Events

Old Settlers Day

Old Settlers Day

Howard County’s first festival of the season! June 13, 2026, in Chester, Iowa. It’s Old Settlers Day!

This year Chester is hosting a Tractor Pull.

Rain or shine we will be celebrating so plan to spend the day in Chester.


Sponsored by Partner-n-Progress

2026 Old Settlers Day poster

Hourly Schedule

Saturday

10AM - 4PM
Flea Market, Crafts & Food Vendors
@ City Park - Contact Amanda Keller 507-951-2806
10AM - 3PM
Chester Firemen's Brat Stand
@ City Park
10AM - 3PM
Balloons & Bouncy House
@ City Park
10AM - 12PM
Petting Zoo
@ City Park
10AM - 11AM
Kids Pedal Tractor Pull
@ Cresco St.
11:30AM - 12PM
Magician
@ City Park
11AM - 3PM
Music by Tim's Mobile Music
@ City Park
11AM - 3PM
Sign Painting by Mike Meyer
@ City Park "The Man & His Brush"
12:30AM - 2PM
Free Ice Cream
@ City Park Sponsored by Cray Insurance
50/50 Raffle
$1 Each or 6 for 5$ - Proceeds to new Christmas Decorations
Date
Jun 13 2026
Ongoing...
Time
All Day
Location
Chester, IA
Organizer
Partner in Progress
Website https://www.facebook.com/profile.php?id=100066603065029
Top