Flatiron District Vacation Packages

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Top Holiday Package Deals in Flatiron District

Price found within the past 48 hours. Click for updated prices.
Outsite Chelsea

Outsite Chelsea

2 out of 5
Manhattan
Price was CA $1,151, price is now CA $745 per person
CA $745
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (10 reviews)
Nice stay. Very low bed and little room to get in and out. Great location. If booking through Expedia, be careful to check for shared/private bathroom as the description is misleading.

Reviewed on Aug. 22, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $2,776, price is now CA $1,669 per person
CA $1,669
per person
Oct 10 - Oct 12
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

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was CA $3,020, price is now CA $1,895 per person
CA $1,895
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (129 reviews)
Love the hotel especially the design and decor. Staff is so nice and professional. Room service food is excellent. The only negative is the lack of an in-house gym. Would stay again.

Reviewed on Aug. 22, 2025

The Mark

The Mark

5 out of 5
Manhattan
Price was CA $3,912, price is now CA $2,499 per person
CA $2,499
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (681 reviews)
This is a perfect location!

Reviewed on Aug. 17, 2025

Waldorf Astoria New York

Waldorf Astoria New York

5 out of 5
Manhattan
Price was CA $4,443, price is now CA $2,855 per person
CA $2,855
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
10/10 Exceptional! (1 review)

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
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Manhattan

8 out of top 10 points of interest in this area
4.5/5(3,032 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

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 $242 per night from Sep 1 to Sep 2
CA $242
CA $282 total
Sep 1 - Sep 2
includes taxes & fees
8/10 Very Good! (1,567 reviews)
"Our stay was great! The staff was very friendly and welcomed us each time we walked in the front. The area around is very walkable and we felt very safe, even when walking at night. You do have to request room service, but they were very responsive when we called or talked to the front desk."

Reviewed on Aug. 23, 2025

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 $278 per night from Aug 26 to Aug 27
CA $278
CA $324 total
Aug 26 - Aug 27
includes taxes & fees
8.6/10 Excellent! (607 reviews)
"Not having a private bathroom was a bit of a disappointment but overall - clean, convenient, reasonably priced and great service."

Reviewed on Aug. 21, 2025

The Flat NYC
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
See all 11,557 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.
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All Inclusive 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 $745. 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.

Discover the most popular places to visit in Flatiron District

Madison Square Park

Madison Square Park

4/5(7 reviews)

With the iconic Flatiron Building presiding over you, enjoy a peaceful retreat in Midtown at one of Manhattan’s most iconic parks.

Madison Square Park
Flatiron Building

Flatiron Building

5/5(2 reviews)

One of New York City’s first skyscrapers is a historic feat of architectural engineering and design, and remains one of the city’s most iconic and photographed buildings.

Flatiron Building

Things to do

Harry Potter Shop New York: Magical Experiences

Harry Potter Shop New York: Magical Experiences

CA $66
per adult
Harry Potter Shop New York: Magical Experiences
The Ultimate NYC Secondhand Shopping Experience

The Ultimate NYC Secondhand Shopping Experience

CA $81
per adult
88% of travellers recommend
The Ultimate NYC Secondhand Shopping Experience
Private Times Square Walking Tour

Private Times Square Walking Tour

CA $17
per adult
Private Times Square Walking Tour
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.