You didn’t come to the Big Apple to color inside the lines – you came to Freehand to embrace your adventurous side. This artistic hotel in the Flatiron District has seen many a creative spend long hours honing their craft. Art workshops, live music and a host of other in-house events are yours to explore. Where to start? The Broken Shaker rooftop bar where the rye whiskey-based Out of Office cocktail will get the creative juices flowing.

Allow Mr Purple to introduce you to the Lower East Side with a rooftop brunch atop Hotel Indigo. Pick your way through plates of fries, charcuterie and fried pickles without ever letting go of your bloody mary. In fact, there’s only one reason you should be engaging in Mr Purple without a drink in hand – and that’s when you’re slipping off your clothes for a dip in the pool.

All roads lead to the center of Manhattan, so after you’ve scaled the Empire State Building and felt the buzz in the air at Times Square, take a moment to rest your feet at Skylawn. This bar and social space on the third floor of Embassy Suites may not be the highest rooftop bar in the city, but its open-air ambience is worth a few hours of relaxation. Think ahead and check their schedule to see when they’re screening films at this prime-time chill-out space.

A pro tip from 1 Hotel: don’t spend your entire NYC holiday in Manhattan. Venture across the Brooklyn Bridge to 1 Hotel and you’ll be rewarded with a five-star stay. Organic bedding, filtered water and in-room yoga will make you feel refreshed and far from the busy city. But the best breath of fresh air awaits on the rooftop pool deck, where you can admire the skyline from across the East River, preferably with a Brooklyn Brewery beer in hand.

Luxury in Brooklyn is synonymous with the William Vale. The Williamsburg community is as vibrant as any, as highlighted by the artwork adorning the hotel’s rooms. Give yourself the chance to breathe it all in with a stay in the Vale Garden Residence, or skip up a few floors to the rooftop to really inhale the spirit of the city. Brooklyn’s longest outdoor pool is ready for your best cannonball. Feeling chilly? Warm up with global street food at the Westlight’s 22nd-floor rooftop bar.

Don’t go running back to Manhattan just yet. You’ve been there, now check out Elsewhere. This huge venue for live music has multiple levels of fun, but we prefer to stay on the open-air rooftop. Here, DJs spin while you slurp a spicy mango margarita slushie, and a trendy crowd mixes and mingles with boozy ice pops in hand. Hanging out in Elsewhere feels like you’re spending an endless summer day without one responsibility on your shoulders.

Assuming your feet take you to Rockefeller Center – and, be honest, they will – you’ll certainly want to drink in the views from Bar 65 in the Rainbow Room. May we sidetrack you for a more serene spot from which to view the city? The Rockefeller Center Rooftop Gardens are made up of five gardens within the complex, some more accessible than others. We suggest swinging up to 620 Loft and Garden, if for no other reason than to geek out at this filming location for the original Spider-Man movie.

Not to overexpose you to more of the most beautiful sights in the country, but after your tour of the Met Museum, there’s one more stunning scene to check out. The Cantor Roof Garden Bar overlooks Central Park and the skyline beyond it, surrounding you with the natural beauty of New York City that’s often overlooked in favor of urban splendor. Food and drinks are available, but you’re also welcome to freely sit alone with nothing but your thoughts as you watch the sunset.

A smart hotel right beside SoHo, Public wants nothing more than to make you feel at home in the Big Apple. Cozy up in your minimalist loft-style room before making your way down for a dazzling performance at the theater, where you can catch live music, cinema screenings and even a hot and sweaty dance night. You could also spend your evening bar-hopping from the lower-floor restaurants to the Roof: a hub of energy and excitement offering 360-degree views of the city.

It may feel like your holiday has flown by in a New York minute, but there’s one way to slow the last of it down. Head over to Midtown to the top of the Aliz Hotel for a celebration of New York-made spirits. This ode to the Empire State is the best way to drink in views of Midtown and toast a city break like no other.