.Vacation-Attraction)
- [Railroad Museum of Long Island ](https://www.expedia.com/Railroad-Museum-Of-Long-Island-Pipes-Cove.d6327144.Vacation-Attraction)
- [Crescent Beach ](https://www.expedia.com/Crescent-Beach-Shelter-Island-Heights.d553248621554204758.Vacation-Attraction)
- [Camera Obscura ](https://www.expedia.com/Camera-Obscura-Greenport.d6326819.Vacation-Attraction)
- [Greenport Vacations ](https://www.expedia.com/Greenport.d110728.Destination-Travel-Guides)
- [Greenport Farmers' Market ](https://www.expedia.com/Greenport-Farmers-Market-Greenport.d553248621532665744.Vacation-Attraction)
- [Shelter Island Vacations ](https://www.expedia.com/Shelter-Island.d157359.Destination-Travel-Guides)

- [Car rentals near Dering Harbor ](https://www.expedia.com/Car-Rentals-In-Dering-Harbor.d553248634998885605.Car-Rental-Guide)
- [Car rentals near Greenport ](https://www.expedia.com/Car-Rentals-In-Greenport.d110728.Car-Rental-Guide)
- [Enterprise Rental Cars in Greenport ](https://www.expedia.com/Enterprise-Car-Rentals-In-Greenport.d110728-c15.Car-Rental-Guide-Suppliers)
- [Hertz Rental Cars in Greenport ](https://www.expedia.com/Hertz-Car-Rentals-In-Greenport.d110728-c40.Car-Rental-Guide-Suppliers)
- [Car rentals near Shelter Island ](https://www.expedia.com/Car-Rentals-In-Shelter-Island.d157359.Car-Rental-Guide)
- [Enterprise Rental Cars in Shelter Island ](https://www.expedia.com/Enterprise-Car-Rentals-In-Shelter-Island.d157359-c15.Car-Rental-Guide-Suppliers)
- [Avis Rental Cars in Shelter Island ](https://www.expedia.com/Avis-Car-Rentals-In-Shelter-Island.d157359-c41.Car-Rental-Guide-Suppliers)

- [Greenport Vacation Rentals ](https://www.expedia.com/Greenport-Vacation-Rentals.d110728.Travel-Guide-VacationRentals)
- [Shelter Island Vacation Rentals ](https://www.expedia.com/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals)

- [Things to do in Greenport ](https://www.expedia.com/Things-To-Do-In-Greenport.d110728.Travel-Guide-Activities)

- Cities near Shelter Island Heights
- Places of interest

[Greenport](https://expedia.com/Greenport.dx110728)[Shelter Island](https://expedia.com/Shelter-Island.dx157359)[Southold](https://expedia.com/Southold.dx183719)[East Marion](https://expedia.com/East-Marion.dx6069914)[Orient](https://expedia.com/Orient.dx6326191)

- [Sunset Beach ](https://expedia.com/Sunset-Beach-Shelter-Island-Heights.d553248626388141313.Vacation-Attraction)
- [Crescent Beach ](https://expedia.com/Crescent-Beach-Shelter-Island-Heights.d553248621554204758.Vacation-Attraction)
- [Sylvester Manor ](https://expedia.com/Sylvester-Manor-Shelter-Island-Heights.d6282169.Vacation-Attraction)
- [Menhadden Lane Beach ](https://expedia.com/Menhadden-Lane-Beach-Coecles-Harbor.d553248621554204760.Vacation-Attraction)
- [Shelter Island Country Club ](https://expedia.com/Shelter-Island-Country-Club-The-Heights.d6282167.Vacation-Attraction)
- [Ocean Beach Park ](https://expedia.com/Ocean-Beach-Park-New-London.d6071449.Vacation-Attraction)
- [Cooper's Beach ](https://expedia.com/Coopers-Beach-Southampton.d6326842.Vacation-Attraction)
- [Hammonasset Beach State Park ](https://expedia.com/Hammonasset-Beach-State-Park-Madison.d553248621557934267.Vacation-Attraction)
- [East Hampton Main Beach ](https://expedia.com/East-Hampton-Main-Beach-East-Hampton.d6326946.Vacation-Attraction)
- [Shinnecock Hills Golf Course ](https://expedia.com/Shinnecock-Hills-Golf-Course-Southampton.d6327546.Vacation-Attraction)
- [Wolffer Estates Vineyard ](https://expedia.com/Wolffer-Estates-Vineyard-Sagaponack.d6064497.Vacation-Attraction)
- [Essex Steam Train ](https://expedia.com/Essex-Steam-Train-Essex.d6171206.Vacation-Attraction)
- [Hither Hills State Park ](https://expedia.com/Hither-Hills-State-Park-Montauk.d553248621532665771.Vacation-Attraction)
- [Ditch Plains Beach ](https://expedia.com/Ditch-Plains-Beach-Montauk.d6326860.Vacation-Attraction)
- [Pleasure Beach ](https://expedia.com/Pleasure-Beach-Waterford.d6328066.Vacation-Attraction)
- [Connecticut River ](https://expedia.com/Connecticut-River-United-States-of-America.d553248621555565605.Vacation-Attraction)
- [South Edison Beach ](https://expedia.com/South-Edison-Beach-Montauk.d553248621554184988.Vacation-Attraction)
- [Lake Montauk ](https://expedia.com/Lake-Montauk-Montauk.d553248621532665766.Vacation-Attraction)
- [Raphael Winery ](https://expedia.com/Raphael-Winery-Peconic.d6327146.Vacation-Attraction)
- [Parrish Art Museum ](https://expedia.com/Parrish-Art-Museum-Water-Mill.d6326954.Vacation-Attraction)
- [Shinnecock Nation Cultural Center and Museum ](https://expedia.com/Shinnecock-Nation-Cultural-Center-And-Museum-Southampton.d6327552.Vacation-Attraction)
- [The Jewish Center of the Hamptons ](https://expedia.com/The-Jewish-Center-Of-The-Hamptons-East-Hampton.d553248621532665726.Vacation-Attraction)
- [Orient Point County Park ](https://expedia.com/Orient-Point-County-Park-Orient.d553248621532665781.Vacation-Attraction)
- [Rocky Neck State Park ](https://expedia.com/Rocky-Neck-State-Park-Niantic.d6328112.Vacation-Attraction)
- [Westbrook Town Beach ](https://expedia.com/Westbrook-Town-Beach-Westbrook-Center.d553248635975977719.Vacation-Attraction)
- [Clinton Crossing Premium Outlets ](https://expedia.com/Clinton-Crossing-Premium-Outlets-Clinton.d6276899.Vacation-Attraction)
- [Jamesport Vineyards ](https://expedia.com/Jamesport-Vineyards-Riverhead.d553248621532665578.Vacation-Attraction)
- [Kontokosta Winery ](https://expedia.com/Kontokosta-Winery-Greenport.d6326928.Vacation-Attraction)
- [Sag Harbor Marine Park ](https://expedia.com/Sag-Harbor-Marine-Park-Sag-Harbor.d6327316.Vacation-Attraction)
- [Pindar Vineyards ](https://expedia.com/Pindar-Vineyards-Peconic.d6326965.Vacation-Attraction)

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