City Island Holidays

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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 €1,116, price is now €736 per person
€736
per person
13 Mar - 16 Mar
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
The beds were comfy, staff was outstanding, and it was far enough away from the busy parts of the city and yet comfortably close enough to everything!

Reviewed on 2 Jan 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was €1,728, price is now €1,084 per person
€1,084
per person
15 Mar - 21 Mar
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
Clean, spacious. Location is great. Staff is wonderful. I would recommend

Reviewed on 2 Jan 2026

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Save 100% on your flight
Price was €1,498, price is now €945 per person
€945
per person
13 Mar - 16 Mar
found 17 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (2,346 reviews)
The property was very clean and the staff was amazing… most definitely will be back.

Reviewed on 2 Jan 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,308, price is now €1,467 per person
€1,467
per person
6 Mar - 9 Mar
found 8 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (2,790 reviews)
Great experience. Good location. Beautiful view from the 30th floor. Clean room. Friendly and helpful staff. Extraordinary breakfast buffet included with stay. A bit of a walk to several subway stations. Would book again in the future.

Reviewed on 31 Dec 2025

Fouquet's New York

Fouquet's New York

5 out of 5
Manhattan
Save 100% on your flight
Price was €1,838, price is now €1,269 per person
€1,269
per person
13 Mar - 16 Mar
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.6/10 Exceptional! (60 reviews)
Lovely staff. Incredible property. The hype is real. This is by far and away the nicest property we’ve stayed at in Manhattan in a long time.

Reviewed on 10 Oct 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 €162 per night from 7 Jan to 8 Jan
€162
7 Jan - 8 Jan
includes taxes & fees
7.2/10 Good! (6,226 reviews)
Excellent

Reviewed on 2 Jan 2026

Sheraton New York Times Square Hotel
Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street New York NY
Fully refundableReserve now, pay when you stay
The price is €180 per night from 4 Jan to 5 Jan
€180
4 Jan - 5 Jan
includes taxes & fees
8.2/10 Very Good! (6,386 reviews)
yes

Reviewed on 2 Jan 2026

Hyatt Grand Central New York
Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square

4 out of 5
145 W 44th St New York NY
Fully refundableReserve now, pay when you stay
The price is €154 per night from 4 Jan to 5 Jan
€154
4 Jan - 5 Jan
includes taxes & fees
7.6/10 Good! (6,391 reviews)
Good

Reviewed on 30 Dec 2025

Millennium Hotel Broadway Times Square
See all 11,894 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

4/5(1,706 reviews)

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

Times Square
Central Park showing a garden, flowers and a pond

Central Park

4.5/5(1,405 reviews)

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

Central Park
Ed Sullivan Theater which includes signage and a city as well as a large group of people

Broadway

4.5/5(1,388 reviews)

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

Broadway

What to do in City Island

Statue of Liberty & Ellis Island Tour + Pedestal Access

Statue of Liberty & Ellis Island Tour: All Options

€53
per adult
94% of travellers recommend
Statue of Liberty & Ellis Island Tour: All Options
Intrepid Museum Admission Ticket

Intrepid Museum Admission Ticket

€32
per adult
94% of travellers recommend
Intrepid Museum Admission Ticket
Aladdin On Broadway

Aladdin on Broadway

€147
per adult
96% of travellers recommend
Aladdin on Broadway
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.

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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.