The Best Things to Do Near New York’s Penn Station

Make the most of your time in the Big Apple with this guide to things to do near Penn station.

​The Best Attractions Near New York’s Penn Station

Penn Station — where New York’s chaos meets convenience. It’s the busiest train station in North America, with over 600,000 people passing through its doors each day. But don’t be fooled by the crowds and commuter hustle. While you may be starting your journey here, you’re also smack in the middle of a city packed with iconic sights and quirky spots, all within walking distance.

And how do I know? Because I found myself there quite recently, with only an afternoon to spare. I know New York well; my father used to live there and somewhere between the Rockefeller Center and the Staten Island Ferry, I filled my childhood memory bank with these iconic landmarks and more.

But if you don’t have family in Manhattan, where should you stay? Well, let me suggest using New York’s Penn station as a landmark when searching for hotels. 

Staying here puts you steps away from some of the most famous sights in the western hemisphere, so plan your stay at New York’s finest hotels so you can focus more on your trip and less on navigating subway maps. Ready? Let’s go.

1. The Empire State Building

Let’s start with the big one. The Empire State Building is arguably New York’s most iconic skyscraper — and for good reason. Towering at 1,454 feet, it was the world’s tallest building for nearly 40 years and still commands attention in the city’s skyline. But while the building itself is a sight to behold, the views from its observation deck are what really steal the show.

Things to Do:

• Visit the Observation Deck: Located on the 86th floor, the Empire State Building’s observation deck offers 360-degree views of the city, with breathtaking views of Central Park, the Statue of Liberty, and even the far-off waters of the Atlantic on a clear day. If you’re feeling brave, head up to the 102nd-floor indoor deck, which brings you even higher above the city.
• Explore the History: Don’t just rush up for the views — take time to check out the building’s fascinating history on display inside. The Empire State Building opened in 1931 during the height of the Great Depression, and it’s been a symbol of hope and resilience ever since. From the vintage photos to the exhibits on the building’s construction, there’s a whole lot of history packed into this landmark.

Tip: While it’s always a good idea to book your tickets in advance (especially during peak tourist season), consider buying a skip-the-line ticket if you want to avoid waiting. Pro tip — if you’re looking for a quieter experience, go early in the morning or late at night to catch those killer views with fewer crowds.

With a prime location just a few blocks from Penn Station, the Empire State Building is the perfect first stop on your adventure, especially when you’re ready to get a bird’s-eye view of the city that never sleeps.

2. Times Square

Welcome to the crossroads of the world — or at least, that’s what the locals like to call it. Times Square is everything you imagine when you think of New York City: flashing neon lights, enormous digital billboards, a thousand people jostling through the streets, and a whole lot of energy that makes you feel like you’re in the center of it all.

Things to Do:

• Take in the Lights and Chaos: Times Square is often busiest at night, when the billboards light up and the city feels even more alive. It’s the ultimate people-watching spot — you’ll see tourists snapping photos, street performers dancing, and maybe even a character or two dressed up as Spider-Man. It’s an experience that can only be described as… overwhelming in the best way.
• Catch a Broadway Show: You’re literally steps from some of the best theatre in the world. Broadway’s famous theatres host everything from long-running hits like The Lion King to the latest Tony-winning productions. If you’re in the mood for some culture (or just want to feel like you’re in a movie), grab a ticket for a show.
• Visit the Times Square Museum & Visitor Center: Need a break from the chaos? Head to the Times Square Museum, tucked inside the Visitor Center. You can learn about the history of this iconic area, from its origins as a humble intersection to becoming the vibrant entertainment epicentre it is today.
• Shop ’til You Drop: Times Square is home to flagship stores like the enormous M&M’s World and the Disney Store, both of which are just as much about the experience as the shopping. Don’t forget to stop by the enormous electronic billboard at the forever famous TKTS booth, where you can snag discounted Broadway tickets.

Tip: As much as Times Square is a must-see, it can also be pretty overwhelming. To get the most out of it without getting swept away, try going early in the morning before the crowds, or later in the evening when things start to calm down. And hey, don’t forget to grab a classic New York souvenir — your own photo with the massive glowing billboards behind you.

If Penn Station is your gateway to the city, then Times Square is its pulse. A quick walk from Penn Station, it’s the place where you can experience New York in all its chaotic, electric glory.

3. Madison Square Garden

If you’re anywhere near Penn Station, you’d be hard-pressed to miss Madison Square Garden — the world-famous arena that’s hosted everything from concerts and basketball games to political conventions and boxing matches. It’s one of the most iconic venues in New York City, and while it’s best known for its events, the building itself holds a rich history that makes it worth a visit, whether or not you’re catching a show.

Things to Do:

• Catch a Live Event: Of course, the main draw is the events that take place here. Whether you’re into sports (hello, Knicks or Rangers!), music (you might just see the next big performer here), or other entertainment like WWE or stand-up comedy, there’s always something happening. With its 20,000-seat capacity, the energy inside is electric — it’s a whole experience, not just a show.
• Take a Tour: Not attending an event? No worries. Madison Square Garden offers behind-the-scenes tours that let you explore areas typically off-limits to the public. Imagine walking through the locker rooms, sitting in the famous seats, and even standing on the stage where legends like Elton John and Billy Joel have performed. It’s a fascinating look at the magic that happens inside the “World’s Most Famous Arena.”
• Visit the MSG Retail Store: Need a souvenir? The Madison Square Garden store has plenty of gear to represent the venue or your favorite sports team. Grab a t-shirt, hat, or mug to take home as a reminder of your time at this landmark.

Tip: If you’re planning to see an event, it’s worth checking the schedule in advance — tickets for popular shows can sell out quickly. And if you’re just there for a tour, be sure to check out the special exhibits that celebrate the arena’s legendary past, like tributes to Michael Jackson’s concerts or a showcase of iconic sporting moments.

4. The High Line

If you’re craving a break from the concrete jungle, head west to the High Line — New York’s most stylish park. Built on an old elevated rail line, this unique green space stretches for 1.45 miles through Manhattan’s West Side, offering a tranquil escape with some seriously stunning views. It’s where nature meets art meets the city skyline in a perfect, peaceful collision.

Things to Do:

• Take a Scenic Walk: The High Line winds its way above the streets, so you’ll get a whole new perspective on the city as you stroll through beautifully landscaped gardens, wildflowers, and carefully curated public art installations. With plants and trees growing in unexpected places and sweeping views of the Hudson River, it’s a photographer’s dream.
• Admire the Art: As you walk, you’ll encounter rotating art exhibitions throughout the park — from sculptures to murals to multimedia installations. The High Line is known for its commitment to public art, so there’s always something new and unexpected waiting around the corner.
• Relax and People-Watch: Don’t be in a rush to get to the end. Find a bench and take a moment to breathe in the fresh air and soak in the view. If you’re lucky, you’ll catch some of the park’s community events, like outdoor yoga classes, book readings, or pop-up performances.
• Stop by the Diller-von Furstenberg Sundeck: At the southern end of the park, you’ll find the Sundeck, a beautifully designed space where you can relax on chaise lounges and take in a view of the Hudson River. It’s one of the best places to unwind, especially if you’re lucky enough to visit on a warm, sunny day.

Tip: The High Line is free to visit, and because it’s such a popular spot, it can get busy — especially during the weekends. To avoid the crowds, try to visit early in the morning or late in the afternoon. If you’re feeling peckish, stop by the Chelsea Market nearby for some delicious food options before or after your walk.

5. The Vessel & Hudson Yards

If you’re in the mood for something futuristic, head to Hudson Yards and check out The Vessel — the dazzling architectural wonder that looks like something straight out of a sci-fi movie. Standing 16 stories tall, this spiral-shaped structure is designed to be climbed, explored, and marveled at. It’s part of the massive Hudson Yards development, a new neighborhood that’s making waves for its bold design and luxury shopping options.

Things to Do:

• Climb The Vessel: The centrepiece of Hudson Yards, The Vessel is a series of staircases that allow you to climb and experience the city from different angles. It’s like a maze in the sky — with 154 flights of stairs and 2,500 steps, it’s a workout with a view. Once you reach the top, you’ll be treated to panoramic views of the surrounding neighborhood, the Hudson River, and the skyline stretching all the way to Central Park.
• Take in the Design: Even if you’re not climbing, it’s worth just standing back and admiring the design. The copper-colored structure is a piece of art, with its intricate latticework and dizzying staircases that seem to go on forever. It’s one of the most Instagrammable spots in the city, and you’ll definitely want to snap a few photos.
• Explore Hudson Yards: After you’ve had your fill of The Vessel, take some time to wander around the rest of Hudson Yards. The neighborhood is home to some seriously swanky shops (think: Chanel, Dior, and Cartier) as well as world-class dining options. If you’re into contemporary art, don’t miss the Edge, an outdoor observation deck at the nearby 50 Hudson Yards that offers a glass-floored view of the city below.
• Visit the Shops: Hudson Yards is also home to The Shops at Hudson Yards, an upscale shopping mall filled with everything from luxury brands to local boutiques. Whether you’re window shopping or looking for something special, there’s a range of high-end stores to browse.

Tip: The Vessel is free to visit, but if you want to climb, make sure to book tickets in advance, as access is limited and timed. If you’re not in the mood for the climb but still want a taste of the view, head to the Edge for a more traditional (but equally impressive) bird’s-eye view of the city.

6. The Museum at the Fashion Institute of Technology (FIT)

For a little style and substance, make your way to the Museum at the Fashion Institute of Technology (FIT). Tucked away in Chelsea, just a short walk from Penn Station, this hidden gem is a treasure trove for fashion lovers and design aficionados. Best of all? It’s totally free to visit.

Things to Do:

• Explore Fashion History: The museum features rotating exhibitions that cover everything from haute couture to streetwear, showcasing the history, culture, and art of fashion. Past exhibits have included everything from the works of legendary designers like Elsa Schiaparelli to an in-depth look at the evolution of denim. It’s a deep dive into how fashion intersects with society, history, and art.
• Admire the Textiles: As part of the larger FIT collection, the museum also houses an impressive selection of textiles, including everything from vintage fabrics to contemporary fashion statements. Whether you’re interested in the intricate weaving of ancient silks or the bold prints of modern-day designers, there’s always something fascinating to discover.
• Check Out Special Exhibits: FIT’s exhibitions often explore quirky, niche aspects of fashion. For example, they’ve featured everything from the role of fashion in music and pop culture to exhibitions about sustainable fashion, highlighting how the industry is evolving. It’s the perfect spot for fashionistas who want to go beyond just looking at clothes — you can learn about how fashion shapes and reflects the world around us.
• Take in the Design: The museum itself is housed in a sleek, modern building that’s worth a visit in its own right. With high ceilings, clean lines, and ample natural light, it’s a minimalist’s dream, providing a perfect backdrop for the dazzling fashion on display.

Tip: Since exhibits change frequently, it’s worth checking FIT’s website to see what’s on display before your visit. If you’re a fashion enthusiast, you’ll want to carve out time to really explore the details of each exhibit.

7. Bryant Park

When the hustle of New York’s streets gets a little too much, escape to Bryant Park — one of the city’s hidden gems that offers a peaceful retreat amidst the chaos. Located just a short walk from Penn Station, this 9.6-acre green space is a little slice of serenity in Midtown, offering everything from quiet lawns to lively events and everything in between.

Things to Do:

• Relax in the Greenery: Bryant Park is a perfect place to sit back and let the city swirl around you. On a sunny day, grab a chair (they’re free to use!) and people-watch, read, or just enjoy the peace and quiet in the heart of the city. If you’re lucky, you’ll catch one of the park’s seasonal blooms or a cozy corner perfect for unwinding.
• Watch Free Movies in the Summer: If you’re in town during the summer, make sure to check out Bryant Park’s outdoor movie nights. It’s one of the city’s best free activities, with classic films shown on a giant screen while you relax on the lawn with a blanket and snacks. It’s an experience that combines NYC’s love for cinema with the energy of the park — and it’s completely free.
• Ice Skating in the Winter: During the winter months, the park transforms into a winter wonderland with a small but charming ice skating rink. It’s not as big as Rockefeller Plaza, but it’s just as festive, and there’s something special about gliding on the ice surrounded by skyscrapers and twinkling lights.
• Visit the Bryant Park Winter Village: If you’re visiting around Christmas, the Bryant Park Winter Village is a must-see. The park fills with a European-style holiday market, offering everything from artisanal gifts to hot chocolate and mulled wine. You can shop, skate, or just enjoy the festive atmosphere with a warm drink in hand.
• Catch a Performance: Bryant Park often hosts free live performances, from Broadway shows to live jazz and poetry readings. Check out the park’s event calendar to see if anything is happening while you’re in the area — it’s a great way to experience New York’s cultural scene without opening your wallet.

Tip: Bryant Park can get busy, especially during lunchtime when locals take their breaks, so if you want a quieter experience, visit early in the morning or later in the evening. If you’re there in winter, bring your own gloves — or buy a pair at one of the pop-up shops near the rink.

8. Grand Central Terminal

Located just a short walk from Penn Station, this historic landmark has been a part of New York’s pulse since 1913, and stepping inside feels like stepping back in time.

Things to Do:

• Admire the Architecture: Grand Central is one of the best examples of Beaux-Arts architecture in the city, with its vaulted celestial dome, intricate marble floors, and beautiful arches. The main concourse, with its iconic four-faced clock, is nothing short of breathtaking. Take a moment to look up at the ceiling — the mural depicts the night sky with over 2,500 stars, and it’s been painstakingly restored to its original grandeur.
• Snap a Photo at the Clock: The clock at the center of the concourse is one of Grand Central’s most famous features. It’s made of opal and stands as a symbol of the city’s timeless energy. It’s also the perfect spot for a photo, whether you’re capturing the hustle and bustle or simply posing for a classic NYC snapshot.
• Visit the Grand Central Market: For a quick snack or a little shopping, head to the Grand Central Market. Here you’ll find an array of gourmet foods, artisanal cheeses, fresh produce, and more. If you’re short on time, pick up a sandwich or a sweet treat to fuel your next adventure.
• Dine at the Oyster Bar: Located in the lower level of Grand Central, the Oyster Bar is an institution. If you’re a fan of seafood, this is a must-visit. From freshly shucked oysters to New England clam chowder, it’s been serving up delicious seafood dishes since 1913.
• Take a Tour: For a deeper dive into the history of Grand Central, take one of the many tours offered throughout the week. These tours cover the building’s architectural beauty, its storied past, and its place in the history of transportation. It’s also a great way to discover some of the terminal’s lesser-known gems, like the Whispering Gallery, where you can whisper into one corner and be heard across the room.

Tip: If you’re catching a train from Grand Central, be sure to arrive a little early to soak in the beauty of the space. Also, check out the information desk for maps or any special events taking place while you’re visiting — you might just stumble upon a free concert or exhibit.

9. Chelsea Market

Just a few blocks from the High Line and a short walk from Penn Station, this indoor marketplace is a blend of culinary delights, artisanal goods, and quirky boutiques.

Things to Do:

• Eat Your Way Through the Market: Chelsea Market is packed with food stalls offering everything from freshly made tacos to mouthwatering lobster rolls. Don’t miss Los Tacos No. 1 for some of the best tacos in the city, or grab a freshly baked treat from The Doughnuttery, which serves up warm, cinnamon-sugar doughnuts made right in front of you. There’s also Lobster Place for a taste of the sea and Artisanal Fromagerie for an array of cheeses that will make your mouth water.
• Shop for Unique Goods: Beyond the food, Chelsea Market is also home to a collection of specialty shops offering everything from handcrafted jewelry and vintage finds to local art and home decor. Take some time to wander through the aisles and discover something unique to bring home.
• Try the Specialty Coffee: If you’re a coffee lover, be sure to stop by Cafe Grumpy for a perfect cup of java. Known for its sustainable coffee and laid-back vibe, it’s an ideal place to recharge before hitting the streets again.
• Explore the Hidden Corners: One of the best parts of Chelsea Market is its ability to surprise. It’s easy to get lost in the winding paths of the market, where hidden gems like local art galleries, bookstores, and vintage clothing shops can be discovered. Look up, and you might spot the building’s industrial charm with exposed pipes and unique architecture that reflect its history as a former factory.

Tip: If you’re planning to visit on the weekend, expect crowds — this place is popular. Try to visit during weekday mornings when it’s a bit quieter, allowing you to fully enjoy the experience. Don’t forget to bring an appetite because there’s a lot to taste, and a little extra room for a sweet treat is never a bad idea.

10. Explore Local Dining Spots

New York City is a food lover’s dream, and Penn Station is perfectly positioned to access some of the city’s best eats — whether you’re craving a quick bite or a leisurely meal. You’ll find everything from classic delis and pizza joints to modern twists on traditional dishes, all within a short walk from the station. So, if you’re hungry, here’s where you should head next.

Things to Do:

• Grab a Classic New York Slice: You can’t visit NYC without having a slice of pizza, and luckily, there are some legendary spots near Penn Station. Joe’s Pizza, a Greenwich Village institution, has been serving up delicious, foldable slices for decades, while L&B Spumoni Gardens offers a unique, square, Sicilian-style slice that’s a local favourite. Either way, you’re in for a true New York pizza experience.
• Delve into a Classic Deli: A classic New York deli is another must-try, and Katz’s Delicatessen is the gold standard. Though it’s a little farther from Penn Station (but worth the journey), you can also find local favorites like Carnegie Deli or 2nd Ave Deli, which serve up towering pastrami sandwiches, knishes, and pickles — the quintessential New York deli experience.
• Taste Modern Takes on Comfort Food: If you’re in the mood for something a bit more modern, head over to The Breslin at the Ace Hotel. With its rustic, stylish setting, it serves up elevated comfort food, including lamb burgers and crispy pig’s head, all paired with expertly crafted cocktails. For a casual bite with a twist, check out The Spotted Pig in the West Village, known for its famous burger and a fantastic selection of gastropub dishes.
• Indulge in International Flavours: The diversity of New York’s food scene shines brightest in its international options. Friedman’s offers a stellar gluten-free menu with a Southern twist, while Ippudo in the East Village serves up some of the city’s best ramen, made with authentic Japanese ingredients. If you’re craving something fresh and light, visit Eataly in the Flatiron District, where you can savor everything from pasta to gelato with Italian flair.
• Get Street Food-Ready: If you’re on the go and need something quick, New York’s street food scene has you covered. Grab a classic New York hot dog from a street vendor or take a bite of a pretzel from one of the many stands peppering the city’s streets. These quick bites may be simple, but they’re a part of the authentic NYC experience.

Tip: Don’t be afraid to ask locals for recommendations — New Yorkers are passionate about their food and will often point you toward hidden gems or neighborhood spots that might not show up on tourist lists. A personal tip from a local can lead to an unforgettable meal off the beaten path.

11. Soak Up the Atmosphere in a Classic Diner or with a Coffee & Bagel

Sometimes, the best way to experience New York is simply by embracing its fast-paced yet laid-back charm. And there’s no better way to do that than by heading to a classic NYC diner or grabbing a bagel and coffee for a true local experience. Whether you’re sitting down for a leisurely meal or grabbing something to-go, these quintessential New York moments will help you feel like a local — even if you’re just passing through.

Things to Do:

• Step into a Classic NYC Diner: New York is famous for its diners, and there’s no better way to soak up the city’s atmosphere than by plopping down in a booth at one of these beloved institutions. The Tick Tock Diner, just steps from Penn Station, is the perfect spot for a quick bite. With its retro vibe and classic menu, you can enjoy everything from a bacon, egg, and cheese sandwich to a diner-sized stack of pancakes. The charm of these diners lies in their comfort food and nostalgic feel, where you can always expect a warm welcome and an even warmer cup of coffee.
• Grab a Coffee & Bagel: No trip to New York is complete without a proper bagel, and there’s no better place to get one than at one of the city’s legendary bagel spots. Head to Ess-a-Bagel or Murray’s Bagels for a freshly made bagel, stuffed with your choice of cream cheese, smoked salmon, or a variety of other delicious fillings. Grab a hot coffee from a nearby deli (you’ll see locals carrying them everywhere) and stroll through the streets, feeling the pulse of the city around you.
• Experience the Fast-Paced Rhythm: New Yorkers are always on the move, and you’ll see many people with a coffee and bagel in hand as they stride down the street, heading to work or hopping on the subway. If you’re in a hurry, grab your own bagel and coffee, and take a walk through the bustling streets of the city. There’s something about moving with the crowd — dodging taxis, weaving between pedestrians, and feeling the city hum around you — that makes you feel connected to the energy of New York.

Tip: New Yorkers take their bagels seriously, so don’t be surprised if you find the local bagel spot filled with regulars, each ordering their bagels exactly how they like them. Take a cue from them and don’t be afraid to get a little creative with your bagel order — you’ll find everything from classic spreads to more adventurous fillings like whitefish salad or lox.

Practical Tips: Where to Store Your Luggage & Why You Should Stay Near Penn Station

New York City is a whirlwind of excitement, and whether you’re in town for just a few hours or a few days, the last thing you want to worry about is lugging your bags around. Luckily, staying near Penn Station offers both convenience and easy access to luggage storage services that can make your trip hassle-free.

Where to Store Your Luggage:

• Luggage Storage Services: If you have time to spare before checking into your hotel or catching your train, you can use one of the many luggage storage services near Penn Station. Companies like LuggageHero or Vertoe offer secure locations where you can drop off your bags for a few hours or a full day. These services are ideal for travelers who don’t want to be weighed down by luggage while exploring the city. You can easily book a space online and pick up your bags when it’s time to head to your next destination.
• Hotel Concierge Services: If you’re staying at a hotel near Penn Station, many will allow you to drop off your luggage before check-in time or store it after you check out. It’s always worth asking the front desk if they offer this service — especially if you’re looking to squeeze in a few more hours of sightseeing before you leave the city.

Why You Should Stay Near Penn Station:

• Convenient Transportation Hub: Penn Station is the heart of NYC’s public transportation system, making it an ideal base for exploring the city. With access to subway lines, Amtrak, and Long Island Rail Road (LIRR) services, staying near the station ensures you’re never far from anywhere in the city. Whether you’re heading to a Broadway show in the Theater District or to a museum uptown, you’ll find yourself well-connected.
• Proximity to Attractions: Staying near Penn Station also means you’re within walking distance to major New York City attractions, like Times Square, the Empire State Building, and the High Line. Plus, there are plenty of great restaurants and bars in the area, so you’ll never be far from a meal or a drink.
• Hotel Options for Every Budget: From budget-friendly hotels to luxury options, the Penn Station area offers a variety of accommodations to suit different preferences and budgets. You’ll find everything from sleek, modern hotels to historic spots with tons of character. And since the area is so central, you can spend less time commuting and more time experiencing the best of New York City.

Tip: For peace of mind, book your luggage storage space ahead of time, especially during peak travel seasons. This way, you can drop off your bags as soon as you arrive and hit the ground running — no waiting around or lugging heavy bags through the city streets.

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