Shelter Island Heights Vacations from $428

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Your Shelter Island Heights Vacation

When a fun city getaway is calling, answer it with a vacation package to Shelter Island Heights. The neighborhood of Orient Point, which is great for views, fishing and nature, makes a great base for your adventures. You'll want to go sightseeing during your trip to Shelter Island Heights. Don't miss top attractions such as 67 Steps Beach, Kontokosta Winery and Sunset Beach. A few quick clicks is all it takes to craft your ideal Shelter Island Heights vacation on Expedia.

The Latest Shelter Island Heights Vacation Packages

The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
per person
May 31 - Jun 3
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (2,314 reviews)
Excellent Hotel to stay the vibe is special

Reviewed on Apr 23, 2024

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
per person
Jul 17 - Jul 21
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9.2/10 Wonderful! (532 reviews)
Beautiful hotel with incredible service, spacious rooms, excellent fitness center, and in a great location! I highly recommend this hotel in NYC!

Reviewed on Apr 22, 2024

RIU Plaza Manhattan Times Square

RIU Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
Jun 7 - Jun 11
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (3,013 reviews)
Beautiful hotel. Clean and friendly staff. Close to everything. Will stay again.

Reviewed on Apr 21, 2024

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
Jun 19 - Jun 22
Roundtrip non-stop flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (3,722 reviews)
Nice property, good location. Staff is friendlier at a prison. Rooms need an update, dingy throw pillows and weird bed covers. You also give a pressed ham to anyone in the room whilst taking a shower, which was strange and unnecessary. Good breakfast.

Reviewed on Apr 22, 2024

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Jun 27 - Jun 30
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.6/10 Excellent! (1,000 reviews)
Nothing short of Amazing

Reviewed on Apr 17, 2024

Prices and availability subject to change. Additional terms may apply.

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 1 mile (2 km) from the city center.

Shelter Island Heights Essential Information

Language
English
Currency
U.S dollars
Population
1,050
Max Temp Winter
40ºF
Max Temp Summer
75ºF
Top Sights
Wolffer Estates Vineyard, 67 Steps Beach and Kontokosta Winery

Shelter Island Heights Hotel Deals

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 $298 per night from Apr 30 to May 1
$298
$340 total
includes taxes & fees
Apr 30 - May 1
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 Dec 4, 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 $418 per night from Apr 24 to Apr 25
$418
$571 total
includes taxes & fees
Apr 24 - Apr 25
8.2/10 Very Good! (558 reviews)
"Very wonderful"

Reviewed on Apr 17, 2024

Gurney's Montauk Resort & Seawater Spa
Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
The price is $134 per night from Apr 25 to Apr 26
$134
$173 total
includes taxes & fees
Apr 25 - Apr 26
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 Apr 18, 2024

Montauk Manor
See all 4,780 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

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 $428. 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.

Discover the most popular places to visit in Shelter Island Heights

Image for Sunset Beach

Sunset Beach

4.5/5(9 reviews)

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

4.5/5(4 reviews)

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 Long Island Full Day Wine and Food Tasting Vineyard Tour from NYC

Long Island Full Day Wine and Food Tasting Vineyard Tour from NYC

$159
Per adult
Long Island Full Day Wine and Food Tasting Vineyard Tour from NYC
Image for Sagaponack Sunset Electric Bike Tour

Sagaponack Sunset Electric Bike Tour

$150
Per adult
Sagaponack Sunset Electric Bike Tour
Image for Private Hamptons Tour with Outlet Center Shopping

Private Hamptons Tour with Outlet Center Shopping

$1,199
Per adult
Private Hamptons Tour with Outlet Center Shopping
See all activities in Shelter Island Heights

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