Be a Flatiron Flaneur

Enjoy a mini break without leaving town with our well-planned downtown staycation.

Convenience and variety make the Flatiron District a great staycation destination for New Yorkers. There’s so much history and culture in and around the East 20s: Gramercy Park, Madison Square Park (home of the OG Shake Shack), the Museum of Sex, the Fifth Avenue shopping corridor—and all within walking distance of the iconic triangular-shaped skyscraper. We promise you’ll never be bored here.

For this overnight we suggest you check into the Arlo NoMad Hotel (11 East 31st Street between Fifth and Madison Avenues), a whimsical boutique spot where rooms start at $214 a night. With cozy spaces and lots of little nooks to get lost in, it’s the perfect place to launch your exploration of the surrounding neighborhoods.

Photo courtesy of Arlo NoMad/Facebook

Shakes for Breakfast
Somehow we didn’t get a breaking news alert about this, but Shake Shack—New York’s beloved fast-yet-quality burger joint—now serves breakfast. The original Madison Park location (enter at the corner of Broadway and East 23rd Street) has the New Yorker’s breakfast of champions: egg and cheese on a roll. Kick it up with sausage or bacon and pair with the eatery’s signature Stumptown Shack blend coffee to start the day off right.

shake shack fries
Photo courtesy of Shake Shack

Choose Your Own Adventure
The adventurous may want to visit the Museum of Sex (233 Fifth Avenue at East 27th Street) for some sexy, edgy art and culture, but the modest (or those with kids) should head down Fifth Avenue from 23rd Street to take advantage of some of the best shopping in New York, with flagship shops of many popular brands and street vendors offering great deals.

The Great Inscape
When the hustle and bustle becomes too much, why not book yourself a little relief in the form of a session at Inscape (45 West 21st Street between Fifth and Sixth Avenues), an immersive meditation center where clarity and calm are on the menu. This soothing, beautifully designed space (it’s the brainchild of Intermix founder Khajak Keledjian) offers sessions from 22 minutes up to 88 minutes, with prices ranging from $18 to $29. But, really, can you put a price tag on peace of mind?

Photo courtesy of Inscape/Facebook

A Greater Imbibe
You’ve shopped, seen art, and relaxed: Now it’s time for a drink. We recommend checking out the Flatiron Room (37 West 26th Street between Broadway and Sixth Avenue), a speakeasy-inspired bar and restaurant that also features live jazz. It offers an astounding 1,000 varieties of whiskey (Anthony Bourdain is a fan), but the Flatiron Room also has signature mixed drinks, like the classic Sazerac and a blackberry gimlet made with fresh fruit, if that suits your fancy.

Photo courtesy of The Flatiron Room/Facebook

Dinner Rush
End this day right with dinner at Upland (345 Park Avenue South between East 25th and 26th Streets), a newish laid-back spot where classics get a twist. We recommend sharing a pizza (try the green zebra—fromage blanc, stracciatella, herbs, and garlic oil) and one of the seafood creations, like flaxseed-crusted cod or roasted branzino for two. Be sure to leave room for dessert, including hazelnut milk chocolate budino and good old-fashioned milk and cookies made for adult taste buds with salted chocolate chip, brown sugar, a HobNobs biscuit, and milk from Battenkill Valley Creamery.

Photo courtesy of Upland/Facebook

Need a break? Let our experience advisers book the Flatiron Flaneur Staycation for you! Chat with a planner now. Or like us on Facebook to find out how you can win a staycation in New York City.