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New York City Bachelorette: Chelsea's Gossip Girl-Inspired Bach Weekend

Gossip Girl here, sharing the scoop on bride-to-be Chelsea's Gossip Girl-inspired bachelorette weekend in New York City! Chelsea chose the Big Apple as her bachelorette destination for a few reasons. She had recently taken a trip to the city with her family and future hubby for a bit of fun and an engagement shoot. During the trip, Chelsea and her mom, Gayle (who are both professional photographers), cooked up the idea to return to the city, but this time with her bridesmaids in tow for a Gossip Girl-inspired photoshoot! Being a big fan of the show, Chelsea knew both her and her friends would love exploring the city's hotspots (Blair and Serena style) while also capturing memorable photographs against the iconic New York City skyline. 

Chelsea's New York City Bachelorette Party Itinerary

The Party Theme
Gossip Girl meets Y2K

The main inspiration for Chelsea's New York City bachelorette weekend was Gossip Girl - a favorite amongst both her and her bridesmaids. She knew it'd be special for her crew to explore the city in true Upper Eastside-fashion, while also incorporating a few other fun themes like a Y2K night. The main event of the weekend was a photoshoot with surprise colorful tulle dresses gifted to the bridesmaids from Chelsea - which we have no doubt are 100% Blair Waldorf approved. Wondering where Chelsea found her party accessories? Here's the scoop: 

New York City Bachelorette Party - Custom Cookies

The Weekend Itinerary 
What They Did

Chelsea and her besties arrived to the city on Thursday so they would have plenty of time to explore. The group was arriving from all over the United States (and even one lady from Spain!), so everyone landed at different times. While waiting for the crew to arrive, the group camped out at Ladurée in Soho before checking into their hotel suite at  The Gardens Sonesta ES Suites in the Upper East Side. That evening they went to dinner and grabbed drinks in Greenwich in Y2K-themed outfits. 

The next morning was the big photoshoot day! Chelsea surprised the group with colorful tulle dresses, inspired by their favorite show, Gossip Girl. They had coffee and bagels in the hotel while getting ready before hopping in a private car that drove them to iconic NYC spots for their photoshoot. That evening, the girls checked out Catbird for permanent friendship bracelets before grabbing dinner at the romantic  IL Cortile in Little Italy. The wrapped up the day with a slumber party at the hotel with cookies and champagne while watching The Princess Diaries

On Saturday, the group spent the bulk of their morning exploring Chelsea Market and The Highline on a food tour with Foods of NY. Food tours are a favorite past time of the bride, so she was especially excited to share this activity with her friends. After the tour, the squad regrouped at their hotel before heading to The Campbell Bar in Grand Central Station for cocktails and a night on Broadway seeing Moulin Rouge.

Chelsea's New York City Bachelorette Party - Itinerary

Thursday: Brunch & Y2K Night

• Casual bunch at Ladurée in Soho while everyone arrives to NYC
• Check into The Gardens Sonesta ES Suites located in the Upper East Side
• Dinner at Tacombi for fish tacos and margaritas in Y2K-themed outfits 
• Bar-hopping in Greenwich 
• Late night pizza 

Friday: Surprise Photoshoot, Permanent Bracelets & Dinner in Little Italy

• Coffee and bagels at the hotel 
• Gossip Girl-inspired photoshoot at iconic NYC locations in colorful tulle dresses gifted to the bridesmaids from the bride - a total surprise! 
• Regroup at the hotel after the photoshoot fun
• Pre-dinner shopping at Catbird in Soho for jewelry and permanent bracelets
• Dinner at the indoor garden at IL Cortile in Little Italy 
• Late night cookies, champagne and movie night (The Princess Diaries!) at the hotel 

Saturday: Food Tour, Drinks & Moulin Rouge

•  Food Tour at the Chelsea Market with Foods of NY - the group sampled artisanal hot dogs, Sicilian pizza, buttermilk biscuits and more. 
• Regroup and rest at the hotel before dinner 
• Cocktails at The Campbell Bar in Grand Central Station (the same bar where Nate and Serena are spotted in the very first Gossip Girl episode!) 
Moulin Rouge on Broadway followed by dinner at a restaurant down the street

Sunday: Goodbyes & Head Home

•  Goodbyes and head home

Chelsea's New York City Bachelorette Party - Slumber Party Night  

The Bachelorette Pad
Where They Stayed

Want a challenge? Find a reasonably priced hotel in New York City with enough room to sleep a bride and her 7 besties. Not easy, right?! Lucky for you, Chelsea did the legwork and found The Gardens Sonesta ES Suites in the Upper East Side where she was able to book a 2 bedroom, 2 bathroom suite with a living room, dining room and full kitchen. Bookmark this one, babes! It's a find. 

New York City Bachelorette Party Itinerary - Where To Stay  

The Round Up
Where They Ate, Drank & Celebrated

Finding great restaurants and activities can be tough, especially in New York City! Here's a round up of the spots Chelsea and her I Do Crew recommend from her NYC bachelorette bash:

• Hotel:  The Gardens Sonesta ES Suites 
• Brunch:  Ladurée in Soho
• Dinner:  Tacombi
• Dinner:  IL Cortile in Little Italy
• Cocktails:  The Campbell Bar
• Jewelry Shopping + Permanent Bracelets:  Catbird
• Food Tour:  Foods of NY
• Musical:  Moulin Rouge 
• Photography - Chelsea LorenGayle Dawn Photography
 Chelsea's New York City Bachelorette Party Itinerary

The Party Photography
How They Captured The Moment

The beautiful photos you see above were captured by the bride, Chelsea Loren Brand Photography, and her mom, Gayle Dawn Photography. Be sure to check out their websites and give them a follow on Instagram at and @gayledawn.

There you have it - Chelsea's final fling in New York City! Need more bachelorette party inspiration? Check our our party shopcity guides or party planning blog for even more bachelorette party tips and inspiration.



Yep... we said free! Find out who knows the bride the best, test your luck with lingerie shower bingo, or get tipsy with Bachelorette's Cup. Whatever actvitiy you choose, our printable party games are a must for your bach weekend.




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