When you think of an outdoor wedding in New York, chances are you imagine scenic views, personal touches, and a whole lot of style. That’s exactly what Chris and Courtney’s September celebration in East Setauket delivered. Held at a private residence tucked into the lush greenery of Long Island’s North Shore, this wedding blended whimsy, elegance, and an unmistakable sense of fun.
From the custom Pokémon globe to the bride’s feathered gown and the couple’s joyful, candid vibe, every moment felt uniquely them. If you’re dreaming of a wedding that feels like home (because it actually is) this one’s for you!
As a wedding planner who specializes in outdoor weddings in New York, I love helping couples create celebrations that feel true to who they are. Whether you're planning a tented backyard wedding on Long Island or hosting a playful, personality filled day like this one, thoughtful planning makes all the difference.
Getting Ready: Laid Back Vibes & a Hint of Glam
The morning started slow, as all good wedding days should. With time to breathe and soak in the moment, Chris and Courtney got ready on site. Courtney’s look was modern and bold, a fitted gown with feathery details and a sleek hairstyle accented by a sparkling headpiece. Chris embraced vintage flair with a top hat that somehow felt both classic and cheeky. The ring bearer even had a matching top hat, it was almost too cute to handle.
Because it was an outdoor wedding in New York, everything from hair and makeup to final touch ups happened steps away from the ceremony space. The setting was relaxed, and so was the energy. No rushing, just real anticipation.
First Look: A Family Moment Under the Trees
There’s something about a first look beneath towering trees that feels extra magical. With dappled light filtering through the leaves, Courtney and Chris shared a quiet moment before the festivities took off. It was heartfelt and a little goofy, which fits this couple perfectly.
Not only did Courtney and Chris see each other for the first time, but their children joined them for a few quiet minutes together before the celebration began. It was heartfelt, unscripted, and deeply personal, the kind of moment that reminds you why weddings are about more than just two people.
Ceremony: Personal, Playful, and Lush
The ceremony took place beneath a grand old tree, dressed up in tropical greenery and bursts of color. Guests sat on wooden chairs lined up in the backyard, with two oversized floral arrangements framing the aisle. It felt intimate but not overly formal, just right for a private estate wedding on Long Island.
With a backdrop of trees and love in the air, Courtney and Chris exchanged vows in a ceremony that balanced laughter with heartfelt moments. A handcrafted Pokémon-themed terrarium made an appearance (yes, really! it said “Caught My Heart,” and it did). It’s hard not to get swept up in the magic when the setting feels this personal.
Cocktail Hour: Games, Drinks & Pokémon Dreams
Cocktail hour brought a burst of personality. Signature drinks flowed, colorful lego flowers popped from bud vases, and oysters were served on a silver platter with all the fixings.
Guests mingled, kids played, and a vintage style skee ball game made sure nobody got bored. This wasn’t your typical cocktail hour, it was a backyard bash with style, proof that an outdoor wedding in New York can be anything but expected.
Reception: Tented Perfection & a Packed Dance Floor
Under a stunning sailcloth tent strung with fairy lights and woven pendant lanterns, long wooden tables stretched across the lawn. A lush green garland ran the length of each table, dotted with bright seasonal blooms. The vibe was warm, organic, and a little bit boho, ideal for a fall wedding in the Northeast.
Dinner was served family style, and the energy was electric. After cake (simple, elegant, and topped with delicate florals), the dance floor came alive. Kids twirled, parents let loose, and no one wanted the night to end.
One of the highlights? A late night champagne toast surrounded by friends and family under a canopy of lights. It was the kind of scene that makes you wish you could bottle the joy and take it home with you.
Planning an Outdoor Wedding in New York? Here's What We Loved
Weddings like Chris and Courtney’s are such a great reminder that when you start with a space that’s meaningful (like your own backyard) and add in thoughtful design, personal touches, and a little creativity, you can create something truly unforgettable. This outdoor wedding in New York felt effortless, heartfelt, and full of joy from start to finish. It was one of those days where every detail just fit, not because it was perfect on paper, but because it was perfect for them.
Private residence weddings take a little extra planning behind the scenes, but the result is always worth it. If you're dreaming of an outdoor wedding in New York that’s personal, stylish, and completely your own, I’d love to help make it happen.
Reach out here to get started. Let’s bring your vision to life, one beautiful, meaningful moment at a time!
Planning, Design & Coordination: @daniellecaldwelleventsllc | Photography and Photobooth: @brindamourphoto | Tent & Rentals: @elitepbstentsevents | Catering: @montaukcatering | Floral and Installations: @damselfly.designs @ashldrago | DJ: @mdmusicdj | Restrooms: @americart_restroom_trailers | Dumpster: @WasteManagement | Skeeball: @nypartyworks.ig
