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Alyssa & Leo’s Garden Party Celebration at Madewell Estates: A Family-Filled Wedding One Year in the Making

Some love stories are written slowly, intentionally—and then sealed with celebration. For Alyssa and Leo, their wedding day at Madewell Estates wasn’t just the start of their journey, but a heartfelt continuation, a one-year anniversary turned magical “I do” in front of everyone they love. The day was filled with laughter, tears, floral magic, and an overwhelming sense of love—not just between a couple, but a growing family.

A Garden Party, But Make It Personal

From the moment guests arrived, they were greeted with a scene that felt both timeless and effortlessly joyful. The theme? “Garden party-ish,” as Alyssa sweetly put it. Think floral, light, and easy—with Havilah Floral bringing the most delicate, whimsical blooms to life. Every arrangement was thoughtfully placed, giving the day a dreamy, romantic ambiance without ever feeling overdone.

Ashley with Rane Designs was the creative mind behind every detail. Alyssa openly admits she didn’t take credit for any of the stunning design elements—and didn’t need to. Ashley knew exactly how to bring her vision to life, creating a celebration that felt uniquely them: soft, intentional, and full of heart.

A Family Affair

Perhaps the most touching part of the day wasn’t just the union of two people—it was the blending of a family. Alyssa spent her morning getting ready alongside her step-daughter, sharing precious moments that will live in their hearts forever. She even included her in her vows, a gesture that left barely a dry eye in the crowd.

Their emotional ceremony was perfectly underscored by the instrumental version of “You’re Still the One”—a nod to their journey so far, and the promise of all that’s still to come. The walk down the aisle was Alyssa’s most anticipated moment of the day, and also the one that brought the most tears—hers and Leo’s alike. “We couldn’t believe how much we cried,” she recalled.

Mariachi, Italian Cuisine, and Dancing Under the Stars

After their tear-filled vows, the reception kicked off with a joyous energy. Guests were treated to an Italian feast from Café Venture (no cake here—this couple opted out!), followed by an unexpected surprise that brought the party to life: a mariachi band! It was a unique, high-energy touch that got everyone on their feet and set the tone for the rest of the night.

The reception quickly became Alyssa and Leo’s favorite part of the day. They danced, laughed, and soaked in the magic of a night that felt completely them. The air was filled with celebration, joy, and the kind of happiness that can only come from knowing you’re exactly where you’re meant to be.

Calm, Confidence, and Cloud Nine

Were they nervous? Absolutely. But the Madewell Estates team had it covered. “It was so nice to know the planners and Madewell workers had everything figured out,” Alyssa shared. “They’re so kind and personable. They truly want to help and make your day the vision and dream you’ve imagined.”

By the end of the night, the newlyweds were floating—emotionally, mentally, spiritually. “Incredible. Cloud 9.” Alyssa described it in two perfect words.

Advice for Future Couples

Alyssa offers this advice to other couples planning their wedding: “Plan for you. Everyone else wants you to be happy at the end of the day.” And after witnessing the deeply personal, joy-filled day she and Leo shared, it’s clear that advice was followed to the letter.

From a one-year anniversary to the beginning of forever, Alyssa and Leo’s wedding at Madewell Estates was more than a day—it was a celebration of family, love, and the beauty of doing it your way.

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