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Rylie's Smile Thanksgiving 5K

  • Thompson Island Brewing Company 30133 Veterans Way Rehoboth Beach, DE, 19971 United States (map)

🦃 Rylie’s Smile Turkey Escape 5K at Thompson Island Brewing

Thanksgiving Morning – Thursday, November 27 | 8:00 AM
Packet Pick-Up Celebration – Wednesday, November 26 | 4–7 PM
📍 Thompson Island Brewing Company | 30133 Veterans Way, Rehoboth Beach, DE

Join us Thanksgiving morning at Thompson Island Brewing Company for the 10th Annual Rylie’s Smile Turkey Escape 5K, benefiting the Rylie’s Smile Foundation, a Delaware nonprofit supporting children with serious medical conditions.

Start your holiday with a great cause and a festive run through Rehoboth Beach — then stick around for post-race fun in the Thompson Island Beer Garden! Enjoy music, community spirit, and Thompson Island craft beer as we celebrate Rylie’s incredible mission to help families and children in need.

🎉 Pre-Race Celebration – Wednesday, November 26 | 4–7 PM

Kick off the holiday weekend early! Packet pick-up includes live music and a silent auction fundraiser in the Beer Garden.
🍺 Food & drinks available for purchase
🎸 Live Music from Catch the Drift
🎁 Silent auction benefitting Rylie’s Smile Foundation

🏃‍♀️ Race Day – Thursday, November 27 | 8 AM Start

  • 5K run/walk begins and ends at Thompson Island Brewing

  • Awards ceremony following the race

  • Family-friendly event (no dogs permitted due to insurance restrictions)

  • Registration available at races2run.com

💛 About Rylie’s Smile Foundation

Founded in 2015 by Rylie Maedler, the Rylie’s Smile Foundation is a 501(c)(3) nonprofit dedicated to helping families of children with severe or terminal medical diagnoses. The foundation provides monthly assistance to more than 75 families and advocates for safer, less-toxic treatment options for pediatric patients. Learn more at RyliesSmileFoundation.org.

Earlier Event: November 26
Live Music - Catch the Drift
Later Event: November 28
Winter Wonderland 2025