Published by kelly on September 24, 2025
Know Before You Go! Harvest Fest takes place in Stillwater Oct. 11 & 12, 2025. Stillwater Harvest Fest is a FREE event, held the second weekend of October each year, is one of the premier events in downtown Stillwater and one of the largest of its kind in the Midwest. Several times, Stillwater Harvest Fest was the number one giant pumpkin weigh off in the world. Harvest Fest also features a giant pumpkin weigh-off, pumpking drop, pumpkin regatta, live music, vendor market and chili cookoff!
Fun for the whole family!
Harvest Fest Schedule of Events
SATURDAY, OCTOBER 11, 2025
HARVEST FEST MARKET & KIDS ACTIVITIES – 10:00am – 6:00pm
TROLLEY SHUTTLE TO/FROM PARKING – 10:00am – 9:00pm
GIANT PUMPKIN WEIGH-OFF – 10:00am – 3:00pm
BEER GARDEN – 10:00am – 8:00pm
LIVE MUSIC – 10:00am – 8:00pm
CHILI COOK-OFF TASTING – 1:00 – 4:00pm
PIE EATING CONTEST – 2:30pm
CURIO “THRILLER” DANCE – 5:00pm
GIANT PUMPKIN DROP – 5:30pm
SUNDAY, OCTOBER 12, 2025
HARVEST FEST MARKET & KIDS ACTIVITIES – 10:00am – 6:00pm
TROLLEY SHUTTLE TO/FROM PARKING – 10:00am – 7:00pm
GIANT PUMPKIN WEIGH-OFF – 10:00am – 3:00pm
BEER GARDEN – 10:00am – 6:00pm
LIVE MUSIC – 10:00am – 5:00pm
KIDS COSTUME PARADE – 11:30am
BINGO – 12:00-3:00pm
PUMPKIN REGATTA – 2:30pm
KIDDIE TRACTOR PULL – 3:00-5:00pm
GIANT PUMPKIN DROP – 5:30pm
Chili Cook Off
Join us for our 15th Annual Chili Cook Off from 1-4pm on Saturday, October 11. Sample chilis from local restaurants.Get ready to indulge in the ultimate chili experience. Our Chili Cook Off promises to tickle your taste buds with a variety of mouthwatering chili recipes. From mild to fiery hot, there’s something for everyone! Don’t miss out on this delicious and fun-filled gathering.
Come hungry, leave happy! See you there!
Tickets are limited at the event! Click HERE for Chili Cook Off Tickets.
Grab a free shuttle for Harvest Fest this year!
Pick up / drop off locations:
Cub Foods
Stillwater Middle School
Pioneer Park
Behind Valley Bookseller
For more information about Harvest Fest, Click HERE.
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