My Insider’s Guide to the Ten Hippest Things to Do in New York City

As a perennial wanderer of New York City’s ever-changing landscape, I’ve long since surrendered to the fact that this metropolis is an enigma that refuses to be fully unraveled. On my latest sojourn, the city unveiled yet another of its many faces—a vibrant mosaic of the hippest haunts and experiences that even the most seasoned urban explorer might overlook. From clandestine speakeasies to avant-garde art installations, here’s my curated list of the ten hippest things to do in the Big Apple.

1. Ascend The Vessel at Hudson Yards

My adventure began at Hudson Yards, the gleaming new neighborhood that feels like a city within a city. Dominating the plaza is The Vessel, a honeycomb-like structure composed of 154 interconnecting flights of stairs. As I climbed the copper-clad steps, each landing offered a unique vantage point of the city. The architectural marvel not only provides a physical workout but also a contemplative space to appreciate the urban tapestry stretching out below. It’s a must-visit for those looking to experience modern design intertwined with panoramic city views.

2. Experience Cutting-Edge Art at The Shed

Just a stone’s throw from The Vessel, The Shed stands as a testament to New York’s commitment to pushing artistic boundaries. This innovative cultural center boasts a telescoping outer shell that can adapt to host a variety of performances and exhibitions. I was fortunate to catch a multimedia show that blurred the lines between art and technology, leaving me both intrigued and inspired by the limitless possibilities of creative expression. The dynamic space is a haven for those eager to explore the frontier of contemporary art.

3. Uncover Hidden Speakeasies in the Lower East Side

As dusk settled, I made my way to the Lower East Side, a neighborhood steeped in history and brimming with contemporary cool. Behind an unassuming storefront marked only by a vintage “Psychic” sign, I discovered Employees Only—a modern speakeasy that marries Prohibition-era glamour with a modern twist. The bartenders, dressed in white chef’s coats, crafted bespoke cocktails with a flair that turned drink-making into performance art. The clandestine ambiance and exceptional mixology make it a quintessential New York experience.

4. Sip Cocktails in Rooftop Gardens

In a city defined by its skyline, rooftop bars offer a sanctuary above the bustling streets. I found myself at Westlight in Williamsburg, perched atop The William Vale hotel. The panoramic views of Manhattan were nothing short of breathtaking. As I sipped on a meticulously crafted Negroni, the setting sun cast a golden glow over the skyscrapers, and for a moment, time seemed to stand still. The combination of stunning vistas and sophisticated atmosphere makes rooftop hopping an essential part of any NYC itinerary.

5. Explore the Street Art of Bushwick

The next morning, I ventured into Bushwick, a Brooklyn neighborhood that has become synonymous with street art. The Bushwick Collective, an ever-evolving outdoor gallery, showcases murals from both local and international artists. Walking the streets felt like navigating an open-air museum; every corner turned revealed new bursts of color and creativity. It’s a living testament to the city’s embrace of artistic expression in all its forms, offering an authentic glimpse into the community’s vibrant culture.

6. Indulge in Farm-to-Table Dining at Olmsted

For lunch, I headed to Olmsted in Prospect Heights, a restaurant that epitomizes the farm-to-table ethos. Chef Greg Baxtrom’s seasonal menu is a tribute to locally sourced ingredients, many of which are grown in the restaurant’s own backyard garden. The carrot crepe with littleneck clams was a revelation—delicate, flavorful, and artfully presented. Dining here felt less like a meal and more like a communion with nature’s bounty, a refreshing departure from the city’s fast-paced culinary scene.

7. Dive into Immersive Art at ARTECHOUSE

Art and technology converge at ARTECHOUSE, an innovative space that redefines the traditional gallery experience. The current exhibition, “Machine Hallucination” by artist Refik Anadol, immersed me in a sea of swirling digital projections based on millions of photographs of New York City. As the walls and floors came alive with light and motion, I felt as though I was drifting through the subconscious of the city itself. It’s an otherworldly experience that stimulates the senses and challenges perceptions.

8. Shop Unique Finds in SoHo’s Boutiques

Retail therapy awaited in SoHo, where the historic cast-iron buildings house a mix of luxury brands and independent boutiques. At KITH, I browsed an eclectic selection of streetwear, while at The Apartment by The Line, I perused home goods in a space designed to feel like a chic New York loft. Each store offered a curated experience that went beyond mere shopping—it was about discovering pieces that tell a story. The neighborhood’s blend of fashion and art makes it a paradise for style enthusiasts.

9. Discover Emerging Music Talent at Baby’s All Right

Music pulses through the veins of New York City, and nowhere is this more evident than at Baby’s All Right in Williamsburg. This intimate venue is a launchpad for up-and-coming artists across genres. That night, I was treated to an indie band whose raw energy and talent left the crowd buzzing. The sense of community was palpable—a shared moment among strangers connected by the universal language of music. It’s a spot that embodies the spirit of discovery and the thrill of witnessing the rise of new talent.

10. Attend Exclusive Pop-Up Events

On my final day, I received a tip about a secret pop-up dinner hosted by Dinner Lab in a converted warehouse. The concept was simple yet alluring: a one-night-only dining experience featuring a guest chef’s experimental menu. The atmosphere was electric, filled with fellow food enthusiasts eager to partake in this ephemeral culinary journey. The dishes were inventive, the conversations lively, and the memory enduring. Pop-up events like this capture the essence of New York’s dynamic and fleeting cultural moments.

Embracing the Ever-Changing Tapestry

Leaving New York City is always bittersweet. Just when you think you’ve experienced all it has to offer, the city reveals new layers, each more intriguing than the last. These ten hip experiences are a testament to New York’s relentless evolution—a city that refuses to stand still, inviting us to explore, discover, and be inspired anew each time we return.

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