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wilburton Tree Lighting
Saturday - December 6

Celebrate the start of the holiday season with the annual Wilburton Tree Lighting Ceremony, a joyful event hosted in partnership by the City of Wilburton, Wilburton Main Street and other community organizations. 

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This free community gathering features cookie decorating, games, singing, hot cocoa, and plenty of laughter and holiday cheer for all ages. It’s the perfect way to kick off the season with friends, family, and neighbors in the heart of Wilburton. 

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Bundle up, bring your festive spirit, and join us as we light up Wilburton with warmth and wonder!

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Check back here for date, time, and full event details.

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CANDY LAND EXPRESS
Friday - December 12

All aboard the Candy Land Express on Main — a magical holiday experience for the whole family! Formerly known as the Polar Express, this festive event transforms Goldburg and Joseph Park into a whimsical Candy Land-themed fun zone filled with holiday cheer.

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Enjoy Christmas karaoke, face painting, games, cookies, hot cocoa, and holiday photo ops — all free and full of joy! Then, gather your crew and hop on the Candy Land Express for a delightful ride through Wilburton, stopping at special locations where kids will receive goodies and get to soak in the sparkling holiday decor.

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It’s a night of laughter, lights, and sweet memories you won’t want to miss.

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Ugly Sweater Cookie Stroll

FRIDAY - December 19

Get ready to stroll, shop, and snack your way through downtown Wilburton at the Ugly Sweater Cookie Stroll! 

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For just $10, participants can purchase a cookie box and visit participating businesses to collect sweet treats while enjoying festive storefronts and holiday cheer. Don’t forget to wear your ugliest holiday sweater — you’ll be entered into our Ugly Sweater Contest for a chance to win $50 in Main Street Bucks! 

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Cookie boxes go on sale December 1 and will sell out fast — so mark your calendar and grab yours early!

It’s a delicious way to support local, spread cheer, and celebrate the season with your community. 

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Stay tuned for more details and participating locations!

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Save the Dates!

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20 Men Who Cook

Jan. 31, 2026

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Relics & Rods

June 27, 2026

Partnership Dinner

June 30, 2026

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