Long Island Luxury Vacations 2026

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Top Luxury vacation packages in Long Island

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

Aura Hotel Brooklyn

$475

per person

Nov 5 - Nov 7

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to New York (JFK)

8/10 Very Good! (1,314 reviews)

1 Hotel Brooklyn Bridge

Save 100% on your flight

$2,515

per person

Dec 7 - Dec 10

found 1 day ago

Roundtrip flight included

Dallas (DFW) to New York (JFK)

9/10 Wonderful! (1,010 reviews)

Topping Rose House

Save 100% on your flight

$1,010

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip flight included

Omaha (OMA) to New York (JFK)

9/10 Wonderful! (162 reviews)

Great place

Reviewed on Sep 19, 2026

Allegria Hotel

$475

per person

Nov 5 - Nov 7

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to New York (JFK)

8/10 Very Good! (1,387 reviews)

The Box House Hotel

$561

per person

Dec 6 - Dec 8

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to New York (JFK)

9/10 Wonderful! (1,006 reviews)

Clean, unique, great view from rooftop !

Reviewed on Oct 5, 2026

Don't see what you're looking for?

See all available trips from Columbus to Long Island

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5* Luxury vacations in Long Island

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

The William Vale

$906

per person

Nov 5 - Nov 7

found 1 day ago

Roundtrip flight included

Indianapolis (IND) to New York (JFK)

9/10 Wonderful! (1,189 reviews)

Everything was pretty average for a price tag that exceeds most four star properties in midtown manhattan. Sort of had higher hopes. Clean and walkable to fun things to do in Brooklyn is the high point of what I could say. Not worth the price.

Reviewed on Oct 5, 2026

1 Hotel Brooklyn Bridge

Save 100% on your flight

$2,515

per person

Dec 7 - Dec 10

found 1 day ago

Roundtrip flight included

Dallas (DFW) to New York (JFK)

9/10 Wonderful! (1,010 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Long Island

View all trips

3 Night Luxury vacations in Long Island

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

The Inn At Fox Hollow Hotel

$718

per person

Dec 6 - Dec 9

found 17 hours ago

Roundtrip flight included

Phoenix (PHX) to New York (JFK)

9.2/10 Wonderful! (1,000 reviews)

1 Hotel Brooklyn Bridge

Save 100% on your flight

$1,984

per person

Nov 5 - Nov 8

found 16 hours ago

Roundtrip flight included

Cincinnati (CVG) to New York (JFK)

9/10 Wonderful! (1,010 reviews)

Topping Rose House

Save 100% on your flight

$1,010

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip flight included

Omaha (OMA) to New York (JFK)

9/10 Wonderful! (162 reviews)

Great place

Reviewed on Sep 19, 2026

Don't see what you're looking for?

See all available trips from Columbus to Long Island

View all trips

4 Night Luxury vacations in Long Island

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

Aura Hotel Brooklyn

$806

per person

Dec 6 - Dec 10

found 16 hours ago

Roundtrip flight included

Aguadilla (BQN) to New York (JFK)

8/10 Very Good! (1,314 reviews)

1 Hotel Brooklyn Bridge

Save 100% on your flight

$2,720

per person

Dec 9 - Dec 13

found 21 hours ago

Roundtrip flight included

Wilmington (ILM) to New York (JFK)

9/10 Wonderful! (1,010 reviews)

The Inn At Fox Hollow Hotel

Save 100% on your flight

$989

per person

Dec 9 - Dec 13

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to New York (JFK)

9.2/10 Wonderful! (1,000 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Long Island

View all trips

What can I expect from a luxury Long Island vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Long Island vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Long Island?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Long Island luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $475. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Long Island?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Long Island with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Long Island?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Long Island with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Long Island with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.

Top Luxury Long Island Hotels

The William Vale

111 North 12th Street Brooklyn NY

7 min drive from Barclays Center Brooklyn

Discover luxurious lodging at The William Vale, where you can enjoy amenities like Champagne service, plush bedding, and more. The outdoor pool, poolside bar, ...

9/10 Wonderful! (1,198 reviews)

"Everything was pretty average for a price tag that exceeds most four star properties in midtown manhattan. Sort of had higher hopes. Clean and walkable to fun things to do in Brooklyn is the high point of what I could say. Not worth the price."

Reviewed on Oct 5, 2026

The Boro Hotel

38-28 27th Street Long Island City NY

14 min drive from Barclays Center Brooklyn

Treat yourself to a luxury stay at The Boro Hotel, where you can enjoy amenities like pillowtop beds, Egyptian cotton sheets, and more. Deluxe amenities at this ...

Viana Hotel and Spa, Trademark Collection by Wyndham

3998 Brush Hollow Rd Westbury NY

1 hour drive from Barclays Center Brooklyn

Pamper yourself with a luxury stay at Viana Hotel and Spa, Trademark Collection by Wyndham, where you can enjoy amenities like Champagne service, Frette Italian ...

8.8/10 Excellent! (1,033 reviews)

"Wonderful stay"

Reviewed on Oct 5, 2026

See all 8,412 properties in Long Island

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.