City Island Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

City Island Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
NOVA HOTEL BRONX

NOVA HOTEL BRONX

2 out of 5
Price was S$2,916, price is now S$2,395 per person
S$2,395
per person
16 Jul - 19 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to Newark Liberty Intl. Airport (EWR)
7.8/10 Good! (649 reviews)
Very limited room amnesties.

Reviewed on 8 May, 2026

WestHouse New York

WestHouse New York

5 out of 5
Manhattan
Price was S$3,585, price is now S$2,776 per person
S$2,776
per person
16 Jul - 19 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,005 reviews)
We absolutely enjoyed our stay! The staff were excellent special shout out to Telik and Nick. Beautiful decor. I highly recommend it.

Reviewed on 29 Apr, 2026

Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was S$2,931, price is now S$2,397 per person
S$2,397
per person
16 Jul - 19 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (3,012 reviews)
It was good for the price

Reviewed on 8 May, 2026

Kixby

Kixby

4 out of 5
Manhattan
Price was S$3,527, price is now S$2,892 per person
S$2,892
per person
16 Jul - 19 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.4/10 Exceptional! (1,868 reviews)
A perfect hotel for our stay - would definitely recommend and would stay again. Great location, comfy rooms and big bed! Rooftop bar was fabulous - small and bougie - and such a fantastic base for 5 days of NYC fun :-)

Reviewed on 8 May, 2026

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
Price was S$3,566, price is now S$2,936 per person
S$2,936
per person
16 Jul - 19 Jul
found 1 day ago
Return direct flight included
Singapore (SIN) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (3,629 reviews)
Loved my stay! The coffee shop, rooftop bar, club, all the amenities were wonderful. Hotel was beautiful, I went with the higher floor and did not regret it. Would book again and again.

Reviewed on 6 May, 2026

Top hotels in City Island

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 S$265 per night from 25 May to 26 May
S$265
25 May - 26 May
includes taxes & fees
8.6/10 Excellent! (5,526 reviews)
Comfortable and clean

Reviewed on 8 May, 2026

Hotel Edison Times Square
NEW YORKER BY LOTTE HOTELS

NEW YORKER BY LOTTE HOTELS

4 out of 5
481 Eighth Ave. New York NY
Fully refundableReserve now, pay when you stay
The price is S$294 per night from 25 May to 26 May
S$294
25 May - 26 May
includes taxes & fees
8.2/10 Very Good! (6,721 reviews)
I love the old art deco authenticity of this hotel, and the view is spectacular. The tick tock diner is so convenient and delish. Fabulous!

Reviewed on 8 May, 2026

NEW YORKER BY LOTTE HOTELS
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 S$359 per night from 25 May to 26 May
S$359
25 May - 26 May
includes taxes & fees
7.4/10 Good! (7,860 reviews)
The room was a bit too noisy. We can hear the noises coming from the streets. We got a issue with the bathroom (bathtub and toilet clogged). We had to call the reception and they sent someone right away to fix the problem. We appreciate. Everything else was good.

Reviewed on 8 May, 2026

Sheraton New York Times Square Hotel
See all 12,220 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.

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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.