City Island Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Top City Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Lyndhurst Meadowlands

Courtyard by Marriott Lyndhurst Meadowlands

3 out of 5
Price was CA $1,315, price is now CA $841 per person
CA $841
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,009 reviews)
Mostly clean, no free anything for breakfast and staff gives you an attitude for even asking. You would think it would be included considering I spent over $500 for just two nights

Reviewed on Aug. 15, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,302, price is now CA $2,350 per person
CA $2,350
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.

Reviewed on Aug. 21, 2025

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Price was CA $1,924, price is now CA $1,140 per person
CA $1,140
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,296 reviews)
The front desk staff was great and friendly.

Reviewed on Aug. 22, 2025

Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
Price was CA $1,361, price is now CA $863 per person
CA $863
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,466 reviews)
Beautiful view. Next to PATH train.

Reviewed on Aug. 22, 2025

Night Hotel Broadway

Night Hotel Broadway

2.5 out of 5
Manhattan
Price was CA $1,529, price is now CA $996 per person
CA $996
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
7/10 Good! (2,305 reviews)
Though they could not match the price I attained through this third party site, the hotel did have accommodations and I felt safe.

Reviewed on Aug. 22, 2025

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City Island Hotel Deals

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 CA $231 per night from Sep 1 to Sep 2
CA $231
CA $325 total
Sep 1 - Sep 2
includes taxes & fees
7.4/10 Good! (4,362 reviews)
"Close to everything"

Reviewed on Aug. 23, 2025

Sheraton New York Times Square Hotel
Hotel St. James

Hotel St. James

2.5 out of 5
109 W. 45TH ST., New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $251 per night from Aug 25 to Aug 26
CA $251
CA $293 total
Aug 25 - Aug 26
includes taxes & fees
8.6/10 Excellent! (6,281 reviews)
"The staff was amazing!"

Reviewed on Aug. 23, 2025

Hotel St. James
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 CA $178 per night from Sep 1 to Sep 2
CA $178
CA $273 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (4,615 reviews)
Edison Hotel
"Room was lovely and clean. Staff were very helpful and the breakfast was very nice. Perfect place to stay. So close to Times Square."

Reviewed on Aug. 23, 2025

Hotel Edison Times Square
See all 10,685 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in City Island

Times Square

Times Square

4.5/5(3,459 reviews)

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

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

Central Park

4.5/5(2,909 reviews)

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

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

Broadway

4.5/5(2,214 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

SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

CA $71
per adult
92% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
Statue of Liberty & Ellis Island Tour + Pedestal Access

Statue of Liberty & Ellis Island Tour: All Options

CA $92
per adult
94% of travellers recommend
Statue of Liberty & Ellis Island Tour: All Options
Empire State Building General & Skip-the-Line Ticket Options

Empire State Building General & Skip-the-Line Ticket Options

CA $62
per adult
88% of travellers recommend
Empire State Building General & Skip-the-Line Ticket Options
See all activities in City Island

Frequently asked questions

How much does a City Island vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in City Island from just CA $841. And the more you bundle, the more cash you save. The getaway of your dreams has never been so affordable.
How do I get a cheap travel package to City Island?
Our City Island vacation packages promise plenty of savings for the savvy traveler. For the best deals, simply combine your hotel, flights and rental cars into an affordable package. But bargain prices are just the beginning of your next awesome adventure. Book with Expedia and you'll have more than 550 airlines and 1,000,000 hotel options worldwide to pick from. Whatever your budget or style, there's a package that's perfect for you.
How far in advance should I book my City Island vacation?
While not all air carriers advertise tickets early, you can normally start comparing international airfares on Expedia up to 12 months in advance. This is when you'll bag some incredible bargains. If you're booking at the last minute, you could still be in luck. Low prices sometimes emerge only weeks prior to departure.
What does an Expedia City Island travel package include?
It's up to you! You can select from a range of City Island packages, such as a flight, hotel and rental car. You can also book a hotel and a flight, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your dream City Island vacation looks like, get set to save!
What should I know before booking a City Island travel package?
Bundling your bookings into a City Island vacation package is the easiest way to organize your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a City Island Expedia vacation package?
Yes, and with more than 550 airlines to select from worldwide, you're not short on choice. Have a look through the available options and find out which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my City Island vacation package?
Yes, you can. We totally understand that even the best-laid plans can fail, so we're happy to help if you need to make changes to your City Island vacation package. You may be able to amend or cancel your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.