Shelter Island Heights Travel Guide

Tourist Guide
Photo by Erisa Dilo
Photo by Erisa Dilo
Photo by tom owens
Photo by tom owens
Photo by tom owens
Photo by tom owens
Photo by Brian V. Rowe
Photo by Brian V. Rowe

Where to stay in Shelter Island Heights

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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
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Hay Beach

When in Hay Beach, you can plan a visit to Greenport Carousel and Greenport Farmers' Market, some noteworthy sights in the nearby area.

Hay Beach
The Rams Head Inn
The Rams Head Inn
4 out of 5
108 South Rams Island Drive, Shelter Island Heights, NY
The price is AU$599 per night from 12 Jan to 13 Jan
AU$599
includes taxes & fees
12 Jan - 13 Jan
Stay at this 4-star inn in Shelter Island Heights. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Menhadden Lane Beach and Mashomack ...
7.6/10 Good! (18 reviews)
"Beautiful views and lovely service"

Reviewed on 3 Aug. 2024

The Rams Head Inn
Hyatt Place Long Island East End
Hyatt Place Long Island East End
3 out of 5
451 East Main Street, Riverhead, NY
The price is AU$214 per night from 12 Jan to 13 Jan
AU$214
includes taxes & fees
12 Jan - 13 Jan
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,002 reviews)
"Just Great!"

Reviewed on 8 Jan. 2025

Hyatt Place Long Island East End
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 out of 5
100 Essex Rd, Old Saybrook, CT
The price is AU$161 per night from 19 Jan to 20 Jan
AU$161
includes taxes & fees
19 Jan - 20 Jan
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 ...
7.4/10 Good! (1,002 reviews)
"Friendly and helpful staff and the breakfast was good. The only issue was one of the beds in our room (212) literally fell off the frame on one side when sat on.We were tired and had already settled in, so we didn’t request a new room and made it work."

Reviewed on 8 Jan. 2025

Quality Inn Old Saybrook - Westbrook
See all 4,707 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 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,090 reviews)
"Best old hotel on Long Island"

Reviewed on 6 Jan. 2025

Montauk Manor
Montauk Oceanside Suites
Montauk Oceanside Suites
3 out of 5
115 South Emerson Avenue, Montauk, NY
Stay at this 3-star aparthotel in Montauk. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions South Edison Beach and Kirk Park Beach ...
8.4/10 Very Good! (351 reviews)
"Location, location..."

Reviewed on 31 Dec. 2024

Montauk Oceanside Suites
Windward Shores Ocean Resort
Windward Shores Ocean Resort
3 out of 5
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! (266 reviews)
Perfect place to stay while visiting Montauk
"I recently had a wonderful stay at this property, and I can't recommend it enough! Although it takes less than a 10-minute drive into Montauk, it's perfect. The room we stayed in was very clean and spacious, providing all the comforts we needed. The property is exceptionally well-maintained, and ..."

Reviewed on 2 Jan. 2025

Windward Shores Ocean Resort
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

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.

Sylvester Manor

Cities near Shelter Island Heights

Photo by tom owens

Shelter Island

Photo by Benny Goh

East Marion