The Bride Wore a Dress Designed by Her Best Friend to Marry at a 200-Year-Old Estate in Portugal

Madison Utendahl and Alexander “Lex” Kendall met at a dinner party in October 2020. “Both of us were hesitant to go and ended up being the last ones to arrive,” Madison, who founded the creative studio Utendahl Creative and is the writer behind Burnt on Substack, remembers of how she and Lex, who is an entrepreneur, first became acquainted. “We didn’t cross paths until the end of the night, but when we saw each other across the room, we both had this strange, instant feeling–like we’d met before.”
As it turns out, they’d been circling each other for over 10 years—showing up at the same parties and events, but never actually meeting. “The timing was divine,” Madison says. “It happened exactly when it was meant to.”
They got engaged in October of 2022 at Palm Heights in Grand Cayman. “October has become such a special month for us ever since,” Madison notes. “It was during their re-opening post-Covid, and we were some of the first guests back at the hotel. Lex had been holding on to the ring for months, waiting for the perfect time.”
One night, while sitting on the beach, a staff member came over with a book, which completely threw Madison off. “I thought it might be some kind of anniversary surprise,” she admits. “The book was filled with photos of our time together, and when I got to the last page, there was a picture of Lex holding the ring. I looked up, completely shocked, and there he was—on one knee proposing! It was the surprise of my life and so incredibly special.”
Their wedding took place over three days—from October 10 through 13—in Monsaraz, Portugal at the couple’s favorite hotel in the world: São Lourenço do Barrocal. “We chose Portugal because it is the perfect halfway point for our friends and family.” Lex is British-American, and much of his family is in the U.K., so it made sense to meet in the middle.
They also wanted a destination they had visited before and where their entire guest list could stay together in one place. São Lourenço do Barrocal, tucked away in a remote part of Portugal, had everything they were looking for and more. “The hotel and staff went above and beyond for our wedding weekend, creating an intimate and unforgettable experience,” Madison says. “The setting allowed for real connections, with so many shared moments beyond the evening events.”
In the lead-up to the wedding, both Madison and Lex threw themselves into the planning process—and kicked off their journey by reading The Art of Gathering by Priya Parker, which served as their guide. “From the start, we set a clear intention,” Madison explains. “Our wedding wasn’t just going to be a party—it was going to be about building our future community. Priya talks about the sweet spot for building a community being around 150 people and encourages avoiding ‘legacy’ invites—those people you feel obligated to invite because of your parents or the past.” As a result, the couple broke with traditional wedding rules and followed the book’s advice. “Every decision we made—who we invited, how we seated guests, the moodboards, even the dress codes—was intentional and centered on the energy and people we want in our lives as we start this next chapter together,” Madison adds.
The couple enlisted Molly O’Rourke and Jeffy Hnilicka to plan their wedding weekend. “They are the best duo on the planet,” the bride says. The wedding weekend started with a vibrant welcome celebration dubbed “A Lively Festival” on Thursday night. The theme? More Is More. “Think bright, warm colors—yellow, orange, red, and pink—mixed with bold, contrasting combinations,” Madison says. Guests embraced colorful patterns, maximalist prints, and accessorized with feathers, fringe, crowns, masks, brass, leather, belts, bells, and all things glitter and gold.
When beginning to plan her wedding weekend looks, Madison made a pact with herself: Every evening outfit had to be as sustainable as possible. This meant custom pieces made from deadstock fabrics in New York or vintage-sourced finds. “It wasn’t always easy, but it was so worth it,” she says. A vintage Alexander McQueen Irene dress from his 2001 Shipwrecked collection served as her first look. “I found it on 1stDibs and later discovered it was sourced through Tab Vintage,” Madison says. “It inspired me to take a trip to L.A. to visit their studio for more looks.” She paired the dress with earrings and a bracelet by Mejuri and Amina Muaddi shoes.
For the rehearsal dinner on Friday, the couple wanted a light, romantic atmosphere to honor the coming together of their family and friends, with a palette of whites and neutral tones and minimalist and uncomplicated decor. To echo the theme, Madison wore a custom One / Of dress made from deadstock lace by designer Patricia Voto. “Patricia and I explored so many sketches before landing on using Zoe Kravitz’s iconic Met Gala look for design inspiration,” Madison remembers. “The one long sleeve shoulder, with the super high leg slit made the dress both appear modest and insanely sexy. I loved the entire process, and Patricia was a dream collaborator. She truly understood my vision and brought it to life with such care and precision.”