Between Springfield And Indianapolis Is Illinois' Cozy City With A Buzzing Main Street

Resting between the United States's pulsing coasts and among its inland cities-du-jour (lookin' at you, Austin, Texas), lies an embarrassment of bite-sized riches. Small, intimate locales that offer a counterweight to New York City's megawatt pulse, or San Francisco's erudite cool. Places like Monticello, a cozy Illinois city with a lively Main Street that may be the exact opposite of the Instagram-worthy destinations drawing masses of visitors. Sandwiched between Springfield and Indianapolis, the small city of about 6,000 instead offers a big dose of small-town charm and humility.

Monticello holds an underappreciated place in history. Abraham Lincoln, still a young lawyer, spent time in the local Tenbrook Hotel as he traveled the Eighth Judicial Circuit, cutting his teeth as an aspiring legal mind. He also had a knack for turning social events inside out. One infamous scene involved Honest Abe persuading children to heat an inflated pig's bladder in a fireplace. The ensuing explosion sent hot coals all over the room, with Lincoln setting a broom on fire trying to clean up the mess.

You won't find any bouncy pig bladders or flaming brooms, but his time in the area is commemorated with "Looking for Lincoln" plaques scattered at places he frequented during his time there and the rest of Illinois. Monticello gladly embraces its history, offering a perfect counterbalance to Urbana-Champaign, a trendy college town with thriving arts and vibrant culture that's 30 minutes away. It's an idyllic weekend getaway for travelers tired of slapping hashtags on everything.

Check out Main Street, dine, and ride the rails

The cozy city offers a Baby Bear's porridge version of a big-ticket destination: not so overwhelming that the average traveler burns out from the heat, yet also not so chill that it leaves visitors twiddling their thumbs. The town's downtown area, which orbits around Main Street, gives visitors a chance to see the small city's best offerings and spend a little cash. There's No Place Like Home, just off Washington Street, has a delightful collection of antiques, jewelry, and upcycled tchotchkes that make splurging a guilt-free exercise. Mary, Maude & Me, an antique store just two blocks away in a charming little brick house, has a similarly eclectic, well-curated inventory of vintage wares. Next, it's time to chug along to the town's biggest draw.

Any visit must include a stop at the Monitcello Railway Museum. Its weekend train rides offer a time portal back to an era when rails and steam engines helped small towns like Monticello expand. Bookended by two depots, the museum's dozens of historic trains reward passengers with a sense they're on the set of a "Butch Cassidy and the Sundance Kid." Afterward, your stomach will likely grumble. Thankfully, Monticello offers plenty of dining options.

The smattering of small eateries covers a wide breadth of humble food options, sans white tablecloths. Hankering for some Mexican? Casa Real and Las Marias have you covered. Those in more of a lunch pail and hard hat mood can hit the Brown Bag Deli. Its mix of wraps, sandwiches, and full-on meals will satiate exactly the ravenous hunger one feels after spending time on a railroad.

The ins and outs of visiting Monticello

No matter where you're traveling from, you'll need a car to reach the city. Despite its proximity to several larger metropolises, Monticello's closest airport is the University of Illinois Willard Airport, a comparatively small hub that often requires a transfer at Chicago O'Hare to reach. The closest major transit hub, Indianapolis International Airport, unfortunately, is two hours away. The drive in, however, offers plenty of worthwhile pit stops. About halfway between the airport and Monticello, you'll find Danville, an underrated Illinois city that's a peaceful lakeside retreat.

Monticello's diminutive size limits your available accommodations. A single chain hotel and a smaller inn are the only available options, costing between $75 and $200. Decatur, itself an underrated Midwest gem with trails, public art, and a zoo, sits about half an hour away and offers some more places to overnight.

While there's no wrong time to visit Monticello, the muggy summers and chilly winters mean the weather's most pleasant during the shoulder season. If you're in town between June and October, include a stop at the city's farmers' market. Local vendors offer everything from baked goods to flowers, along with the usual smattering of fresh produce. No inflated pig bladders, though.

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