Madison Square Park Tours
1,127 Reviews

Madison Square Park is a bustling, leafy square that's packed with benches and tucked into New York's Flatiron District. Offices, trendy restaurants, and an architectural landmark—the Flatiron Building—surround Madison Square, situated at Broadway at 23rd Street. Stop for a rest in the park on a busy day exploring Manhattan.
The Basics
Enjoy public art, use the Wi-Fi, or let kids explore an award-winning playground while relaxing in Madison Square Park. The park is easy to visit independently, but to get more out of your experience, take a neighborhood walking tour, history tour, or bike tour. Guided private tours are also a top choice, since most offer flexible itineraries and allow you to visit at your leisure.
Things to Know Before You Go
How to Get There
The easiest way to get to Madison Square is via subway. Take the N, Q, R, or W train to 23rd Street (on Broadway), or the 6 train to 23rd Street (on Park Avenue). Or, arrive by city tour; numerous tours pass by the park and offer the opportunity to experience the neighborhood.
When to Get There
Madison Square is a year-round destination, though it's most enjoyable in mild weather, with the sun shining. Plan to arrive in spring, summer, or autumn for New York's most pleasant weather. During the week, there's a lunch rush—so expect crowds around noon. Foodies should check the calendar, since the park also hosts several culinary events yearly.
Shopping in Herald Square
A few blocks up Broadway, find Herald Square—one of New York's premier shopping areas. There you'll find dozens of brand-name stores, including the Macy's flagship location, at 34th Street and Broadway. The store, which opened in 1902, is packed with designer clothes, cosmetics, and jewelry. Take a ride on the fully operational 1930s wooden escalators.
The Basics
Enjoy public art, use the Wi-Fi, or let kids explore an award-winning playground while relaxing in Madison Square Park. The park is easy to visit independently, but to get more out of your experience, take a neighborhood walking tour, history tour, or bike tour. Guided private tours are also a top choice, since most offer flexible itineraries and allow you to visit at your leisure.
Things to Know Before You Go
- Several city sightseeing tours visit the park, and typically run from two hours to a full day.
- Specialized tours—including food tours—are a great way to see the park, learn about the neighborhood, and sample local cuisine.
- History fans should see the square's Eternal Light Flagstaff, honoring soldiers and sailors from World War I.
- There's a popular food kiosk in the park; try to arrive at off hours to avoid the lines.
How to Get There
The easiest way to get to Madison Square is via subway. Take the N, Q, R, or W train to 23rd Street (on Broadway), or the 6 train to 23rd Street (on Park Avenue). Or, arrive by city tour; numerous tours pass by the park and offer the opportunity to experience the neighborhood.
When to Get There
Madison Square is a year-round destination, though it's most enjoyable in mild weather, with the sun shining. Plan to arrive in spring, summer, or autumn for New York's most pleasant weather. During the week, there's a lunch rush—so expect crowds around noon. Foodies should check the calendar, since the park also hosts several culinary events yearly.
Shopping in Herald Square
A few blocks up Broadway, find Herald Square—one of New York's premier shopping areas. There you'll find dozens of brand-name stores, including the Macy's flagship location, at 34th Street and Broadway. The store, which opened in 1902, is packed with designer clothes, cosmetics, and jewelry. Take a ride on the fully operational 1930s wooden escalators.
Address: Broadway and Fifth Ave, New York, NY 10010, USA
23 Tours and Activities to Experience Madison Square Park
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New York in One Day Guided Sightseeing Tour
Make the most of your time in the city that never sleeps on a guided tour of NYC’s top attractions. Travel by both boat (seasonal) and bus as you swing by the 9/11 Memorial, Central Park, Rockefeller Center and more. Then hop aboard a luxury boat for a sightseeing cruise past the Statue of Liberty and Ellis Island, complete with stunning views of the world-famous skyline and Brooklyn Bridge.
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From
$89.00
From
$89.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff

Flatiron Food, Architecture, and History Tour
See two of New York City’s most iconic and picturesque neighborhoods, Flatiron and Union Square, on this food, architecture, and history walking tour. Try tastings at some of the most unique food stops in the city. Visit Caffe Lavazza at Eataly Market, an epic artisanal Italian food emporium. Also, enjoy a classic New York pastrami sandwich from a historic spot and try Big Apple’s best grilled cheese sandwich.
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From
$60.00
From
$60.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff

New York City Luxury Bus Tour with Harbor Cruise
See New York City’s highlights on a 5-hour tour by luxury bus and harbor cruise, and experience the Big Apple in style and comfort. Cruise through Wall Street’s soaring concrete canyons, capture moving images of the 9/11 memorial, then continue to the elegant avenues that line Central Park. Pause to explore Grand Central Terminal and the Met, and board a sightseeing cruise across the New York Harbor. Enjoy sweeping views of the city from the water, where the Statue of Liberty gazes across to the unforgettable Manhattan skyline.
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From
$109.00
From
$109.00

Complete Manhattan and Central Park Bike Tour
Explore Manhattan more easily, quickly, and smoothly than you could on foot or public transport on this bike tour. Pedal through Lower Manhattan, breeze along the waterfront, discover Central Park, and explore Midtown; all without worrying about navigation or whether you’ve covered the must-sees. Check out Little Italy, SoHo, and more; learn tales of the sights you’d miss otherwise, and enjoy a break for lunch (own cost) on route.
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From
$88.00
From
$88.00

Manhattan Neighborhoods with Central Park Bike Tour
New York’s vast size and confusing transit system can be overwhelming to navigate. On an active and eco-friendly cycling tour, cover the city’s major highlights without getting lost or stuck underground on the subway. Rides through popular areas including Southstreet Seaport, Chelsea Piers, the Upper West Side, and Central Park give you a feel for New York City’s bustling atmosphere and leave you with a lay of the land.
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From
$88.00
From
$88.00

New York City Scavenger Hunt: Midtown Park Hopper
Let’s Roam is the #1 app-led scavenger hunt company. Walk to all the best landmarks and hidden gems, answering trivia questions and solving challenges. Work with your team or compete against them, as you learn new facts and create memorable experiences. Let’s Roam Scavenger Hunts are great as an everyday activity, or for bachelorette parties, birthday parties, corporate team building events and more! Each player chooses an interactive role, with challenges varying by person.
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From
$12.31
From
$12.31

Shop 3 Secret Bargain NYC Stores
Designed for fashion-forward travelers on a budget, this thrift store shopping tour takes you to three of NYC’s best places to browse trendy secondhand pieces at rock-bottom prices. Spend nearly an hour at each shop, where your guide is happy to offer styling tips and help you find hidden treasures. Along the way, stroll through New York’s Garment District and get local insight into the city’s fashion industry.
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From
$40.00
From
$40.00

NYC Highlights Private Tour by Foot and Subway
Traverse the Big Apple by foot and subway and discover the best of New York City on this private tour. See famous landmarks such as Rockefeller Center, the World Trade Center, the Brooklyn Bridge, and more during this 4-hour excursion. Learn about the city’s history and culture from your informative guide and customize parts of the itinerary based on your interests and preferences.
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From
$426.67
per group
From
$426.67
per group
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff

Private NYC Highlights by Chauffeured Escalade
Make the most of your time in New York on a private tour of the city’s highlights. Your personal guide and separate chauffeur ensure easy access to locations on the day’s itinerary, which is customized to fit your needs and interests. You’ll see more of the city than you ever could by foot, cab, or public transit, and leave with an insider’s perspective on its most iconic neighborhoods.
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From
$1,066.67
per group
From
$1,066.67
per group

History, Architecture and Live Jazz Tour: Flatiron/Gramercy
Discover New York that tourists don't usually get to see. The tour starts in one of the oldest bars in New York famed by its literary history. A Prohibition-era speakeasy, it stayed open despite the law and survived in its original form.
We'll take a walk along the path not usually visited by tourists where we'll see a private park and facades of private clubs. We'll get to a vantage point from which we'll be able to see some of New York's most fascinating buildings. I’ll share some of my favorite New York tales filled with daring, ambition, movie characters, love, murder, Prohibition, and ladies' skirts. We'll finish our journey in one of the city's most elegant Prohibition-style parlor where exquisite whiskey cocktail and sounds of jazz will make you feel like a Great Gatsby.
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From
$70.00
Price varies by group size
From
$70.00
Price varies by group size
Hand sanitizer available to travelers and staff
Social distancing enforced throughout experience

Hidden Gems Of New York City With A Local Host
Go off the tourist path with help from a local on this guided, half-day tour that reveals lesser-known sights. Let your local guide take you to markets, shops, restaurants not listed in your travel books. Customize your tour and travel at your own pace stopping to explore areas of interest so you can see the city like a local.
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From
$180.65
Price varies by group size
From
$180.65
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff

Lower Manhattan & Midtown Manhattan Private Walking Tour
Skip the effort of exploring Lower and Midtown Manhattan on your own with this private walking tour. With a guide to lead the way and furnish you with historical tales, it’s an easier and more enlightening option than sightseeing alone. Hear stories of Alexander Hamilton, visit Wall Street, and the 9/11 Memorial Plaza; and then head uptown to see the Empire State, Grand Central, and lesser-known treasures many visitors miss.
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From
$121.90
Price varies by group size
From
$121.90
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers

Lower Manhattan & Midtown Manhattan Semi-Private Walking Tour: Max 8 People
Visit two of New York City’s essential districts in one day on a small-group combo tour of Lower Manhattan and Midtown. See where past and present collide as you learn about the city’s Dutch colonial roots layered under the economic powerhouse of Wall Street, and remember those lost at the 9/11 Memorial. Then head uptown to walk among landmark buildings like the Empire State Building and New York Public Library as you explore Midtown's architectural legacy.
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From
$121.90
Price varies by group size
From
$121.90
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers

Midtown Manhattan History & Architecture Semi-Private Walking Tour: Max 8 People
New York City is home to some of the most important architectural and historical sites in the country, and can be an overwhelming destination to tour on your own. With this Midtown tour, take in the top landmarks with a guide in just hours. Enjoy the personal attention of a small group while exploring sites like Madison Square Park, the Flatiron, MetLife, and Empire State Buildings, and New York Public Library.
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From
$73.14
Price varies by group size
From
$73.14
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers

Midtown Manhattan History & Architecture Walking Tour - Private Tour
Get the inside story on the architecture that defines Manhattan’s skyline with a private walking tour of Midtown—the bustling heart of New York City. From the Empire State Building and other iconic skyscrapers to functional landmarks like Grand Central Station and the New York Public Library, see many of the city’s most impressive historic buildings while learning about their history and the preservation efforts that keep them gleaming for future generations.
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From
$73.14
Price varies by group size
From
$73.14
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers

Explore the Ruins of a Forgotten City in the Middle of Manhattan Walking Tour
Discover remnants of the Gilded Age in New York City during this history-themed walking tour. Explore the Manhattan streets around the Flatiron Building and Madison Square Park as you learn about the neighborhood’s architecture from your guide in a small-group atmosphere. Plus, you’ll get a new perspective on familiar streets with this informative tour.
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From
$42.00
From
$42.00

5-hour Private Custom City Sightseeing Tour from New York
All attractions showing under "Tour Details" are options to choose from. The number of sites do-able in the 5-hour time frame will be determined in consultation with your tour guide before the tour.
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From
$318.94
per group
From
$318.94
per group

3-Day Immersive Photography Workshop in New York City
Spend three days seeing the sites, landmarks and top attractions of the Big Apple during this dream tour for any photo buff. Hit nearly every city highlight and learn from a professional photographer how to best capture these icons in images. Make stops at the Brooklyn Bridge, Radio City Music Hall, the Flatiron Building, Grand Central Terminal, Rockefeller Center and more. This totally immersive city experience is perfect for serious photographers who already have an understanding of composition and camera settings. An unlimited one-week metro card and admission to Top of the Rock are included in the tour.
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From
$1,150.00
From
$1,150.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers

NYC Private Tour with Local Guide by SUV or Van
Avoid the hassle of navigating New York City streets on your own and take a private tour with a dedicated vehicle and guide. Customize your itinerary to your preferences and discover the city’s most famous landmarks like the World Trade Center, the Empire State Building, and Rockefeller Center. Sit back and enjoy the scenery as you listen to informative commentary from your guide.
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From
$1,195.00
per group
From
$1,195.00
per group
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff

Private Luxury Tour of New York City
Experience New York City in style with a fully-customizable, private luxury tour by limo, Sprinter van, or mini coach, and enjoy VIP treatment from your personal driver. Work with your guide to craft the perfect itinerary, or just set out to see the highlights of Manhattan; visit the 9/11 memorial and Wall Street, stroll the manicured grounds of Central Park and pause to explore art museums and galleries. Enjoy the tour with family, friends or a group, and discover NYC at your own pace.
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From
$1,200.00
per group
From
$1,200.00
per group

Ultimate Food, History & Architecture Tour NYC
Though New York City packed with historic sights and incredible food, it's all too easy to miss the highlights if you're designing your own itinerary. Leave the planning to your guide on this walking tour around Flatiron and Union Square covering the area's history, cuisine, and architecture. Sample culinary favorites like artisanal cheese and Italian baked goods, see some of New York's landmark buildings, and don't worry about extra spending, with all tastings included in the price.
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From
$51.20
From
$51.20

Private New York Christmas Tour with Driver and Guide
Christmas in New York City mean fabulous shopping, holiday displays, and crowded, icy sidewalks. Get a personalized introduction to New York while staying warm and dry with a convenient, 6-hour guided tour that includes door-to-door transport for up to six passengers in a private car. Create the perfect itinerary for your interests, and check off every stop on your holiday list at your own pace.
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From
$599.00
per group
From
$599.00
per group
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers

Private Flatiron Food, History & Architecture Tour
Enjoy a Flatiron smorgasbord for lunch on the Flatiron Food, Architecture & History Tour! Enjoy, food, fun with some interesting history scattered throughout. It's a great way to explore and enjoy some of New York’s best and most unique food stops! See two of New York’s most iconic and picturesque neighborhoods: Flatiron & Union Square. This tour is perfect for foodies, historians, architecture fans, adults and kids. On this tour you will enjoy gourmet tastings (enough food for lunch) and walk one mile or 1.6 km.
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From
$156.00
Price varies by group size
From
$156.00
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
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