Shelter Island Heights Vacation Packages 2026 from $379

Shelter Island Heights flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Manhattan Times Square

Manhattan

$379

per person

Apr 10 - Apr 12

found 1 day 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.

The Inn At Fox Hollow Hotel

$396

per person

Apr 15 - Apr 18

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

NobleDEN Hotel

Manhattan

$904

per person

Apr 14 - Apr 19

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.

Mountain Springs Lake Resort

Save 100% on your flight

$420

per person

Mar 15 - Mar 19

found 17 hours ago

Roundtrip flight included

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

This holiday park doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a library, and a picnic area are also on offer.

The Fifth Avenue Hotel

Manhattan

$2,377

per person

Apr 24 - May 1

found 14 hours ago

Roundtrip flight included

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

This hotel features a restaurant and 2 bars/lounges. Enjoy the 24-hour gym and perks like free WiFi. Valet parking, limo/town car service, and dry cleaning are also offered.

Top Shelter Island Heights hotels deals

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY

$387 nightly

$442 total

Feb 22 - Feb 23

Total with taxes and fees

This resort features a private beach, a full-service spa, and 2 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.

Sound View Greenport

58775 County Rd 48 Greenport NY

$174 nightly

$199 total

Mar 10 - Mar 11

Total with 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.

Montauk Manor

236 Edgemere St. Montauk NY

$156 nightly

$178 total

Feb 23 - Feb 24

Total with taxes and fees

3 outdoor tennis courts, an indoor pool, and a 24-hour gym are all featured at this smoke-free aparthotel. Enjoy the seasonal outdoor pool and perks like free WiFi. There's a restaurant and a bar/lounge for dining and drinks, and also a hot tub on site.

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY

Get rates

This hotel features an indoor pool and a hot tub. WiFi in public areas is free. Self parking, a terrace, and a picnic area are also offered.

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$91 total

Feb 9 - Feb 10

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area and barbecue grills are also provided.

Water's Edge Resort & Spa

1525 Boston Post Road Westbrook CT

Free Cancellation

Reserve now, pay when you stay

$244 nightly

$281 total

Feb 9 - Feb 10

Total with taxes and fees

This smoke-free resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the 2 outdoor tennis courts and perks like free valet parking and free WiFi.

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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.

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.

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.

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 $379. 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.