Flatiron District Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Holiday Package Deals in Flatiron District

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was CA $1,578, price is now CA $991 per person
CA $991
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.6/10 Good! (3,805 reviews)
Great stay for a short time. Clean room just needed sun blocking curtains or binders otherwise great stay

Reviewed on Nov 2, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $3,267, price is now CA $2,003 per person
CA $2,003
per person
Dec 21 - Dec 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was CA $4,408, price is now CA $2,752 per person
CA $2,752
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $2,000, price is now CA $1,302 per person
CA $1,302
per person
Jan 8 - Jan 14
found 12 hours ago
Roundtrip flight included
Calgary (YYC) to New York (JFK)
9.2/10 Wonderful! (1,000 reviews)
Great!! Everything was great

Reviewed on Oct 31, 2026

The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Manhattan
Price was CA $2,084, price is now CA $1,380 per person
CA $1,380
per person
Jan 7 - Jan 10
found 10 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
9.6/10 Exceptional! (1,006 reviews)

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

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

Heritage Hotel

Heritage Hotel

2.5 out of 5
18 West 25th Street New York NY
Fully refundableReserve now, pay when you stay
The price is CA $231 per night from Nov 8 to Nov 9
CA $231
CA $270 total
Nov 8 - Nov 9
includes taxes & fees
8.2/10 Very good! (1,890 reviews)
"Overpriced Saturdays in New York. I get it. You gotta do what you gotta do. I’m not crazy about the fact that I can hear my neighbor’s phone conversation as if he’s having it in my bathroom, but it was otherwise snug and accommodating for what I needed. Helpful staff. Nice area. Overall “good.”"

Reviewed on Nov 2, 2026

Heritage Hotel
The Flat NYC

The Flat NYC

2 out of 5
25 West 24th Street, Flatiron District New York NY
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from Nov 22 to Nov 23
CA $219
CA $256 total
Nov 22 - Nov 23
includes taxes & fees
The Flat NYC
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 $250 per night from Nov 9 to Nov 10
CA $250
CA $356 total
Nov 9 - Nov 10
includes taxes & fees
ROW NYC
See all 12,524 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
Beach Vacations
Family Vacations
Family Vacations

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 $991. 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 large glass sphere reflecting a cityscape, with a tall building in the background and a tree in the foreground.
Photo by gavvykins
Open Photo by gavvykins

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

Madame Tussauds New York Celebrity Wax Museum

Madame Tussauds New York Celebrity Wax Museum

CA $46
per traveller
92% of travellers recommend
Madame Tussauds New York Celebrity Wax Museum
SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

CA $68
per adult
94% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
Tyrannosaurs rex skeleton in the American Museum of Natural History in New York

American Museum of Natural History Tickets

CA $50
per adult
82% of travellers recommend
American Museum of Natural History Tickets
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.