City Island Holidays

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    Save up to €185 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Flight + Hotel Deals in City Island

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was €1,722, price is now €809 per person
€809
per person
8 Jan - 15 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (NYC)
18.4/10 Exceptional! (2,008 reviews)
We loved everything about this hotel! Staff was friendly, hotel was clean & room was beautiful. Thank you!!

Reviewed on 18 Nov 2025

Millennium Hilton New York One UN Plaza

Millennium Hilton New York One UN Plaza

4 out of 5
Manhattan
Price was €1,658, price is now €833 per person
€833
per person
8 Jan - 15 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (NYC)
16.4/10 Exceptional! (1,951 reviews)
Rooms left much to be desired. Not a proper placement to room anyone considering rooms were being renovated above which directly affected the plumbing in our room.

Reviewed on 27 Oct 2025

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Price was €3,376, price is now €1,822 per person
€1,822
per person
26 Dec - 31 Dec
found 8 hours ago
Return direct flight included
Dublin (DUB) to New York (NYC)
18.4/10 Exceptional! (3,941 reviews)
fun atmosphere, great locations, several bars and places to eat in the hotel, nice pool area.

Reviewed on 17 Nov 2025

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was €3,463, price is now €2,050 per person
€2,050
per person
8 Jan - 15 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (NYC)
19.2/10 Exceptional! (158 reviews)
What an incredibly beautiful place this hotel is! Staff cannot do enough and made ourspecial anniversary stay truly perfect..the hotel is beautifully decorated and immaculate throughout. Cannot recommend this enough

Reviewed on 17 Nov 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was €1,716, price is now €1,019 per person
€1,019
per person
8 Jan - 15 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (NYC)
18.4/10 Exceptional! (3,348 reviews)
Staff was great, room was clean and views were beautiful.

Reviewed on 18 Nov 2025

Top hotels in City Island

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave New York NY
Fully refundableReserve now, pay when you stay
The price is €179 per night from 23 Nov to 24 Nov
€179
23 Nov - 24 Nov
includes taxes & fees
7.4/10 Good! (5,411 reviews)
Excellent

Reviewed on 15 Nov 2025

Sheraton New York Times Square Hotel
Empire Hotel

Empire Hotel

4 out of 5
44 W 63rd St New York NY
Fully refundableReserve now, pay when you stay
The price is €164 per night from 25 Nov to 26 Nov
€164
25 Nov - 26 Nov
includes taxes & fees
7.6/10 Good! (6,170 reviews)
Great location. Friendly staff. Comfortable bed.

Reviewed on 15 Nov 2025

Empire Hotel
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St New York NY
Fully refundableReserve now, pay when you stay
The price is €155 per night from 24 Nov to 25 Nov
€155
24 Nov - 25 Nov
includes taxes & fees
8.2/10 Very Good! (4,715 reviews)
I had a wonderful stay at the Edison Hotel. The staff were truly excellent—warm, attentive, and always willing to assist with anything I needed. The rooms are a bit on the smaller side, but they’re functional, comfortable, and thoughtfully designed for a great stay in the city. What really stood ...

Reviewed on 15 Nov 2025

Hotel Edison Times Square
See all 10,950 properties in City 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.

Popular places to visit

Times Square

Times Square

Visit this iconic square with its dazzling surroundings and vibrant mix of people, and see what makes New York tick.

Times Square
Ed Sullivan Theater which includes signage and a city as well as a large group of people

Broadway

Visit the dazzling theater district of one of the world’s most exciting cities. Enjoy the shopping, dining and street entertainment as well.

Broadway
Central Park showing a garden, flowers and a pond

Central Park

Visit this green oasis in central Manhattan to chill out and escape from the stresses and strains of urban life.

Central Park

What to do in City Island

Go City: New York Explorer Pass - Entry to 2 to 10 Top Attractions

New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent

€75
per adult
82% of travellers recommend
New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent
American Museum of Natural History Tickets

American Museum of Natural History Tickets

€26
per adult
78% of travellers recommend
American Museum of Natural History Tickets
Statue of Liberty & Ellis Island Tour + Pedestal Access

Statue of Liberty & Ellis Island Tour: All Options

€54
per adult
94% of travellers recommend
Statue of Liberty & Ellis Island Tour: All Options
See all activities in City Island

Frequently asked questions

Can I cancel my flight booking to City Island due to COVID-19?
If you haven't booked yet, read the terms and conditions of your preferred airline. If you've already reserved your flight to City Island, head to our Customer Service Portal. It will help determine which COVID-19 policies are applicable to your reservation and provide you with the next steps.
What's the best way to find cheap flights to City Island that have flexible change policies?
Search for your affordable airfares to City Island, then mark the "No change fee" box directly under the "Flexible change policies" heading. It's that simple. We know that plans change and flexibility matters, so book with confidence with Expedia.
What are some of the general tips for travellers to City Island during the COVID-19 outbreak?
With new restrictions and safety precautions to follow, travel looks a little different at present. Here's what you should know before you pack your bags for City Island:
  • Research if any travel restrictions apply to your origin and destination before locking in your flight. Also check if there are any requirements you'll have to follow on arrival, such as undergoing health assessments.
  • Wear a face mask even during airport screening. A TSA employee will require you to temporarily lower your mask for ID purposes.
  • To reduce the risk of cross-contamination, position your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA agent.
  • TSA now allows passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on baggage. This will need to be removed from your bag for X-ray screening.
  • To reduce handling during screening, put items such as your phone, keys and wallet into your carry-on rather than into the bins.
  • Transport your food items in a clear plastic bag and also place them in a screening bin. Keeping your food separate from your carry-on makes it less likely that a TSA employee will need to open your bag for inspection.

Which airlines fly to City Island?
Delta runs flights into or near City Island, including 4895 that travel to John F. Kennedy Intl. Airport (JFK) each month. Choose your travel dates and then secure your fare early to bag a bargain.
How can I find cheap tickets to City Island?
Book well ahead, consider nearby airports, use miles or points — there are loads of ways! One more is to use Expedia's "flexible dates" function. Find your City Island flight, then compare the cheapest prices for nearby dates. In the last seven days, the lowest price for a flight to City Island was .
How much is a flight to City Island?
In the last seven days, return tickets to City Island sold for as little as and reached a maximum of . For one-way trips taking off from (), the lowest price during this time was just .
What are the most popular airports to fly into in City Island?
City Island's main entryway is John F. Kennedy Intl. Airport (JFK). Get your next exciting journey underway by securing a seat on one of the 13452 monthly flights to this destination.
When is the cheapest time to fly to City Island?
If you'd rather spend your holiday cash enjoying the delights of City Island rather than on your journey there, depart early in the week. The cheapest day to travel is generally Tuesday, with Monday coming in second. With many people keeping their travel to weekends, Saturday tends to have the costliest airfares.
How much is a plane ticket to City Island?
Airfares ranged anywhere from to over the last seven days. When you're ready to book, we'll be ready to help you find an awesome deal to City Island.
Which airlines with flights to City Island employ COVID-19 cleanliness policies?
In an effort to reduce contact between passengers and flight attendants during the current pandemic, airlines have taken social distancing and other protective measures to the skies. Just some of these are:
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.