Name: The Atlantic Hotel
Price range: CA $221

Your Shelter Island Heights Vacation

The easiest way to experience this interesting city is with a customized Shelter Island Heights vacation package. Base yourself in the neighborhood of Orient Point, which is good for views, fishing and nature or go someplace else — our package deals are all about you. Make your trip to Shelter Island Heights even more fulfilling by going sightseeing. 67 Steps Beach, Railroad Museum of Long Island and Kontokosta Winery are some of the top attractions you'll want to explore. Browse Expedia's wide range of travel options and book your ultimate vacation to Shelter Island Heights today.

Top Shelter Island Heights Vacation Deals

Price found within the past 48 hours. Click for updated prices.

The Inn At Fox Hollow Hotel

CA $686

per person

Oct 20 - Oct 23

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to New York (JFK)

9.2/10 Wonderful! (1,003 reviews)

The hotel itself was nice. There is truly nothing but senior citizens that stay here. We walked in and thought it was a nursing home. I’m not joking there must have been at least 60 70year olds when we walked in. They just take over the entire hotel. Again, the hotel itself is nice, but I think we would stay somewhere else knowing what we know now especially with two teenage boys with us.

Reviewed on Aug. 28, 2025

1 Hotel Brooklyn Bridge

CA $2,403

per person

Oct 23 - Oct 26

found 21 hours ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.8/10 Excellent! (1,005 reviews)

The views from the king room were amazing and the overall services were top notch!!

Reviewed on Aug. 29, 2025

Hotel St. James

Manhattan

CA $1,165

per person

Sep 30 - Oct 5

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.8/10 Excellent! (6,299 reviews)

Good located hotel, good price and good quality room

Reviewed on Aug. 29, 2025

The Luxury Collection Hotel Manhattan Midtown

Manhattan

CA $1,095

per person

Nov 7 - Nov 10

found 22 hours ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (1,004 reviews)

Very clean and very comfortable hotel. The very large and comfortable bathroom. Excellent quality beds and very central and well connected location. Available staff.

Reviewed on Aug. 29, 2025

EVEN Hotel New York - Midtown East by IHG

Manhattan

CA $1,070

per person

Oct 4 - Oct 8

found 18 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to New York (JFK)

8.8/10 Excellent! (1,482 reviews)

Room is very clean,

Reviewed on Aug. 27, 2025

Shelter Island Heights Beach Vacation

Escape the stresses of everyday life and let your body, mind and soul unwind on your Shelter Island Heights vacation. There's nothing more invigorating than the smell of salty sea air and the soothing melody of waves lapping at the shore. Plan your trip to Shelter Island Heights the easy way by choosing one of our Shelter Island Heights vacation packages. Many tourists choose to base themselves near Crescent Beach, a must-see just 2 kilometres from the downtown area.

Things You Should Know About Shelter Island Heights

Check into one of our Shelter Island Heights beach hotels to appreciate the best this destination has to offer. Wander along the water's edge and be inspired by the stunning sunrises just moments from your front door.
Alternatively, check out our range of private vacation homes. They're popular with travellers planning a stay in Shelter Island Heights. Consider Shelter Island House and The Chequit.
There are tons of activities that keep the 1,050 or so residents of Shelter Island Heights occupied. Browsing our Shelter Island Heights things to do page will let you in on the best of what this place has to offer.
Land great deals with a Shelter Island Heights vacation package. With the money you save, you won't regret indulging in this destination's best offerings. Sunset Beach, Crescent Beach and Crescent Beach are excellent places to start.

Ready to book your vacation to Shelter Island Heights?

Choose your dates

Shelter Island Heights Hotel Deals

The Pridwin Hotel

81 Shore Road, Shelter Island Heights, NY

CA $407

CA $511 total

Sep 21 - Sep 22

includes taxes & fees

The Chequit

23 Grand Ave, Shelter Island Heights, NY

CA $655

CA $749 total

Sep 2 - Sep 3

includes taxes & fees

The Atlantic Hotel

1655 County Road 39, Southampton, NY

CA $221

CA $287 total

Sep 21 - Sep 22

includes taxes & fees

See all 4,742 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.