Flatiron District Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Flatiron District

Price found within the past 48 hours. Click for updated prices.
The Wall Street Inn

The Wall Street Inn

3 out of 5
Manhattan
Price was CA $1,612, price is now CA $1,007 per person
CA $1,007
per person
Aug 20 - Aug 25
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
Lovely spot convenient to the activities we were doing. Very friendly and helpful stuff.

Reviewed on Jul 5, 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was CA $2,089, price is now CA $1,258 per person
CA $1,258
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (7,519 reviews)
Ac went out in the hotel for more than a day. Was miserably hot with 84% humidity and could only offer a fan. There was banging outside all night due to neighboring trash business, which kept us up all night. The auto blinds kept rolling up by themself, which also kept waking us up. Hairdryer was broke, and water pressure is poor and went cold several times. It’s a charming old hotel but definitely NOT worth the price and needs updated. Staff was pleasant and room was clean! Location is great but only if you don’t like to sleep!

Reviewed on Jul 9, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $2,993, price is now CA $1,881 per person
CA $1,881
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,652 reviews)
Amazing. Great service. Great location

Reviewed on Jul 9, 2026

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was CA $2,358, price is now CA $1,498 per person
CA $1,498
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (2,253 reviews)
Great city hotel. Ideal for family of 4 with two teenage boys as it had a joining room but they still got a queen bed each. Perfect for our World Cup and city break. Also ideally suited in midtown/chelsea so easy to get to places in all directions. Also had World Cup matches on in there patio area on a big screen which was a great addition.

Reviewed on Jul 9, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,806, price is now CA $1,784 per person
CA $1,784
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,130 reviews)
The free breakfast is not worth it— very crowded and mediocre buffet. The room was nice, shower gets the whole bathroom floor wet. Great location to visit Times Square! Overall we would stay again!

Reviewed on Jul 9, 2026

Where to stay in Flatiron District

Find the best Flatiron District areas and neighborhoods for the activities you enjoy most. Learn more about Flatiron District
A busy urban square with tall buildings, American flags, and a crowd of people.

Manhattan

8 out of top 10 points of interest in this area
4.5/5(3,072 area reviews)

Densely populated and culturally rich, this area boasts iconic attractions like Times Square, Central Park, and Grand Central Terminal. Explore diverse neighborhoods, such as bustling Chinatown and vibrant Koreatown, while enjoying world-class shopping on Fifth Avenue.

Find hotels in Manhattan

Flatiron District Hotel Deals

Hotel Henri NY

Hotel Henri NY

2 out of 5
39 W 24 St New York NY
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Jul 12 to Jul 13
CA $135
CA $209 total
Jul 12 - Jul 13
includes taxes & fees
8.4/10 Very good! (877 reviews)
"We had to request a clean comforter for our bed. Other than that, it was okay. Nothing else really."

Reviewed on Jul 8, 2026

Hotel Henri NY
ROW NYC

ROW NYC

4 out of 5
700 8th Avenue New York NY
Fully refundableReserve now, pay when you stay
The price is CA $274 per night from Jul 26 to Jul 27
CA $274
CA $385 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (260 reviews)
"It was a good stay. Location is also good."

Reviewed on Jul 9, 2026

ROW NYC
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 CA $248 per night from Jul 26 to Jul 27
CA $248
CA $355 total
Jul 26 - Jul 27
includes taxes & fees
8.4/10 Very good! (7,320 reviews)
"Super convenient location, especially on rainy days, with direct access to Grand Central Station. The lobby is beautiful, and the elevators are quick and efficient. While the rooms are a bit outdated, they are still comfortable. Overall, it was a pleasant stay, and I would definitely return."

Reviewed on Jul 8, 2026

Hyatt Grand Central New York
See all 13,163 properties in Flatiron District
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
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Frequently asked questions

How much does a Flatiron District vacation package cost?
We make it simple to see the world, with Flatiron District packages starting from as low as CA $1,007. You'll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate getaway, why not add a couple of activities and tours to your travel itinerary?
How do I get a cheap travel package to Flatiron District?
Browse and lock in everything all in one place with our Flatiron District vacation packages. You'll discover deals on hotels, flights, tours and more that'll keep your budget happy and your adventurous spirit alive. And, with more than 550 partner airlines and 1,000,000 properties worldwide to pick from, there are endless opportunities to mix and match as you please.
Where should I stay in Flatiron District?
Take the hassle out of sightseeing by staying just around the corner from Flatiron District's big attractions. Times Square and Broadway are two traveler favorites.
What are the top hotels in Flatiron District?
Secure a room at Heritage Hotel. It's one of the neighborhood's most popular properties. Another great option in Flatiron District is SpringHill Suites by Marriott New York Midtown Manhattan/Park Avenue.
How far in advance should I book my Flatiron District vacation?
To score cheap prices, book nice and early. Air carriers generally begin selling tickets, along with some of the lowest fares, nearly a year prior to departure. Hotels, car rental and experiences should also be booked well in advance so you can have the pick of the bunch. If you're in need of a last-minute getaway to Flatiron District, there are always plenty of great bargains to be had on Expedia. Book something in today!
What does an Expedia Flatiron District travel package include?
You can choose from a combination of flights, rental cars and hotels. Once you've made your booking, you can add activities and tours. Want to pick your fare class? That's easily done too. The choice is all yours when it comes to arranging your perfect Flatiron District getaway.
What should I know before booking a Flatiron District travel package?
A travel package can be customized for your budget and is a fantastic way to stretch your dollars further. How little or much you include is totally up to you. Rental cars, hotels and flights — come up with a combination that suits your style.
Can I choose my airline with a Flatiron District Expedia vacation package?
Yes, and with over 550 airlines to select from all over the world, you have loads of choice. Search the available options and find out which airline suits your budget and needs.
If I'm not able to travel, can I cancel my Flatiron District vacation package?
Yes, you can. We get that even the best-laid plans can go awry, so we're here to help if you need to make changes to your Flatiron District vacation package. It may be possible to cancel or change your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Head to our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.

Stay near popular Flatiron District attractions

A park with a large sculpture, trees, and tall buildings in the background.

Madison Square Park

9.0/10 (122 reviews)
With the iconic Flatiron Building presiding over you, enjoy a peaceful retreat in Midtown at one of Manhattan’s most iconic parks.
See properties

Things to do

American Dream: SEA LIFE New Jersey Aquarium

American Dream: SEA LIFE New Jersey Aquarium

CA $47
per traveller
88% of travellers recommend
American Dream: SEA LIFE New Jersey Aquarium
Tyrannosaurs rex skeleton in the American Museum of Natural History in New York

American Museum of Natural History Tickets

CA $53
per adult
82% of travellers recommend
American Museum of Natural History Tickets
Central Park Zoo Admission Ticket with 4D Theater Access

Central Park Zoo Admission Ticket with 4D Theater Access

CA $33
per adult
84% of travellers recommend
Central Park Zoo Admission Ticket with 4D Theater Access
See all activities in New York
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.