One of the best things about Hillsboro, the county seat of Montgomery County in south-central Illinois, is that the downtown area is very compact. It’s easy to find out about anything happening in town – simply stroll down Main Street to discover what’s new. Brian Lee, who moved here with his family almost seven years ago from Nashville, has played a big role in transforming this city of about 6,000 residents into a more welcoming tourist destination.

A carpenter by trade, Lee is among a group of people who’ve been quietly transforming Hillsboro into a third-wave business community that attracts younger generations to move here. From trendy loft apartments to a record store, a brewery, a coffee roaster, local boutiques and even a nostalgic movie theater that’s been completely revamped, this is a place you have to see to believe. “The whole town feels like a cool neighborhood,” Lee says. “Everyone knows everyone – a little like ‘Cheers.’” Here’s what to check out on a visit this fall.

See more: Where to Find Good Eats in Downtown Hillsboro

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Black Rabbit Coffee Roasting

Hillsboro Illinois
Photo credit: Nathan Lambrecht

Lee describes Black Rabbit Coffee Roasting as a progressive coffee shop where everything they serve – from lattes to pastries – is really well done. “It’s a place you’d expect to see in San Francisco,” he notes. Co-owner Isaac Reynolds has a background in skateboarding and street art, and his eclectic style comes through in the unique designs adorning Black Rabbit’s coffee bags.

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Comments

  • Karen

    We are planning a visit to Hillsboro Illinois the week of October 23, 2023.
    Can you let me know if any fall events that may be happening that week?

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