Long Island Luxury Vacations
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Top Luxury vacation packages in Long Island
Price found within the past 48 hours. Click for updated prices.
1 Hotel Brooklyn Bridge
Save 100% on your flight
Price was $1,828, price is now $1,104 per person
$1,104
per person
Sep 21 - Sep 23
found 16 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.
Reviewed on Aug 21, 2025
The Inn At Fox Hollow Hotel
Save 100% on your flight
Price was $1,185, price is now $724 per person
$724
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
Sarasota (SRQ) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
This place is the bomb. Loved our suite, loved the pool and the breakfast was wonderful
Reviewed on Aug 12, 2025
The Mansion at Glen Cove
Price was $893, price is now $631 per person
$631
per person
Oct 24 - Oct 27
found 18 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to New York (JFK)
6.8/10 (1,002 reviews)
Property is beautiful and well maintained. Staff is very nice and pleasant with tne exception of front desk staffer, seemed annoyed by our questions and was not helpful with printing boarding passes for flight. Another lady came in and assisted us. In a room with two adults two coffee cups would be appreciated. Also a towel bar instead of one hook in the bathroom for towels. Better lighting in bathroom it's dreadful. Overall we enjoyed our stay but small changes could make it better.
Reviewed on Aug 20, 2025
The William Vale
Save 100% on your flight
Price was $2,230, price is now $1,660 per person
$1,660
per person
Oct 22 - Oct 26
just found
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
8.8/10 Excellent! (1,005 reviews)
I went on a staycation (LI to Brooklyn) and decided to stay here, mainly because they offered balconies with each room at no additional cost. While it’s on the pricier end, I enjoyed my stay. The hotel is beautiful, I felt like I was away on a resort, despite the construction going on outside (regular NY). The food at Westlight was better than expected. I love that guests get to reserve a chair at the pool for free, although a discounted cabana or chaise would be nice as well. I booked parking through an outside app because $50/day is a little steep. Anyway, I would stay here again.
Reviewed on Aug 20, 2025
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View all trips5* Luxury vacations in Long Island
Price found within the past 48 hours. Click for updated prices.
The William Vale
Save 100% on your flight
Price was $2,230, price is now $1,660 per person
$1,660
per person
Oct 22 - Oct 26
just found
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
8.8/10 Excellent! (1,005 reviews)
I went on a staycation (LI to Brooklyn) and decided to stay here, mainly because they offered balconies with each room at no additional cost. While it’s on the pricier end, I enjoyed my stay. The hotel is beautiful, I felt like I was away on a resort, despite the construction going on outside (regular NY). The food at Westlight was better than expected. I love that guests get to reserve a chair at the pool for free, although a discounted cabana or chaise would be nice as well. I booked parking through an outside app because $50/day is a little steep. Anyway, I would stay here again.
Reviewed on Aug 20, 2025
1 Hotel Brooklyn Bridge
Price was $3,216, price is now $1,799 per person
$1,799
per person
Oct 23 - Oct 26
found 22 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.
Reviewed on Aug 21, 2025
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View all trips3 Night Luxury vacations in Long Island
Price found within the past 48 hours. Click for updated prices.
Allegria Hotel
Save 100% on your flight
Price was $651, price is now $460 per person
$460
per person
Oct 22 - Oct 25
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.8/10 Good! (1,210 reviews)
We thoroughly enjoyed our stay at the Allegria. We loved the size of our room, the spacious and modern bathroom, the wonderful staff, the lovely pool area and the beach access and amenities. We would’ve rated the stay as “Excellent” but we didn’t love the hotel restaurant and we had one day when room service never cleaned our room.
Reviewed on Aug 20, 2025
The Mansion at Glen Cove
Price was $893, price is now $631 per person
$631
per person
Oct 24 - Oct 27
found 18 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to New York (JFK)
6.8/10 (1,002 reviews)
Property is beautiful and well maintained. Staff is very nice and pleasant with tne exception of front desk staffer, seemed annoyed by our questions and was not helpful with printing boarding passes for flight. Another lady came in and assisted us. In a room with two adults two coffee cups would be appreciated. Also a towel bar instead of one hook in the bathroom for towels. Better lighting in bathroom it's dreadful. Overall we enjoyed our stay but small changes could make it better.
Reviewed on Aug 20, 2025
Don't see what you're looking for?
See all available trips from Columbus to Long Island
View all trips4 Night Luxury vacations in Long Island
Price found within the past 48 hours. Click for updated prices.
Jake's 58 Casino Hotel - Adult Only
Save 100% on your flight
Price was $648, price is now $458 per person
$458
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to New York (JFK)
8.2/10 Very Good! (1,171 reviews)
The staff did an amazing job at the front desk , would recommend for anyone for the stay
Reviewed on Aug 17, 2025
The Inn At Fox Hollow Hotel
Save 100% on your flight
Price was $1,185, price is now $724 per person
$724
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
Sarasota (SRQ) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
This place is the bomb. Loved our suite, loved the pool and the breakfast was wonderful
Reviewed on Aug 12, 2025
The William Vale
Save 100% on your flight
Price was $2,230, price is now $1,660 per person
$1,660
per person
Oct 22 - Oct 26
just found
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
8.8/10 Excellent! (1,005 reviews)
I went on a staycation (LI to Brooklyn) and decided to stay here, mainly because they offered balconies with each room at no additional cost. While it’s on the pricier end, I enjoyed my stay. The hotel is beautiful, I felt like I was away on a resort, despite the construction going on outside (regular NY). The food at Westlight was better than expected. I love that guests get to reserve a chair at the pool for free, although a discounted cabana or chaise would be nice as well. I booked parking through an outside app because $50/day is a little steep. Anyway, I would stay here again.
Reviewed on Aug 20, 2025
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See all available trips from Columbus to Long Island
View all tripsAll you need to know about luxury vacations in Long Island
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 $423. 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
Discover luxurious lodging at The William Vale, where you can enjoy amenities like Champagne service, plush bedding, and more. The outdoor pool, poolside bar, ...
8.8/10 Excellent! (1,002 reviews)
"I went on a staycation (LI to Brooklyn) and decided to stay here, mainly because they offered balconies with each room at no additional cost. While it’s on the pricier end, I enjoyed my stay. The hotel is beautiful, I felt like I was away on a resort, despite the construction going on outside (regular ..."
Reviewed on Aug 20, 2025
The Boro Hotel
38-28 27th Street, Long Island City, NY
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 ...
8.4/10 Very Good! (1,006 reviews)
"Very clean and pretty view at night. Close to the city. Great spotvinsie dor coffee and pizza"
Reviewed on Aug 16, 2025
Viana Hotel and Spa, Trademark Collection by Wyndham
3998 Brush Hollow Rd, Westbury, NY
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 ...
8.4/10 Very Good! (1,004 reviews)
"Friendly staff..Great restaurant..Clean and comfy bedding. Only downsize..Workers could have been more attentive to room.Was there 4 days..had to ask for garbage bags for the garbage pails but they never emptied them. But overall I would stay at their hotel again."
Reviewed on Aug 20, 2025
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.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.