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  • Feuding Hillbillys

    Spend your Sunday evening enjoying live music from Feuding Hillbillys at the Dickinson County Expo Center. Known for their high-energy performances and crowd-pleasing mix of country, bluegrass, and rock, the band is sure to keep the fun going all night long.

  • Scott Larsen Band

    Scott Larsen Band is back! Spend another great night with us at the Okoboji Store!

  • Mini-Rods Competition

    Don’t miss the Mini-Rods Competition during Milford Pioneer Days! Gather with family and friends to enjoy this exciting competition and another great Pioneer Days tradition. The competition begins following the Pioneer Days Parade!

  • Pioneer Days Kiddie Parade

    Join the Pioneer Days Kiddie Parade as kids decorate their bikes, wagons, scooters, and strollers before parading down H Avenue! It’s a fun way for young participants and their families to be part of the Milford Pioneer Days celebration.

  • Pioneer Days Bingo

    Try your luck at Pioneer Days Bingo at St. Joseph’s Catholic Church! Grab a seat, play a few rounds, and enjoy a fun afternoon with family, friends, and the community.

  • Boy Scouts Pancake Feed

    Start your Sunday morning of Milford Pioneer Days with the Boy Scouts Pancake Feed at Florence Park! Enjoy a delicious pancake breakfast while gathering with family, friends, and the community.

  • Okoboji Music Masters

    Enjoy a live performance by the Okoboji Music Masters as part of Milford Pioneer Days! Gather with family and friends for an evening of great music, community, and summer fun. Their entertaining mix of classic favorites makes this a perfect way to celebrate Pioneer Days in the Iowa Great Lakes.

  • Pioneer Days Parade

    Celebrate Milford Pioneer Days at the annual Pioneer Days Parade! Watch colorful floats, local organizations, marching groups, and community members make their way through downtown Milford. Bring a lawn chair, find your spot along the route, and enjoy this fun community tradition with family and friends.

  • Yoga in Florance Park

    Start your morning at Milford Pioneer Days with an outdoor yoga session in Florence Park. Enjoy a relaxing hour of movement, fresh air, and community before spending the day exploring all the festivities Pioneer Days has to offer!

  • Kid’s Carnival and Games at Florence Park

    Keep the Milford Pioneer Days fun going at the Kid’s Carnival and Games in Florence Park! Families can enjoy a variety of kid-friendly games, activities, and classic carnival fun, making it the perfect stop for children of all ages during this beloved community celebration.