
City Island Vacations from $1,286
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The Latest City Island vacation packages
Price found within the past 48 hours. Click for updated prices.

Lotte New York Palace
Manhattan
Save 100% on your flight
Price was $2,121, price is now $1,286 per person
$1,286
per person
Sep 10 - Sep 15
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9/10 Wonderful! (2,123 reviews)
Most beautiful view of any hotel. Easy Access and Convenient.
Reviewed on Jun 21, 2026

2 bedroom luxury Empire State VIEW
Manhattan
Price was $3,910, price is now $1,669 per person
$1,669
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!
Reviewed on Mar 19, 2026

Topping Rose House
Price was $6,631, price is now $3,831 per person
$3,831
per person
Sep 2 - Sep 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9/10 Wonderful! (152 reviews)
Overall it was a great stay! Best part of the cottage was the bathroom with its deep big tub and walk in shower.
But the room itself lacked visual appeal & some conveniences usually associated with booking a cottage which is more private and removed from the house. Could use more and better art in the room. I would also trade all the storage space for a mini fridge, tea kettle or coffee maker.
Also the only full-size mirror is hidden far back in the bathroom which isn’t terrible but very inconvenient to check the outfit before heading out the door.
It’s little odd things that just made it not feel like a luxury stay.
And no one mentioned to us beforehand that the sauna, gym, pool area (even though in off season) was under renovation and not available to use.
The restaurant was amazing though, room service was wonderful. And staff were adorable. But I don’t know if we would book again tbh.
Reviewed on Mar 24, 2026

Mandarin Oriental, New York
Manhattan
Save 100% on your flight
Price was $5,997, price is now $3,522 per person
$3,522
per person
Aug 30 - Sep 5
found 5 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9.2/10 Wonderful! (645 reviews)
Amazing hotel, staff make the whole experience, bar is great. Reception and concierge team are excellent, in particular Lauren who made check in a breeze. Gym and pool are excellent for a New York hotel.
Reviewed on Jun 21, 2026

1 Hotel Brooklyn Bridge
Save 100% on your flight
Price was $3,834, price is now $2,288 per person
$2,288
per person
Jul 30 - Aug 4
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.
Reviewed on Jun 6, 2026
Don't see what you're looking for?
See all available trips from Pretty Prairie to City Island
View all tripsDiscover the most popular places to visit in City Island

Times Square
New York’s infamous neon wonderland is hustle and bustle at its best, and an essential stop for all tourists.

Central Park
Offering blissful respite from Manhattan’s concrete jungle, this is the perfect spot to rest weary feet or enjoy a picnic.

Madison Square Garden
Whether you’re performing here, watching your favorite sports team or entertainer or touring the venue, you’re in for an exciting event.
What to do in City Island

Edge Observation Deck at Hudson Yards
$41
per adult
98% of travellers recommend

Stranger Things: The First Shadow on Broadway
$92
per adult

Ultimate Manhattan Highlights Helicopter Tours
$259
per adult
100% of travellers recommend
City Island Hotel Deals

Hyatt Grand Central New York
109 East 42nd Street New York NY
Fully refundableReserve now, pay when you stay
$226 nightly
The price is $263 total per night from Jul 1 to Jul 2
$263 total
Jul 1 - Jul 2
Total with taxes and fees
8.4/10 Very Good! (7,198 reviews)
"Friendly staff, clean areas even for kids to play around"
Reviewed on Jun 22, 2026

Sheraton New York Times Square Hotel
811 7th Ave New York NY
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $241 total per night from Jul 1 to Jul 2
$241 total
Jul 1 - Jul 2
Total with taxes and fees
7.4/10 Good! (8,321 reviews)
"Excelente servicio!"
Reviewed on Jun 22, 2026

Pod Times Square
400 W 42nd Street New York NY
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $163 total per night from Jul 1 to Jul 2
$163 total
Jul 1 - Jul 2
Total with taxes and fees
9/10 Wonderful! (5,696 reviews)
"Loved this hotel! Perfectly located. Reminds me of The Moxy Hotel. Will stay here again."
Reviewed on Jun 22, 2026
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.
Find the Best City Island Vacation Packages
City Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | John F. Kennedy Intl. Airport (JFK) |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















