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.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $685, price is now $339 per person
$339
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free train station pick-up. Enjoy the 24-hour gym and perks like free self parking and a free area shuttle.
Windrose On Hudson

Windrose On Hudson

3 out of 5
Price was $771, price is now $390 per person
$390
per person
Oct 28 - Nov 1
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
This hotel features a gym and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop is provided and the front desk is staffed around-the-clock.
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was $2,218, price is now $1,129 per person
$1,129
per person
Nov 6 - Nov 11
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 smoke-free hotel. Families will appreciate complimentary bicycles and babysitting. Traveling on business? Take advantage of the business center, express check-out, and valet parking.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was $2,040, price is now $1,042 per person
$1,042
per person
Oct 30 - Nov 4
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This property features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. A snack bar/deli, dry cleaning, and luggage storage are also on offer.
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was $1,622, price is now $852 per person
$852
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A restaurant and a rooftop terrace are featured at this hotel. WiFi in public areas is free. A business center, a terrace, and luggage storage are also on offer.

Top Shelter Island Heights hotels deals

The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road, Shelter Island Heights, NY
$326 nightly
The price is $372 total per night
$372 total
Sep 21 - Sep 22
Total with 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
$477 nightly
The price is $546 total per night
$546 total
Sep 21 - Sep 22
Total with 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
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
$183 nightly
The price is $209 total per night
$209 total
Sep 21 - Sep 22
Total with taxes and fees
This hotel's 2 outdoor tennis courts and outdoor pool are among the featured amenities. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $116 total per night
$116 total
Sep 15 - Sep 16
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Marram

Marram

4 out of 5
21 Oceanview Terrace, Montauk, NY
$475 nightly
The price is $543 total per night
$543 total
Sep 18 - Sep 19
Total with 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
$227 nightly
The price is $255 total per night
$255 total
Sep 21 - Sep 22
Total with 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
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

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

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

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 $339. 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