Shelter Island Heights Trips (flight + hotel)

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Shelter Island Heights Beach Vacation

Forget the stresses of daily life and let your mind, body and soul completely relax during your Shelter Island Heights vacation. There's nothing more invigorating than the cool sea breeze and the sound of waves crashing onto the shore. Organize your trip to Shelter Island Heights the quick and easy way by locking in one of our Shelter Island Heights packages. Many people opt to stay near Crescent Beach, a must-see only 2 kilometers from the city center.

Top hotels in Shelter Island Heights

Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
The price is P9,668 per night from 20 May to 21 May
P9,668
per night
20 May - 21 May
9/10 Wonderful! (1,018 reviews)
"Best affordable hotel in Montauk"

Reviewed on May 13, 2024

Montauk Manor
The Rams Head Inn
The Rams Head Inn
3 out of 5
108 South Rams Island Drive, Shelter Island Heights, NY
The price is P13,803 per night from 23 May to 24 May
P13,803
per night
23 May - 24 May
9.2/10 Wonderful! (7 reviews)
"It's traditional, quaint, serene, and the air is fresh"

Reviewed on Apr 27, 2024

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 P30,270 per night from 22 May to 23 May
P30,270
per night
22 May - 23 May
8.2/10 Very Good! (565 reviews)
"Amazing beds"

Reviewed on May 13, 2024

Gurney's Montauk Resort & Seawater Spa
See all 4,819 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 vacation package cost?
Cross off another part of the world with our Shelter Island Heights vacation 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 vacation 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 vacation 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 vacation?
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 vacation 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 vacation package?
Whether it’s your hotel or flight, yes, you can amend or cancel it. Booked your Shelter Island Heights vacation 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.

Popular places to visit

Image for Sunset Beach

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.

Sunset Beach
Image for Crescent Beach

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.

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 Private Hamptons Tour with Outlet Center Shopping

Private Hamptons Tour with Outlet Center Shopping

P66,336
Per adult
Private Hamptons Tour with Outlet Center Shopping
See all activities in Shelter Island Heights

More trip options

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