Flatiron District Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    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.
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

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $1,911, price is now CA $1,110 per person
CA $1,110
per person
Oct 26 - Oct 31
found 4 hours ago
Roundtrip flight included
Calgary (YYC) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
This place is the bomb. Loved our suite, loved the pool and the breakfast was wonderful

Reviewed on Aug. 12, 2025

Staypineapple, An Artful Hotel, Midtown

Staypineapple, An Artful Hotel, Midtown

3 out of 5
Manhattan
Price was CA $1,467, price is now CA $900 per person
CA $900
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,037 reviews)
very friendly staff, water refill, good location although the particular street is not so nice,

Reviewed on Aug. 20, 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

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
Default Image

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 Aug 25 to Aug 26
CA $242
CA $282 total
Aug 25 - Aug 26
includes taxes & fees
8/10 Very Good! (1,563 reviews)
"Heritage Hotel is very conveniently located in a walkable, safe area with lots of dining, drinking, transport, and park options. While I respect a place’s check-in/out times this place made everyone in the lobby wait til 3 before they’d even deal with you at the desk so come 3 there was a big rush ..."

Reviewed on Aug. 17, 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 $218 per night from Aug 25 to Aug 26
CA $218
CA $255 total
Aug 25 - Aug 26
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.
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 $841. 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

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

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.