Thimble Islands Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Luxury vacation packages in Thimble Islands
Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel
Price was $907, price is now $456 per person
$456
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
The hotel itself was nice. There is truly nothing but senior citizens that stay here. We walked in and thought it was a nursing home. I’m not joking there must have been at least 60 70year olds when we walked in. They just take over the entire hotel. Again, the hotel itself is nice, but I think we would stay somewhere else knowing what we know now especially with two teenage boys with us.
Reviewed on Aug 28, 2025
1 Hotel Brooklyn Bridge
Price was $3,501, price is now $1,652 per person
$1,652
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,005 reviews)
I had sent two messages to the hotel to check that I had booked the right room type to see the full view ranging from the Brooklyn Bridge, city skyline and all the way to the Statue of Liberty. It is my fault for not following up for a response because I ended up having to choose between the room they gave me (bridge view only) or partial skyline and statue. I chose the statue view but was disappointed as I paid the amount I did expecting the full view. My mistake, not the hotel’s but if you send a message requiring a response, you may not get one. My advise - FOLLOW UP!!! Also, if you have a camera that is anything other than an iPhone, they will not let you use it on the property (from the outside at least). There is mention of this on their website (if it would occur to you to check for such things) but it merely states that no professional photography is permitted without a contract with the property (it does not however state that a camera cannot be used at all) so I was again disappointed to find that this extends to using a hand held fairly basic camera. Most people use their phones I realize, but this is something to be aware of if you plan to use an actual camera or God forbid any type of zoom lense to capture the amazing view. The elevator keys are temperamental and on one occasion I was trapped in the elevator until someone else entered but the staff I encountered were all really friendly and overall it is a really nice hotel in a great location.
Reviewed on Sep 1, 2025
Loews Regency New York Hotel
Manhattan
Save 100% on your flight
Price was $2,418, price is now $1,309 per person
$1,309
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
Great location and beautiful hotel needs usb ports for charging
Reviewed on Sep 1, 2025
Sound View Greenport
Save 100% on your flight
Price was $1,307, price is now $727 per person
$727
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.4/10 Very Good! (563 reviews)
Our luxury 2 bedroom suite was very nice, clean, and spacious. We had a huge balcony with a view of the Long Island sound
Reviewed on Aug 18, 2025
Hyatt Regency Jersey City on the Hudson
Downtown Jersey City
Save 100% on your flight
Price was $1,066, price is now $597 per person
$597
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,478 reviews)
This is the perfect place for visiting the area: best view of the NY skyline, perfect location for grabbing the PATH to quickly get anywhere in Manhattan; so walkable to every amenity, convenient to ferry for Statue of Liberty, parks, dining, shopping. The Grove street area is just min away and walkable. Loved it! So great for family stay with small children.
Reviewed on Sep 1, 2025
Don't see what you're looking for?
See all available trips from Columbus to Thimble Islands
View all trips5* Luxury vacations in Thimble Islands
Price found within the past 48 hours. Click for updated prices.
Loews Regency New York Hotel
Manhattan
Save 100% on your flight
Price was $2,418, price is now $1,309 per person
$1,309
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
Great location and beautiful hotel needs usb ports for charging
Reviewed on Sep 1, 2025
1 Hotel Brooklyn Bridge
Price was $3,501, price is now $1,652 per person
$1,652
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,005 reviews)
I had sent two messages to the hotel to check that I had booked the right room type to see the full view ranging from the Brooklyn Bridge, city skyline and all the way to the Statue of Liberty. It is my fault for not following up for a response because I ended up having to choose between the room they gave me (bridge view only) or partial skyline and statue. I chose the statue view but was disappointed as I paid the amount I did expecting the full view. My mistake, not the hotel’s but if you send a message requiring a response, you may not get one. My advise - FOLLOW UP!!! Also, if you have a camera that is anything other than an iPhone, they will not let you use it on the property (from the outside at least). There is mention of this on their website (if it would occur to you to check for such things) but it merely states that no professional photography is permitted without a contract with the property (it does not however state that a camera cannot be used at all) so I was again disappointed to find that this extends to using a hand held fairly basic camera. Most people use their phones I realize, but this is something to be aware of if you plan to use an actual camera or God forbid any type of zoom lense to capture the amazing view. The elevator keys are temperamental and on one occasion I was trapped in the elevator until someone else entered but the staff I encountered were all really friendly and overall it is a really nice hotel in a great location.
Reviewed on Sep 1, 2025
The Towers at Lotte New York Palace
Manhattan
Save 100% on your flight
Price was $2,414, price is now $1,598 per person
$1,598
per person
Nov 14 - Nov 17
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9.2/10 Wonderful! (625 reviews)
Nice hotel great location
Reviewed on Aug 30, 2025
Don't see what you're looking for?
See all available trips from Columbus to Thimble Islands
View all trips3 Night Luxury vacations in Thimble Islands
Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel
Price was $907, price is now $456 per person
$456
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
The hotel itself was nice. There is truly nothing but senior citizens that stay here. We walked in and thought it was a nursing home. I’m not joking there must have been at least 60 70year olds when we walked in. They just take over the entire hotel. Again, the hotel itself is nice, but I think we would stay somewhere else knowing what we know now especially with two teenage boys with us.
Reviewed on Aug 28, 2025
Sound View Greenport
Save 100% on your flight
Price was $1,307, price is now $727 per person
$727
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.4/10 Very Good! (563 reviews)
Our luxury 2 bedroom suite was very nice, clean, and spacious. We had a huge balcony with a view of the Long Island sound
Reviewed on Aug 18, 2025
1 Hotel Brooklyn Bridge
Save 100% on your flight
Price was $2,748, price is now $1,635 per person
$1,635
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,005 reviews)
I had sent two messages to the hotel to check that I had booked the right room type to see the full view ranging from the Brooklyn Bridge, city skyline and all the way to the Statue of Liberty. It is my fault for not following up for a response because I ended up having to choose between the room they gave me (bridge view only) or partial skyline and statue. I chose the statue view but was disappointed as I paid the amount I did expecting the full view. My mistake, not the hotel’s but if you send a message requiring a response, you may not get one. My advise - FOLLOW UP!!! Also, if you have a camera that is anything other than an iPhone, they will not let you use it on the property (from the outside at least). There is mention of this on their website (if it would occur to you to check for such things) but it merely states that no professional photography is permitted without a contract with the property (it does not however state that a camera cannot be used at all) so I was again disappointed to find that this extends to using a hand held fairly basic camera. Most people use their phones I realize, but this is something to be aware of if you plan to use an actual camera or God forbid any type of zoom lense to capture the amazing view. The elevator keys are temperamental and on one occasion I was trapped in the elevator until someone else entered but the staff I encountered were all really friendly and overall it is a really nice hotel in a great location.
Reviewed on Sep 1, 2025
Don't see what you're looking for?
See all available trips from Columbus to Thimble Islands
View all trips4 Night Luxury vacations in Thimble Islands
Price found within the past 48 hours. Click for updated prices.
Sheraton New York Times Square Hotel
Manhattan
Save 100% on your flight
Price was $897, price is now $508 per person
$508
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.4/10 Good! (4,410 reviews)
The place was a bit of a mess. Ongoing construction made the lobby messy and confusing. The room felt very small, and the two double beds instead of queen were very tight. The beds were also VERY high. We found it very difficult to climb into bed!!!
Reviewed on Sep 2, 2025
Hyatt Regency Jersey City on the Hudson
Downtown Jersey City
Save 100% on your flight
Price was $1,066, price is now $597 per person
$597
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,478 reviews)
This is the perfect place for visiting the area: best view of the NY skyline, perfect location for grabbing the PATH to quickly get anywhere in Manhattan; so walkable to every amenity, convenient to ferry for Statue of Liberty, parks, dining, shopping. The Grove street area is just min away and walkable. Loved it! So great for family stay with small children.
Reviewed on Sep 1, 2025
The George
Save 100% on your flight
Price was $945, price is now $542 per person
$542
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Miami (MIA) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (414 reviews)
My wife and I loved this place and we will definitely be staying there again anytime we come back to NJ. We used to live in Bloomfield NJ but now we live in Southern California, and I had to get a place for a work trip. We stayed here one night in “Steve” and one night later we came back and stayed in “Duke,” which was our favorite of the two. Super clean, upscale, and the free wine at 5pm was a nice treat. Parking was easy, and we highly recommend this spot.
Reviewed on Sep 1, 2025
Don't see what you're looking for?
See all available trips from Columbus to Thimble Islands
View all tripsAll you need to know about luxury vacations in Thimble Islands
What can I expect from a luxury Thimble Islands vacation?
Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Thimble Islands 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 Thimble Islands?
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 Thimble Islands 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 $456. Prices and availability are subject to change. Additional terms may apply.
How can I book a luxury family vacation in Thimble Islands?
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 Thimble Islands 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 Thimble Islands?
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 Thimble Islands 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 Thimble Islands 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.
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.