A city street lined with cherry blossom trees, tall buildings, and a bus.
Photo by David M. Simpson
Open Photo by David M. Simpson

Flatiron District Vacations from $453

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

Your Flatiron District Vacation

Shopping, history and culture are just some of the things waiting for you when you book a vacation package to Flatiron District. Whether you're chasing adventure, relaxation or something else, this food-lovers neighborhood is likely to have it. Start your trip to Flatiron District by visiting nearby attractions such as Times Square, Broadway and Rockefeller Center. Whatever your ideal Flatiron District vacation looks like, you can make it a reality with Expedia.

The Latest Flatiron District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 16 - Jan 19

    Margaritaville Resort Times Square + Flight

    Manhattan
    3 nights
    4.0 star property
    9.0/10 - Wonderful (4,134 reviews)
    "Great location and check in was simple. Walkable to lots and Times Square. Restaurants and bars are great but cannot charge to your room so that was a pain if you want to do that. Check out was the only issue. Check out was at 12 and we decided to get breakfast first. Got back to room aroud 11:40 and room key no longer worked. They shut it off. Had to go do lobby and wait in line to get it turned back on which was a bit stressful. Others had the same thing happen to them so I would watch out for..."
    Reviewed November 13, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - LGA • Nonstop EWR - ATL • Nonstop
    $715
    $453
    per traveler
    found 1 day ago
    Margaritaville Resort Times Square
  • Jan 7 - Jan 10

    JW Marriott Essex House New York + Flight

    Manhattan
    3 nights
    4.5 star property
    8.8/10 - Excellent (1,001 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - LGA • Nonstop EWR - ATL • Nonstop
    $1,448
    $731
    per traveler
    found 1 day ago
    JW Marriott Essex House New York
  • Jan 22 - Jan 24

    The St. Regis New York + Flight

    Manhattan
    2 nights
    5.0 star property
    9.2/10 - Wonderful (295 reviews)
    "The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong"
    Reviewed November 6, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop JFK - ATL • Nonstop
    $1,729
    $1,000
    per traveler
    found 1 day ago
    The St. Regis New York
  • Jan 7 - Jan 10

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    3 nights
    4.0 star property
    9.0/10 - Wonderful (3,462 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - LGA • Nonstop EWR - ATL • Nonstop
    Save 100% on your flight
    $790
    $482
    per traveler
    found 1 day ago
    Hotel Riu Plaza New York Times Square
  • Jan 3 - Jan 9

    Hotel St. James + Flight

    Manhattan
    6 nights
    3.0 star property
    8.8/10 - Excellent (8,216 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - EWR • Nonstop EWR - ATL • Nonstop
    Save 100% on your flight
    $921
    $576
    per traveler
    found 1 day ago
    Hotel St. James

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
Learn more about Flatiron District

Brooklyn

This bustling borough has everything — from pizza slices and pretzel vendors, to trendy galleries, and vintage stores -- all with killer views of the Manhattan skyline.

Midtown

Central portion of NYC, Midtown Manhattan boasts iconic landmarks like the Empire State Building and Times Square. Explore Broadway, Koreatown, and enjoy easy access to major transportation hubs like Grand Central Terminal.

Bronx

New York’s northernmost borough is one of its most diverse, featuring beautiful natural spaces alongside engaging history and the rousing spirit of its residents.

Williamsburg

Experience contemporary art, hipster culture, and vibrant nightlife in this Brooklyn gem. Discover cutting-edge galleries, trendy bars, and eclectic eateries for a taste of modern urban living.

Central New York City

Known for its soaring skyscrapers and eye-catching views, there's plenty to explore in Central New York City. Check out top attractions like Times Square and Rockefeller Center, and jump on the metro at 49th St. Station or 50 St. Station (Broadway) to see more of the city.

Discover the most popular places to visit in Flatiron District

What to do near Flatiron District

Flatiron District Hotel Deals

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.