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The Ultimate List of Gossip Girl Fans NYC Activities: Live Your Upper East Side Dreams

If you're anything like me, watching Gossip Girl wasn’t just about following the drama—it was about falling in love with New York City itself. The fashion, the penthouses, the scandalous meetups on the Met Steps...it was the ultimate fantasy.

Well, good news: you don’t have to leave it all on the screen. There are so many amazing Gossip Girl fans NYC activities that let you step right into the world of Blair, Serena, Chuck, and Nate.

Ready to live your best Upper East Side life? Let’s get into it.

Start with the Ultimate Gossip Girl Tour NYC

First things first—no Gossip Girl-inspired trip to New York would be complete without taking a full Gossip Girl Tour New York adventure.

Picture yourself lounging in a pedicab, riding past the Met, the Empire Hotel, and the Palace, while your guide spills insider secrets about the show. You’ll visit all the top Gossip Girl filming locations, from Central Park’s Bow Bridge to Grand Central Station (Serena’s grand return spot).

It’s basically like starring in your own episode—without all the heartbreak and betrayal. (Hopefully.)

Visit the Met Steps Like a True Queen B

Blair Waldorf didn’t rule the Upper East Side from just anywhere—she ruled from the Met Steps.

Bring your best headband, grab a yogurt (bonus points for authenticity), and recreate those iconic moments. It’s one of the must-do Gossip Girl Sites New York locations, and trust me, it hits differently when you’re actually there.

Pro Tip: Go early in the morning for fewer crowds and perfect Instagram shots.

Brunch Like Blair and Serena

Let’s be real: brunch is basically a sport in the Gossip Girl universe. If you want to live out your best Gossip Girl Experience NYC, make sure to book a reservation at a spot that feels straight out of the show.

Some iconic picks include:

• The Plaza Hotel’s Palm Court: Classic and luxurious, just like Blair would want.

• Sarabeth’s Central Park South: Great for that relaxed-yet-glam Serena vibe.

• Cipriani: For when you want to channel full-on Upper East Side sophistication.

Order a mimosa, wear oversized sunglasses, and pretend you have very important society events to attend later.

Stroll (or Pedicab) Through Central Park

Central Park is basically Gossip Girl's unofficial playground. Do yourself a favor and either stroll through on foot or go full glam with a Gossip Girl Pedicab Tour.

Highlights to check out:

• Bethesda Terrace: Romantic, dramatic, and the site of so many Gossip Girl iconic scenes.

• Bow Bridge: You know at least a dozen Gossip Girl couples had serious conversations here.

• The Conservatory Water: Perfect for reenacting a low-key scheming session.

It’s one of those places where every corner feels a little bit like stepping into a TV show.

Sip Cocktails at the Empire Hotel Rooftop

Chuck Bass made the Empire Hotel famous in Gossip Girl, and yes—it’s a real place. Head up to the rooftop bar and toast to everyone's favorite bad boy with a glamorous cocktail in hand.

If you book a Gossip Girl tour near Empire Hotel, you’ll already be right there—making it an easy (and very fitting) stop after all your sightseeing.

Go Shopping Along Madison Avenue

If you’re serious about your Gossip Girl themed tour NYC adventure, shopping along Madison Avenue is practically required.

Even if you’re just window shopping, this iconic stretch of luxury stores makes you feel instantly more glamorous. Imagine Blair popping into Chanel for a new pair of gloves or Serena trying on dresses at Dior. (No judgment if you just end up buying a coffee—it’s the vibe that counts.)

Explore Upper East Side Townhouses and Hidden Gems

A lot of the show’s most dramatic scenes were set against the backdrop of beautiful brownstones and old-money mansions. Wandering around the Upper East Side on your own Gossip Girl sightseeing NYC quest reveals some seriously jaw-dropping architecture.

Don't miss:

• The Archibald townhouse (a real mansion).

• St. James’ Church: Site of some major weddings and heartbreaks.

• The Cooper Hewitt Museum: It doubled as Constance Billard’s exterior in the series.

Every building looks like it’s hiding a juicy secret—which feels very on brand.

End the Day with a Gossip Girl Marathon

After a full day of Gossip Girl adventures, there’s only one way to cap it off: with a rewatch.

Stream a few episodes back at your hotel or Airbnb, and suddenly all the places you visited feel even more magical. You'll catch yourself shouting at the TV, "I was JUST there!" way more than once.

Final Thoughts: Why Gossip Girl Fans NYC Activities Are a Must

There’s something about walking the same streets, visiting the same cafés, and standing on the same steps that brings Gossip Girl to life in a way you just can’t replicate from your couch.

Whether you're brunching like Blair, brooding like Chuck, or scheming like Serena, there's no better city for fans to live out their dreams.

Ready to make your Upper East Side fantasy a reality? Check out the best Gossip Girl fans NYC activities and start planning your most fabulous trip yet.

After all, you know you love it.