From Red Riding Hood to Ostrich Races: Luke Bryan’s Most Unforgettable Halloween Moments!

Country superstar Luke Bryan and his wife Caroline have proven time and time again that they are not just one of country music’s most adored couples—they are also Halloween royalty, turning the spooky holiday into a full-blown celebration of creativity, humor, and family fun. Over the years, the Bryans have made Halloween an eagerly anticipated event for their fans, friends, and family, with each costume more imaginative than the last. Luke often admits that Caroline is the mastermind behind their yearly transformations, which means that sometimes he doesn’t even know what he will be wearing until the day of the event arrives, adding an extra layer of surprise and hilarity to their annual festivities.
Here’s a closer look at some of the Bryans’ most memorable, inventive, and downright hilarious Halloween costumes through the years: Tweedle Dee & Tweedle Dum (2021). In 2021, the couple celebrated Halloween twice, but their second look—a whimsical tribute to Alice in Wonderland as Tweedle Dee and Tweedle Dum—stole the show. The matching red-and-yellow outfits, complete with oversized bow ties and round hats, perfectly captured the playful and mischievous energy of the classic storybook characters. Fans flooded Caroline’s Instagram with praise and laughter, complimenting the couple for fully committing to the roles and bringing the beloved characters to life with charm and humor.
Ostriches (2019)
Perhaps their most talked-about Halloween yet, Luke and Caroline donned inflatable ostrich costumes in 2019. Taking their silliness to the next level, the couple staged an actual “ostrich race” in their backyard, with Caroline teasing that Luke had “cheated” during the competition. Social media exploded with laughter as fans shared clips of the couple waddling, running, and flopping around in their oversized bird outfits. It was a moment that perfectly captured the Bryans’ ability to turn even the most absurd costume idea into pure entertainment.
