Piccadilly Auction and Gala

Ready for the greatest Ladies night out in the history of Ladies nights out?  DO NOT MISS the Piccadilly Auction and Gala at Big Iron Town.  Hosted by the Pleasant Hill Historic District, this amazing night of fun includes dinner, music, numerous Piccadilly raffles, a silent auction, heaps of laughs and a rootin’ tootin’ good time!


Railroad Days

Don’t miss out on the Historic District Railroad Days Festival.  Model Train builders from all around come to show their magical creations. Enjoy food and business vendors, live music, and historic re-enactors camped throughout the weekend.

Third Friday’s Celebration.

Meet us Downtown and have some fun playing yard games and listening to some live entertainment. Enjoy Food trucks and experience all Historic Downtown has to offer with open businesses and eateries.


Pleasant Hill Cruise Nights

are held every third Friday of the month, May through October, from 6 to 9 pm. All hot rods, muscle cars, motorcycles bicycles and drivable contraptions are welcome. Partake in 50/50 drawings, giveaways and sometimes we even have live music. October features our Punkin’ Cruise just in time for Halloween. Cruise down and hang out with us and be sure to visit us on Facebook.

Cass County Fair

The Cass County Fair attracts thousands from miles around to enjoy arts and crafts, vendor booths, car shows, animal shows, rodeo, demolition derby, tractor pulls and carnival rides. Fireworks top off each night of fun. Don’t miss this fantastic event coming in July.

Trick or Treat

Halloween brings out the little ghouls and goblins. Our Chamber of Commerce sponsors the Safe Trick or Treat in the Historic District followed by the Trick or Treat Trail walk for kids and a Haunted Trail Hay Ride for those more in tune with the darkness (presented by the Pleasant Hill School District.

Mayor’s Christmas Tree Lighting and UTV Parade

The first week of December our Historic District illuminates with the glory of the Holidays. The Mayor’s Tree is lit along with the rest of the town featuring performances from our local dance troops and carols from our local choirs. The Downtown Association and Community Betterment team up with the City Government and local businesses to sponsor carriage rides through town and appearances from our beloved Santa Claus. And DO NOT MISS the amazing UTV parade.