Events

Events in Litchfield include a monthly picker's delight and renowned outdoor sporting events.

Litchfield is home to more than the Mother Road of Route 66. It is also the place to go the second Sunday of the month from May through October for the famous Pickers Market. What about testing your athletic abilities during the annual Litchfield Triathalou? Choose your Litchfield event fun.

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Jun 14th, 2026

2026 Centennial Motor Tour
Each year, the Route 66 Centennial Commission hosts a motor tour trek along the iconic Mother Road, inviting travelers to experience the first 300 miles of Route 66 in Illinois.Participants can register…
There are future dates for this event and it is currently underway
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Jun 14th, 2026

Litchfield Pickers Market
Get your pick of the past at the Litchfield Pickers Market! Every second Sunday, May through October, this one-of-a-kind market features vintage items and collectibles from before 1985, each specially reviewed by…
There are future dates for this event and it is currently underway
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