On January 16, 2026, former Dallas Cowboys cheerleader Claire Wolford married Baltimore Orioles outfielder Colton Cowser in an intimate wedding ceremony held at the Grand Wailea Maui, A Waldorf Astoria Resort in Hawaii. The couple chose this scenic location to exchange vows surrounded by close family, embracing the significance of the island where Wolford has deep personal ties. Their wedding marks a joyful milestone after publicly announcing their engagement in September 2025 following a year of dating, blending their worlds of professional sports and entertainment in a beautiful setting.
Meaningful Venue and Exclusive Celebration
The ceremony took place at the Seaside Chapel within the Grand Wailea Resort, renowned for its stunning stained glass window that filled the space with natural light. This choice of venue held special meaning for Wolford, whose family frequented the island during her childhood. The wedding photographers, Dmitri and Sandra, revealed that Claire viewed the event as more than a traditional ceremony, describing it as
“less like a traditional wedding and more like a sacred elopement, deeply personal, emotional, and intentional.”
Only their parents and a handful of friends attended, emphasizing the day’s intimate and heartfelt nature.
Celebrating Their Journey and Future Plans
Wolford and Cowser’s relationship milestones were shared warmly with fans on social media. Cowser commemorated their one-year dating anniversary on September 1, 2025, posting a heartfelt message that read,
“Happy 1 Year to the best girlfriend ever! Thank you for wanting to date me and put up with me😆 I love you❤️.”
Claire responded with affection, writing,
“Best year ever 😘 love youuuu.”
Shortly after, Cowser proposed in New York City‘s Central Park, an event they revealed together on Instagram with Claire expressing gratitude:
“Here’s to Forever & Always together 💍🤍 Thanking God for the biggest blessing and answered prayer!!”
Community and Support from Cheerleading Colleagues
Many current and former Dallas Cowboys cheerleaders congratulated the newlyweds on their union through Instagram comments, reflecting the strong bond within their community. Among those expressing joy were Charly Barby, who exclaimed,
“AWH!!!!! Oh my gosh this is so special!!!! Congratulations!!!!!🥹🥹🤍🤍,”
and Karley Swindel, who called the wedding “absolutely stunning” and praised the moment, saying,
“Couldn’t be more perfect, Claire!!!! I am so happy for you two and am so happy you had this moment and memory in such a special place! Absolutely stunning 🤍💍.”
McKenna Gehrke was moved to tears, commenting,
“Omg I’m crying 😭😭😭 you are SO beautiful!!! Congratulations 🤍🤍🤍.”
Reece Weaver, whom Claire had filled in for during cheerleading in 2024, also offered praise, writing,
“You are absolutely beautiful😭 SO happy for y’all!!!!!!”
and later adding,
“The classiest and most beautiful bride🥹🤍.”
Future Celebrations and Lasting Impact
Claire Wolford and Colton Cowser plan to celebrate their marriage again with a larger wedding event scheduled for December 2026. Wolford shared her excitement about gathering with family and friends for this upcoming celebration, stating,
“We can’t wait to celebrate BIG with everyone this December!!”
Their wedding not only unites two young athletes but also highlights a thoughtful and intentional approach to beginning their life together, grounded in prayer and loved ones’ support. This union is anticipated to inspire fans across both the NFL and MLB communities, celebrating love, dedication, and new beginnings against the breathtaking backdrop of Maui’s natural beauty.
