City Island Holidays from NZ$2,296

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The Latest City Island Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was NZ$2,790, price is now NZ$2,296 per person
NZ$2,296
per person
23 Aug - 26 Aug
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (7,435 reviews)
Rooms could Use a mini fridge or Ice Buckets for drinks.

Reviewed on 20 June 2026

Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was NZ$2,996, price is now NZ$2,329 per person
NZ$2,329
per person
22 Aug - 26 Aug
found 20 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (3,144 reviews)
The location is amazing. Near to the subway for a quick ride to Times Square. But everything you need in walking distance. Near to la guardia airport. Rooms are small but comfortable and have everything you need. I would stay here again.

Reviewed on 20 June 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was NZ$3,368, price is now NZ$2,651 per person
NZ$2,651
per person
23 Aug - 26 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,593 reviews)
Honestly best hotel I have ever stayed in! The smell in the lobby was so refreshing. The rooms were beyond clean, not even a little bit of dust in sight! I would 1000% stay again if I came back to NYC. And Times Square is right around the corner. You can see the red stairs from the front door of the hotel

Reviewed on 20 June 2026

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was NZ$2,980, price is now NZ$2,438 per person
NZ$2,438
per person
22 Aug - 26 Aug
found 20 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
8.6/10 Excellent! (2,505 reviews)
Very clean, beautiful place to stay

Reviewed on 20 June 2026

Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Price was NZ$3,015, price is now NZ$2,483 per person
NZ$2,483
per person
22 Aug - 26 Aug
found 20 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (934 reviews)
Easy and early check in. Staff was welcoming and helpful. Traveled with a family of 4 (two kids), so the unit was more than enough space and the location suited our needs. Gym and laundry room was a plus! Would definitely stay here again.

Reviewed on 19 June 2026

City Island Holiday

Our pick of the best City Island Hotel Deals

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 NZ$524 per night from 1 July to 2 July
NZ$524
1 July - 2 July
includes taxes & fees
8.4/10 Very Good! (7,178 reviews)
"It was as an amazing experience overall. I would visit again."

Reviewed on 20 June 2026

Hyatt Grand Central New York
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 NZ$534 per night from 1 July to 2 July
NZ$534
1 July - 2 July
includes taxes & fees
7.4/10 Good! (8,304 reviews)
"Excelente hotel. Tiene una ubicación inmejorable, con una estación de metro justo en la esquina, lo que facilita moverse por toda la ciudad. La relación calidad-precio es excelente. Me hospedé una semana y todo funcionó perfectamente; no tuve ningún inconveniente. Aunque no tuve tiempo de disfrutar ..."

Reviewed on 20 June 2026

Sheraton New York Times Square Hotel
Pod Times Square

Pod Times Square

3 out of 5
400 W 42nd Street New York NY
Fully refundableReserve now, pay when you stay
The price is NZ$310 per night from 1 July to 2 July
NZ$310
1 July - 2 July
includes taxes & fees
9/10 Wonderful! (5,686 reviews)
"Amazing attention from the staff. Cleaned room every day. Perfect location. ❤️"

Reviewed on 20 June 2026

Pod Times Square
See all 12,127 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.

Discover the most popular places to visit in City Island

Times Square

Times Square

The electric atmosphere of the New York’s busiest square will leave your head spinning, an essential experience for all visitors.

Times Square
Central Park

Central Park

Sit back and relax in this iconic oasis of calm right in the heart of Manhattan’s concrete jungle.

Central Park
A cityscape with prominent skyscrapers, including the Empire State Building, and a large circular building with illuminated pink and purple lights.

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.

Madison Square Garden

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

NZ$144
per adult
84% of travellers recommend
New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent
Stranger Things: The First Shadow on Broadway

Stranger Things: The First Shadow on Broadway

NZ$156
per adult
Stranger Things: The First Shadow on Broadway
Edge Observation Deck at Hudson Yards

Edge Immersive Observation Deck Ticket

NZ$69
per adult
98% of travellers recommend
Edge Immersive Observation Deck Ticket
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.