Shelter Island Heights Vacation Packages 2025/2026 from $304

Shelter Island Heights flight + hotel vacation packages

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

INNSiDE by Meliá New York Nomad

Manhattan

$304

per person

Jan 23 - Jan 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (NYC)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A terrace, limo/town car service, and a picnic area are also on offer.

Hotel Seville Nomad, in the Unbound Collection by Hyatt

Manhattan

$327

per person

Jan 23 - Jan 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (NYC)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A computer station, dry cleaning, and luggage storage are also on offer.

Margaritaville Resort Times Square

Manhattan

Save 100% on your flight

$418

per person

Jan 23 - Jan 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (NYC)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. You'll appreciate the gym, poolside bar, and snack bar/deli.

Hotel St. James

Manhattan

$387

per person

Jan 23 - Jan 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (NYC)

Free WiFi in public areas, a library, and luggage storage are available at this hotel. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.

Hotel Riu Plaza Manhattan Times Square

Manhattan

$501

per person

Jan 23 - Jan 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (NYC)

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.

Top Shelter Island Heights hotels deals

The Pridwin Hotel

81 Shore Road, Shelter Island Heights, NY

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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

23 Grand Ave, Shelter Island Heights, NY

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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

Shelter Island House

11 Stearns Point Rd, Shelter Island Heights, NY

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This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Relax with a drink at the poolside bar and enjoy free perks like continental breakfast and free self parking. Free WiFi in public areas, a terrace, and a garden are also on offer.

Pool

Breakfast included

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY

$354 nightly

$405 total

Dec 9 - Dec 10

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

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd, Old Saybrook, CT

Free Cancellation

Reserve now, pay when you stay

$71 nightly

$82 total

Dec 8 - Dec 9

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.

Pet friendly

Parking included

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY

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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.

Pool

Hot Tub

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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

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.

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.

Sylvester Manor

You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. 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 $304. 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.