Shelter Island Heights Travel Guide

Tourist Guide

coastal landscape at Greenport at the islands of shelter islands heights, county New York
coastal landscape at Greenport at the islands of shelter islands heights, county New York
View of Dering Harbor
View from the back patio of The Dory Restaurant on Shelter Island, NY #shelterisland #reflections #silence #nature
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.

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Where to stay in Shelter Island Heights

View from the back patio of The Dory Restaurant on Shelter Island, NY #shelterisland #reflections #silence #nature

The Heights

4/5(1 area review)

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

The Heights
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is NZ$720 per night from 12 Feb to 13 Feb
NZ$720
12 Feb - 13 Feb
includes taxes & fees
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 Hills ...
8.4/10 Very Good! (723 reviews)
Room was spotless, staff were great and the resort is top notch!!

Reviewed on 2 Feb 2026

Gurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is NZ$337 per night from 24 Feb to 25 Feb
NZ$337
24 Feb - 25 Feb
includes taxes & fees
Stay at this beach hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
Sound View Greenport
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
The price is NZ$295 per night from 16 Feb to 17 Feb
NZ$295
16 Feb - 17 Feb
includes taxes & fees
Stay at this aparthotel in Montauk. Enjoy free Wi-Fi, an outdoor pool and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms in ...
9.2/10 Wonderful! (1,293 reviews)
Beautiful room and beautiful setting. Love the fireplace!

Reviewed on 9 Feb 2026

Montauk Manor
See all 4,725 properties in Shelter Island Heights
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

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
Stay at this aparthotel in Montauk. Enjoy free Wi-Fi, an outdoor pool and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms in ...
9.2/10 Wonderful! (1,293 reviews)
Beautiful room and beautiful setting. Love the fireplace!

Reviewed on 9 Feb 2026

Montauk Manor
Escape to Sag Harbor

Escape to Sag Harbor

Sag Harbor NY
Stay at this holiday home in Sag Harbor. Enjoy private pools, a fitness centre and a garden. Popular attractions Foster Memorial Town Beach and Sag Harbor Whaling ...
10/10 Exceptional! (55 reviews)
We had a wonderful stay at this beautiful house in the Sag Harbor with our adult children and my husband.The pool and pool table were such a high light and the house was fully stocked with everything we needed.Dayle was fantastic with communication and made everything so easy. We were in town for ...

Reviewed on 30 Sept 2025

Escape to Sag Harbor
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Hampton Bays NY
Stay at this beach holiday home in Hampton Bays. Enjoy a beach locale, a garden and laundry facilities. Popular attractions Meschutt Beach and Good Ground Park ...
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
See all properties in Shelter Island Heights
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.

Popular places to visit

Sunset Beach

Why not spend a care-free afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.

Sunset Beach

Crescent Beach

Why not spend a care-free afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.

Crescent Beach

Menhadden Lane Beach

Why not spend a care-free afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?

Menhadden Lane Beach

Cities near Shelter Island Heights

Central Park summer

Shelter Island

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