Deals on vacations and trips to Shelter Island Heights

Save when you book Shelter Island Heights package deals

Choose two or more items and save on your trip:

Shelter Island Heights flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
Save 100% on your flight
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and snack bar/deli.
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a 24-hour gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free continental breakfast each morning.
Harpoon House

Harpoon House

3 out of 5
per person
Oct 20 - Oct 24
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This bed & breakfast features a restaurant and 3 bars/lounges. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a terrace, and a garden are also on offer.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.
Empire Hotel

Empire Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Sep 22 - Sep 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This boutique hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a coffee shop are also provided.

Top Shelter Island Heights hotels deals

The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road, Shelter Island Heights, NY
$424 nightly
The price is $484 total per night
$484 total
Sep 10 - Sep 11
Total includes taxes and fees
This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy the gym and free perks like continental breakfast and free self parking. Enjoy the seasonal outdoor pool and unwind at the bar/lounge and poolside bar.
On private beach
Pool
The Chequit

The Chequit

3 out of 5
23 Grand Ave, Shelter Island Heights, NY
$467 nightly
The price is $534 total per night
$534 total
Sep 2 - Sep 3
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant and a coffee shop are also provided.
Pet friendly
Parking included
Marram

Marram

4 out of 5
21 Oceanview Terrace, Montauk, NY
$529 nightly
The price is $604 total per night
$604 total
Sep 2 - Sep 3
Total includes taxes and fees
A seasonal outdoor pool, free self parking, and wedding services are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and luggage storage are also on offer.
Pool
Parking included
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

3 out of 5
727 Old Montauk Highway, Montauk, NY
$551 nightly
The price is $625 total per night
$625 total
Aug 13 - Aug 14
Total includes taxes and fees
This hotel features a gym and an outdoor tennis court. Enjoy the seasonal outdoor pool and perks like free WiFi. A sauna is also provided.
Pool
Free WiFi
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
$322 nightly
The price is $368 total per night
$368 total
Sep 9 - Sep 10
Total includes taxes and fees
A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas.
On private beach
Pool
Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area

2.5 out of 5
265 Flanders Road, Niantic, CT
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $106 total per night
$106 total
Sep 1 - Sep 2
Total includes taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking is offered and the front desk is staffed around-the-clock.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Shelter Island Heights
View all properties
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.

Popular places to visit

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

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

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

Frequently asked questions

How much are vacation packages to Shelter Island Heights?
With Travelocity vacation packages, you can live the high life in Shelter Island Heights for a mere $483. Activities, flights and hotels — we're a one-stop shop for all of them. You'll save loads just for bundling together your bookings. And with everything taken care of before you even go, you won't have to worry about a thing.
How long should my Shelter Island Heights vacation be?
The majority of travelers secure a hotel for 2 nights in Shelter Island Heights. But that doesn't necessarily mean you have to follow suit. How long you stay all comes down to what you feel like doing on your vacation. If you'd like to explore every part of this incredible place, consider staying another night or so (or even longer!).
Where can I get the best vacation package deals for Shelter Island Heights?
With as many as 400 partner airlines and 1,000,000 hotels around the world, it's hard to top Travelocity. Make the most of our comprehensive range and create the perfect Shelter Island Heights package deal. Doesn't it feel amazing when travel is that easy?
Why should I purchase my Shelter Island Heights vacation bundle with Travelocity?
Whether you're searching for the ultimate unplugged escape or you crave the fun and excitement that only a big city can provide, booking everything with Travelocity saves you time, money and hassle. No need to scour through countless websites for the best deal — our Price Match Guarantee ensures you'll always score the lowest possible price, and our team of customer service experts are available 24/7 should you need anything at all.
Can I save money on my Shelter Island Heights car rental if I bundle it with a hotel or flight?
With a Shelter Island Heights vacation package, you can bundle your car, flight and hotel bookings and save loads. If you'd love to explore the best of this fantastic destination, why not make a beeline for Times Square? This popular attraction is 90 mi from Shelter Island Heights. With your own wheels, you'll be there in a jiffy.
Which airport is best for Shelter Island Heights?
Bradley Intl. Airport (BDL) is one of the busiest airports in Shelter Island Heights. You'll find it 60 mi north of the city center. Other options available to you are MacArthur Airport (ISP) (45 mi away from central Shelter Island Heights) and Tweed - New Haven Regional Airport (HVN) (30 mi away from central Shelter Island Heights).
What is there to do in Shelter Island Heights?
Shelter Island Heights has plenty of things to see and do, such as Sunset Beach and Crescent Beach. These two fantastic attractions top most visitors' to-do lists.
Where should I stay when visiting Shelter Island Heights?
If you're looking for a place to spend your nights, take a look at the House On Chase Creek. It's the top choice for many visitors.

Photos of local treasures

Browse Shelter Island Heights vacation photos for more inspiration

Photo by Erisa Dilo
Photo by Erisa Dilo
Photo by tom owens
Photo by tom owens
Photo by tom owens
Photo by tom owens
Photo by Brian V. Rowe
Photo by Brian V. Rowe