There’s no shortage of winsome small towns in Kentucky, nor is the Bluegrass lacking in scenic beauty. So what do you get when you combine the two? Why, the charming and historic city of Monticello — that’s what! This adorable little mountain town makes a perfect detour on your way to the Kentucky Mountains, and is sure to become one of your new favorite places in the state.
Monticello is a sweet little town located in the southern region of Kentucky. It’s known as the “Houseboat Capital of the World,” as the town boasts several houseboat manufacturers.
U.S. Department of Agriculture/Flickr
But there’s so much more to Monticello than boats; this small locale of just over 6,000 residents packs quite a historic punch!
Brian Stansberry/Wikipedia Pictured here is a log cabin in downtown Monticello, built in the early 19th century by local settler “Racoon” John Smith. The cabin was originally located in Horse Hollow on the Little South Fork River, and today sits right in town for visitors to admire.
Monticello is home to numerous historic buildings; the West-Metcalfe House is another notable site. It was the first brick house in this region of Kentucky, and it also served as Confederate headquarters and a battlefield hospital during the Battle of Mill Springs.
Brown-Lanier House/Facebook
Nearby, the Brown-Lanier House dates back to 1830 and served as a home, headquarters, and hospital before and after the Battle of Mill Springs.
Brown-Lanier House/Facebook
Speaking of which, this is Mill Springs Mill, a historic, beautifully preserved gristmill from the 1800s that’s simply enchanting to visit.
Karen DuGuay/Google Local
Enjoy a walking history lesson as you learn about this American frontier home and mill. You can read more about the historic buildings in town here.
U.S. Army Corps of Engineers Nashville District/Flickr Mill Springs Park, 1116 Duncan Ramsey Rd, Monticello, KY 42633, USA
History aside, Monticello is a delightful little place to explore. In the downtown area, The Quilt Shoppe is one-of-a-kind; this place celebrates the beautiful art and craft of quilting.
The Quilt Shoppe/Facebook 24 N Main St, Monticello, KY 42633, USA
Country Farm and Home is a fun general store to peruse, too. Here you’ll find everything from farm and feed supplies to homemade hats and wares!
Country Farm and Home - Monticello/Facebook Country Farm and Home, 1888 KY-90, Monticello, KY 42633, USA
While you’re in town, keep an eye out for these massive Adirondack chairs, part of a city-wide project to support local businesses and bolster town spirit.
Monticello-Wayne County Chamber of Commerce/Facebook
Pick up a coffee while you peruse Monticello’s Main Street – Happy Hoppers is a beloved family-owned spot in town!
Monticello-Wayne County Chamber of Commerce/Facebook Happy Hoppers Cafe, 18 N Main St, Monticello, KY 42633, USA
And when your stomach starts talking, head to Black Stallion Steak House Restaurant, a classic steakhouse serving up delicious, stick-to-your-ribs kind of fare.
Bob Nichols/Google Local Black Stallion Steak House Restaurant, 163 Travis St, Monticello, KY 42633, USA
This will surely fuel you for your adventures!
Tim Wolfe/Google Local Black Stallion Steak House Restaurant, 163 Travis St, Monticello, KY 42633, USA
Next time you’re driving to the Kentucky Mountains, take a detour to the lovely little town of Monticello. We promise you’ll be totally charmed!
Janet Bond/Moment Open Collection via Getty Images
Have you visited Monticello, Kentucky, before? If so, what are your favorite shops, eateries, and spots in town? Share them with us in the comments below!
U.S. Department of Agriculture/Flickr
Brian Stansberry/Wikipedia
Pictured here is a log cabin in downtown Monticello, built in the early 19th century by local settler “Racoon” John Smith. The cabin was originally located in Horse Hollow on the Little South Fork River, and today sits right in town for visitors to admire.
Brown-Lanier House/Facebook
Karen DuGuay/Google Local
U.S. Army Corps of Engineers Nashville District/Flickr
Mill Springs Park, 1116 Duncan Ramsey Rd, Monticello, KY 42633, USA
The Quilt Shoppe/Facebook
24 N Main St, Monticello, KY 42633, USA
Country Farm and Home - Monticello/Facebook
Country Farm and Home, 1888 KY-90, Monticello, KY 42633, USA
Monticello-Wayne County Chamber of Commerce/Facebook
Happy Hoppers Cafe, 18 N Main St, Monticello, KY 42633, USA
Bob Nichols/Google Local
Black Stallion Steak House Restaurant, 163 Travis St, Monticello, KY 42633, USA
Tim Wolfe/Google Local
Janet Bond/Moment Open Collection via Getty Images
If you like Monticello, you’ll fall in love with Paducah, a delightful little riverside locale that simply exudes small-town charm.
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Address: Monticello, KY 42633, USA
