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This Black-Tie Springtime Wedding in Aspen Kicked Off With a Rhinestone Rodeo Welcome Party

By Elle Cashin | Photography by 

Anne Rhett Photography

|Planning by 

Jen Hartley of Aspen Event Solutions and Beth Burrus

When Nicho Weberg first offered to buy Chessy di Galoma a drink at a New York bar, she politely declined—but Nicho wasn’t going to give up that easy. “He ended up getting my number from mutual friends and wore me down enough to go for a first date at a Rangers game,” Chessy laughs. Four years later, they were engaged. 

Nicho proposed in East Hampton, with just two weeks left before his move to Hong Kong for work. “He disguised a big celebration as a going-away party and invited lots of our friends,” Chessy says. “I remember thinking, ‘Wow! He’s really into this party for himself.’ He then surprised me with the engagement, and my parents and two sisters had flown in from California.” She said yes, then he moved across the world; four months later, she joined him in Hong Kong, where they now live. 

It meant planning a wedding from afar—very far. “We chose Aspen [for our wedding destination] because it was a place that was very special to us as a couple,” Chessy explains. “Nicho’s family has had a place there for many years, and the first time I met his family was out there. We have made many memories in Aspen throughout our years together.” Another reason they love it? “Aspen has many different vibes—chill, formal, Western, loud, so we wanted to incorporate a mix of everything when we chose the venues and the dress codes.

Invites went out. Two J. Designs created a cowboy boot logo, instead of a traditional crest, to house the couple’s monogram and set the tone for style. “The idea was for each of the three nights to have a very different feel and give people the opportunity to dress differently and experience the different vibes Aspen has to offer,” Chessy says.

Of course, the bride and groom set the style tone for each event. First up, a rehearsal dinner at AspenX Mountain Club in The Little Nell, complete with entertainment from Grammy-nominated songstress Ingrid Andress. The dress code was formal cocktail attire. Chessy wore a black-and-white Rasario dress, and it was all about styling. She paired it with Amina Muaddi heels, a Tiffany cuff, an Yves Salomon fur jacket, and Celine sunglasses. The groom paid homage to his heritage–he grew up in Norway and Sweden—in traditional Norwegian bunads, custom, and distinct to the village he hails from.

Things took a turn for night two with the welcome party at Casa Tua. “Instead of the classic take on Western wear, we chose ‘Rhinestone Rodeo’ to give it a different flair,” Chessy says. “The idea was Western but with sequins, feathers, rhinestones, bright colors—Dolly Parton was our inspo.” Personally, she had fun with her look. “As the bride, I wasn’t fussy about wearing white and wanted something that felt on-theme. I chose jeans over a dress because my outfits were very girly for the other events, and I wanted something different.” But they weren’t just any jeans. Her PatBO pair had blossoms of pink feathers and rhinestone fringe at the pockets. She paired them with an Alice + Olivia sequined crop top and a Lovers & Friends jacket. Nicho tucked his custom suit pants into cowboy boots, and both bride and groom finished their look with Kemo Sabe cowboy hats branded with their initials and wedding date. 

Finally, the main event at Hotel Jerome. “We wanted the wedding to feel formal and classic, so we went with black tie,” Chessy says. She wore a classic strapless sweetheart dress by Ines De Santo with detached lace sleeves and Loeffler Randall shoes; hair and makeup artist Gambuti Robson gave her soft, half-up waves and romantic glam. Later, Chessy changed into an Alex Perry minidress and—in one final nod to Dolly—a pink fringe jacket by Penny Lane Coats.

On May 28, 2023, Chessy and Nicho said “I do” in the outdoor courtyard in the middle of town, with Aspen Mountain as a striking backdrop. “I remember feeling so grateful for how beautiful it looked,” the bride says. “My wedding planner and florist, Carolyn’s Flowers, did an incredible job bringing the space to life. The bright pink florals were incredible, and the trees above us were perfectly in bloom. Every time I looked back at the crowd, everyone had the biggest, most genuine smile on their faces, and it made us feel so loved.” 

As guests entered the hotel’s Antler Bar for cocktail hour, they were greeted by a Champagne Lady in a giant skirt that held poured flutes to sip from alongside cucumber coolers and skinny margs. As the newlyweds made their grand entrance into the ballroom, they leaped into a first dance accompanied by the band Great Family Reunion.

“‘Where You Lead’ by Carole King was the traditional song, which we picked because I am Gilmore Girls-obsessed and have made Nicho watch it on repeat since we met,” Chessy says. “Then we broke into a fun choreographed dance to ‘Juliet & Romeo’ by Martin Solveig and Roy Woods. It was a dance with some old-school, pre-Gen Z moves.” Guests joined in, even before sitting down for dinner. “It got the energy in the room going, which was a fun start.” And the party never stopped from there. There was a cigar bar on the terrace, a photo booth near the dance floor, and an after-party at The Sterling Aspen with a deejay, cheeky trucker hats, and glow sticks. “The energy was my favorite part. It was such an exciting weekend with build-up over three nights.”