Labor Day in The Woodlands

Put the backpacks and briefcases away for one last weekend of summer fun!

Labor Day


The kids may be back in school, but you can still enjoy the last holiday of the summer season and experience Labor Day with a vacation to The Woodlands! The celebration on Sunday, September 1 from 5 to 9 p.m. includes live music, strolling entertainment, and much more at Waterway Square. Join us for this fun, family-friendly event while you enjoy the end of summer.


5:00 PM | Live Music by Rule 77 (Variety) 

6:00 PM | Youth Pie Eating Contest

7:00 PM | Adult Pie Eating Contest

9:05 PM | Fireworks

All times are approximate and weather permitting.

Youth Pie Eating Contest  Labor Day Pie Eating Contest



Contestants must register at the Pie Eating Contest tent on the day of the event, no later than 15 minutes before each contest begins. Each contest will be capped, so please arrive early to register. Once the contest has reached its capacity, registration will close. No exceptions. A completed liability waiver must be on file for each contestant. Participants under the age of 18 must have a parent/guardian sign a liability waiver to register and participate. View complete Pie Eating Contest Rules here

A trophy will be awarded to the first-place winner of each contest.


Planning your last vacation of the summer has never been easier! These hotels are located within walking distance of the Labor Day Celebration at Waterway Square or are nearby a Trolley stop that will bring you to the festival. Park once and enjoy a stress-free vacation just 30-minutes north of Houston.


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