Shelter Island Heights Holidays

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Our pick of the best Shelter Island Heights Hotel Deals

Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
The price is NZ$259 per night from 29 Apr to 30 Apr
NZ$259
per night
29 Apr - 30 Apr
9/10 Wonderful! (999 reviews)
Montauk Manor
"Great facility and accommodations. The only criticism is that there is not enough parking in front. There might be a total of less than a dozen spaces. The lower lot has a lot of room but it's a long walk to the entrance and then when you get it, you have to take an elevator (that was not working) ..."

Reviewed on 18 Apr. 2024

Montauk Manor
The Rams Head Inn
The Rams Head Inn
3.5 out of 5
108 South Rams Island Drive, Shelter Island Heights, NY
The price is NZ$574 per night from 30 Apr to 1 May
NZ$574
per night
30 Apr - 1 May
9.4/10 Exceptional! (6 reviews)
"The Rams Head Inn was picture perfect…set up on hill overlooking the pretty beach below. The attention to detail from the wonderful staff made our weekend getaway a truly unforgettable experience. Looking forward to our next visit."

Reviewed on 4 Dec. 2023

The Rams Head Inn
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$807 per night from 24 Apr to 25 Apr
NZ$807
per night
24 Apr - 25 Apr
8.2/10 Very Good! (558 reviews)
"Very wonderful"

Reviewed on 17 Apr. 2024

Gurney's Montauk Resort & Seawater Spa
See all 4,802 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.

Frequently asked questions

How much does a Shelter Island Heights holiday package cost?
Cross off another part of the world with our Shelter Island Heights holiday packages, which start from a low . Handpick the hotels and flights that match your travel plans. Then, add on a few activities or tours to cap off your unique adventure.
How do I get a cheap travel package to Shelter Island Heights?
Bundle your flights and hotels, add on extras such as activities or a rental car, and save with a Shelter Island Heights holiday package. You won’t just pick up awesome discounts on your getaway — you’ll have a world of choice too. When you book through Expedia, you can choose from more than 550 air carriers and 1 000 000 properties throughout the world. Your dream holiday begins right here, right now!
Where should I stay in Shelter Island Heights?
With loads to discover in Shelter Island Heights, it’s a good idea to secure a room in a hotel near its attractions. 67 Steps Beach, Kontokosta Winery and Sunset Beach are some top ones to put on your itinerary.
What are the top hotels in Shelter Island Heights?
Shelter Island House will be a fantastic base for your Shelter Island Heights escape. Located in The Heights, it’s one of this area’s best hotels.
How far in advance should I book my Shelter Island Heights holiday?
To score discount prices, book early. Air carriers typically start selling tickets, along with some of the lowest fares, up to 12 months prior to departure. Hotels, experiences and car rental should also be booked early so you can have the pick of the bunch. If you’ve decided on a last-minute getaway in Shelter Island Heights, there are always lots of great deals to be had on Expedia. Book your escape today!
What does an Expedia Shelter Island Heights travel package include?
With Expedia, you can select a combination of car rentals, hotels and flights to create your ideal Shelter Island Heights package. Once you’ve made your booking, you can add on the fun stuff like activities and tours. Remember, the more you bundle, the more you stand to save!
What should I know before booking a Shelter Island Heights travel package?
Get ready to save with an Expedia travel package. Combine your airfares, rental cars and hotels and score terrific discounts. You’re not limited to hotels, however. We have island resorts, city apartments and even houseboats and castles!
Can I choose my airline with a Shelter Island Heights Expedia holiday package?
You can, and with more than 550 airlines to select from throughout the world, you’re not short on choice. Look through the available options and find out which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Shelter Island Heights holiday package?
Whether it’s your hotel or flight, yes, you can amend or cancel it. Booked your Shelter Island Heights holiday package in the last 24 hours? You may be able to make changes at no cost. If it’s been longer than that, you may incur a charge from your hotel, airline or car rental company. For more details, check out our Customer Service Portal. We’ll help you every step of the way.

Discover the most popular places to visit in Shelter Island Heights

Image for Sunset Beach

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
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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
Image for Shelter Island Country Club

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.

Shelter Island Country Club

What to do in Shelter Island Heights

Image for Sagaponack Sunset Electric Bike Tour

Sagaponack Sunset Electric Bike Tour

NZ$243
Per adult
Sagaponack Sunset Electric Bike Tour
Image for Private Hamptons Tour with Outlet Center Shopping

Private Hamptons Tour with Outlet Center Shopping

NZ$1,945
Per adult
Private Hamptons Tour with Outlet Center Shopping
See all activities in Shelter Island Heights

More holiday ideas

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.