Countdown to Closing: What to Enjoy Before The Roof Shuts for Winter

As the crisp fall air settles over New York City, the season for rooftop lounging and sunset cocktails is drawing to a close. With just a few weeks left before The Roof at Park South closes for the winter, now is the perfect time to plan your final visits. Whether you’re looking for a cozy date night, after-work drinks, or a weekend escape, there’s still plenty to enjoy before the season wraps up on November 1st.

Here’s a roundup of what you don’t want to miss before the rooftop transforms into a hidden gem to rediscover next spring.

1. Indulge in Fall-Inspired Cocktails

Nothing pairs better with a cool autumn evening than one of The Roof’s signature cocktails, specially crafted to complement the season. Warm up with a Whisky Smash or our popular Espresso Martini—perfect for adding a touch of cozy sophistication to your evening. Or, try one of our seasonal creations that infuse fall flavors like apple, cinnamon, and rich bourbon to complement the crisp air and glowing city lights.

Our talented bartenders are always mixing up something unique, so be sure to ask about the latest additions to the fall menu. Whether you're a fan of spirit-forward classics or prefer something lighter and refreshing, there’s a cocktail for every palate.

2. Savor Our Famous Truffle Fries and Wood-Fired Pizza

As you sip on your cocktails, don’t forget to pair them with some of our most-loved dishes. The Truffle Fries have earned a loyal following, with crispy perfection seasoned with parmesan and truffle oil. These fries are not just a side—they’re an experience. Many of our guests return just for these, and we’re sure you’ll understand why after just one bite.

Looking for something more substantial? Our Wood-Fired Pizza is another must-try, especially on a cool fall evening. The slightly smoky, charred crust and warm, comforting toppings make it an ideal dish to share as you relax and enjoy the views. Whether you’re craving a classic Margherita or something with a creative twist, our pizzas are the perfect fall indulgence.

3. Cozy Up by the Fireplace

One of the best parts of fall on The Roof is the chance to cozy up by our outdoor fireplace. As the temperatures drop, the crackling fire adds warmth and ambiance, creating the perfect setting for a romantic evening or a gathering with friends. The glow of the fire, coupled with the sparkling skyline, offers an unbeatable atmosphere that truly captures the magic of fall in New York City.

For those seeking a relaxing evening out, grab a seat near the fireplace, order a warm cocktail, and unwind under the glow of the city lights.

4. Breathtaking Views of the NYC Skyline

The views at The Roof at Park South are always spectacular, but there’s something about fall that makes the city skyline even more enchanting. As the sun sets earlier, you can enjoy a stunning display of colors as the sky transitions from golden hour into twilight, all while the iconic Empire State Building and Chrysler Building stand tall in the distance.

Whether you’re snapping a photo for Instagram or just taking it all in, the views are one of the top reasons to visit The Roof. With only a few weeks left in the season, now is your last chance to capture those picture-perfect rooftop moments.

5. Plan a Last-Minute Event or Gathering

With the season wrapping up soon, now is the perfect time to gather friends, family, or coworkers for a final fall celebration on the rooftop. Whether you’re planning a small birthday dinner, an anniversary celebration, or a corporate happy hour, The Roof offers the ideal backdrop for any occasion. Our semi-private and private event spaces can accommodate groups, and our team is here to make sure your gathering is one to remember.

6. Don’t Miss Our Upcoming Events

Before the season comes to a close, be sure to check out our Art of the Cocktail classes—an ideal way to enjoy a night out while learning mixology from the best in the business. On October 22nd, we’re featuring an Espresso Martini class, where you’ll get hands-on experience making different variations of this beloved cocktail. It’s the perfect date night or group activity, followed by a dinner at Sweetbriar and drinks under the stars.

Make the Most of the Final Weeks at The Roof

With only a few weeks left before The Roof closes for winter, now is the time to make those last-minute plans to enjoy everything the rooftop has to offer. From seasonal cocktails to cozy fireside evenings, and the best rooftop views in the city, there’s no shortage of reasons to visit.

Join us before November 1st to soak up the fall ambiance and savor the final moments of the season at The Roof at Park South. Whether it’s for one last cocktail or a full evening of food, drinks, and skyline views, we can’t wait to welcome you.

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Fall Cocktails to Warm Up With at The Roof at Park South

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Why We Chose Dos Hombres Mezcal for Our Smokey Espresso Martini