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.

The Mansion at Glen Cove

$582

per person

Oct 25 - Oct 28

found 1 day ago

Roundtrip flight included

Raleigh (RDU) to New York (JFK)

7/10 Good! (1,002 reviews)

the room was clean, however it seemed to be set up for one person: one chair, one coffee cup, one espresso cup, one coffee pod, one decaf? The place is very spread out and directions to the room were not provided at check in. Also a lot of remodeling/construction going on, which was not disruptive. We thought maybe when all the upgrades are done it will be a nice place to stay

Reviewed on Aug 19, 2026

1 Hotel Brooklyn Bridge

$1,820

per person

Oct 20 - Oct 24

found 1 day ago

Roundtrip flight included

Los Angeles (QLA) to New York (JFK)

9/10 Wonderful! (1,012 reviews)

Amazing view of the city and rooftop pool is always a great time. Will be back again! Amazing staff and beautiful space.

Reviewed on Aug 17, 2026

Topping Rose House

Save 100% on your flight

$2,126

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

Pensacola (PNS) to New York (JFK)

9/10 Wonderful! (156 reviews)

Aura Hotel Brooklyn

Save 100% on your flight

$699

per person

Oct 20 - Oct 24

found 1 day ago

Roundtrip flight included

Little Rock (LIT) to New York (JFK)

8/10 Very Good! (1,271 reviews)

This hotel is in a calm area of Williamsburg. Amazing room! The bed is huge! I didn’t really need the balcony considering it was next to a brick wall, but I of course shouldn’t expect anything of real view in New York unless you’re paying around $1,000 for a room, but overall it was great!

Reviewed on Aug 19, 2026

Viana Hotel and Spa, Trademark Collection by Wyndham

$617

per person

Sep 19 - Sep 22

found 1 day ago

Roundtrip flight included

Greensboro (GSO) to New York (JFK)

9/10 Wonderful! (1,007 reviews)

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

$1,803

per person

Oct 20 - Oct 24

found 1 day ago

Roundtrip flight included

Los Angeles (QLA) to New York (JFK)

9/10 Wonderful! (1,141 reviews)

10/10 view, the bartenders at their westlight rooftop were so nice and made great mocktails. Will definitely stay again

Reviewed on Aug 19, 2026

1 Hotel Brooklyn Bridge

$1,820

per person

Oct 20 - Oct 24

found 1 day ago

Roundtrip flight included

Los Angeles (QLA) to New York (JFK)

9/10 Wonderful! (1,012 reviews)

Amazing view of the city and rooftop pool is always a great time. Will be back again! Amazing staff and beautiful space.

Reviewed on Aug 17, 2026

Don't see what you're looking for?

See all available trips from Columbus to Long Island

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3 Night Luxury vacations in Long Island

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

Aura Hotel Brooklyn

Save 100% on your flight

$634

per person

Sep 19 - Sep 22

found 1 day ago

Roundtrip flight included

Miami (MIA) to New York (JFK)

8/10 Very Good! (1,271 reviews)

Reviewed on Aug 19, 2026

The Inn At Fox Hollow Hotel

Save 100% on your flight

$761

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Charleston (CHS) to New York (JFK)

9.2/10 Wonderful! (1,000 reviews)

Clean room, comfortable bed, great front desk staff and plentiful breakfast!!

Reviewed on Aug 15, 2026

Allegria Hotel

$739

per person

Oct 21 - Oct 24

found 17 hours ago

Roundtrip non-stop flight included

Los Angeles (QLA) to New York (JFK)

8/10 Very Good! (1,349 reviews)

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

Save 100% on your flight

$699

per person

Oct 20 - Oct 24

found 1 day ago

Roundtrip flight included

Little Rock (LIT) to New York (JFK)

8/10 Very Good! (1,271 reviews)

Reviewed on Aug 19, 2026

1 Hotel Brooklyn Bridge

$1,820

per person

Oct 20 - Oct 24

found 1 day ago

Roundtrip flight included

Los Angeles (QLA) to New York (JFK)

9/10 Wonderful! (1,012 reviews)

Amazing view of the city and rooftop pool is always a great time. Will be back again! Amazing staff and beautiful space.

Reviewed on Aug 17, 2026

Topping Rose House

Save 100% on your flight

$2,126

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

Pensacola (PNS) to New York (JFK)

9/10 Wonderful! (156 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 $582. 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! (1,163 reviews)

"10/10 view, the bartenders at their westlight rooftop were so nice and made great mocktails. Will definitely stay again"

Reviewed on Aug 19, 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 ...

8.8/10 Excellent! (1,025 reviews)

"The hotel was very nice, and I loved the room I selected, especially the balcony. The only issue I experienced was being given the wrong key when I first arrived. Also, the phone in the room did not match the room number, and my personal phone wasn’t working at the time, which made things a little ..."

Reviewed on Aug 19, 2026

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 ...

See all 8,568 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.