Shelter Island Heights Vacations from US$588

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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

Price found within the past 48 hours. Click for updated prices.
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
Aug 17 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (3,679 reviews)
Staff were amazing. Breakfast was delicious. We had an amazing time!

Reviewed on 8 Jun 2024

The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (2,453 reviews)
The room and environment was clean. Checking in and out was a breeze. Location was excellent with just walkable distance to lots of attractions and dinings. The air circulation in the room was poor. It cooked only the area where the vent was located and rest of the room was warm and couldn't sleep properly. The soap And shampoo bottles weren't refilled and were empty. Luckily we had brought our own and we didn't stay long to raise a request and get it fixed.

Reviewed on 8 Jun 2024

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9.2/10 Wonderful! (547 reviews)
The view from the room is great, overseeing the St. Patrick’s Church.

Reviewed on 6 Jun 2024

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,940 reviews)
The staff at the hotel were wonderful! So nice and very accommodating, but the rooms are dated. Our shower drain was clogged for the first few nights, but after I mentioned it to housekeeping, it was fixed by the time we were back in our room. We had a top floor room, which was an awesome view, but they were also doing construction on the floor and, one of the three elevators wasn’t working at all. They provide airport transportation with nice SUVs and their drivers were great. Location was great for all the touristy things.

Reviewed on 8 Jun 2024

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 1
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to New York (JFK)
8.6/10 Excellent! (1,004 reviews)
This place is perfect

Reviewed on 4 Jun 2024

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
4 out of 5
108 South Rams Island Drive, Shelter Island Heights, NY
The price is $248 per night from Jun 16 to Jun 17
$248
$283 total
includes taxes & fees
16 Jun - 17 Jun
9.2/10 Wonderful! (7 reviews)
"It's traditional, quaint, serene, and the air is fresh"

Reviewed on 27 Apr 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 $536 per night from Jun 11 to Jun 12
$536
$730 total
includes taxes & fees
11 Jun - 12 Jun
8.2/10 Very Good! (570 reviews)
"Great time beautiful property"

Reviewed on 21 May 2024

Gurney's Montauk Resort & Seawater Spa
The Bentley Hotel Southampton
The Bentley Hotel Southampton
2 out of 5
161 Hills Station Rd, Southampton, NY
Fully refundableReserve now, pay when you stay
The price is $225 per night from Jun 16 to Jun 17
$225
$304 total
includes taxes & fees
16 Jun - 17 Jun
9.2/10 Wonderful! (76 reviews)
"Large room recently updated, didn’t hear other guests"

Reviewed on 29 May 2024

The Bentley Hotel Southampton
See all 4,856 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.

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 US$588. 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

US$154
Per adult
Long Island Full Day Wine and Food Tasting Vineyard Tour from NYC
Image for Private Hamptons Tour with Outlet Center Shopping

Private Hamptons Tour with Outlet Center Shopping

US$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.