Shelter Island Heights Vacation Packages 2026 from $671

Shelter Island Heights flight + hotel vacation packages

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

Dream Hotel Bronx

South Side

Save 100% on your flight

$671

per person

Jul 17 - Jul 21

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Newark Liberty Intl. Airport (EWR)

Free WiFi in public areas is provided and the front desk is staffed around-the-clock.

2 bedroom luxury Empire State VIEW

Manhattan

$1,543

per person

Jul 28 - Jul 31

found 8 hours ago

Roundtrip flight included

Dallas (DFW) to Newark Liberty Intl. Airport (EWR)

The Towers at Lotte New York Palace

Manhattan

$1,486

per person

Aug 7 - Aug 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate the onsite laundry facilities and in-room childcare. Guests will appreciate perks like free WiFi and a free area shuttle.

1 Hotel Brooklyn Bridge

$1,671

per person

Aug 13 - Aug 17

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.

New York Marriott Marquis

Manhattan

Save 100% on your flight

$1,020

per person

Jul 2 - Jul 6

found 1 day ago

Roundtrip flight included

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

This luxury hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-in, express check-out, and a computer station are also on offer.

Top Shelter Island Heights hotels deals

The Pridwin Hotel

81 Shore Road Shelter Island Heights NY

$430 nightly

$492 total

May 28 - May 29

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.

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY

$675 nightly

$771 total

May 31 - Jun 1

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.

On private beach

Pool

Montauk Manor

236 Edgemere St. Montauk NY

$200 nightly

$228 total

May 28 - May 29

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.

Pool

Hot Tub

Montauk Yacht Club

32 Star Island Rd Montauk NY

$379 nightly

$433 total

May 28 - May 29

Total with taxes and fees

This hotel features a private beach, a marina, and 2 restaurants. Traveling on business? Take advantage of the 5 conference rooms, along with free WiFi in public areas. Enjoy the 2 outdoor pools and get free self parking.

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

$227 nightly

$259 total

May 28 - May 29

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. 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. There's a garden and multilingual staff can provide around-the-clock assistance.

Pool

Pet friendly

Marram

21 Oceanview Terrace Montauk NY

$470 nightly

$537 total

May 31 - Jun 1

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

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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 $671. 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.