Decorative lighthouse at the end of a jetty in the Ohio River, Paducah, Kentucky, USA

6 Underappreciated Towns to Visit in Kentucky

An important cultural and geographic component of the Southeastern United States, the “Bluegrass State” of Kentucky is a wonderful place of discovery that all ages can truly enjoy on any potential vacation. Kentucky truly is a beautiful destination, from the sounds of Bluegrass music to special regional dishes, fascinating history, and plenty of splendid natural surroundings. While major cities in the state will still attract much attention, there are several smaller, underappreciated towns with just as much charm and wonder as their larger counterparts. So when visiting Kentucky, do not forget about these awesome towns where the full character of the State can be found in great abundance, ready to instill a renewed appreciation of small towns in the USA.

Winchester

Downtown Winchester, Kentucky. Image credit: Formulanone via Flickr.com.
Downtown Winchester, Kentucky. Image credit: Formulanone via Flickr.com.

Founded in the late 18th century, Winchester serves as the seat of Clark County, where today a modest population of just over 19,000 reside. A historically rich center, visitors can explore some important historic sites spanning several centuries of America’s past. These include the downtown historic district, the Oakwood Estate House (1820), and the Old Providence Church (1793), among others listed on the National Register of Historic Places. From there spend an immersive afternoon at the Civil War Fort at Boonesboro or the Bluegrass Heritage Museum, for intimate encounters with important moments in Kentucky’s history. Finally, no visitor to Winchester can miss the chance to taste the most famed regional treat, Beer Cheese spread. Originating in the County but now beloved across the State, guests can even take in the sights and smells of the Beer Cheese Festival in June. With live music, children’s activities, vendors, and, of course, plenty of Blue Cheese spread on hand, this is one of the most unique Kentucky cultural events that the whole family can enjoy.

Augusta

Aerial view of Augusta, Kentucky. By Predhead, CC BY-SA 4.0, Wikimedia Commons
Aerial view of Augusta, Kentucky. Image credit: Predhead via Wikimedia Commons.

Situated on the southern banks of the Ohio River, Augusta is a charming Kentucky rivertown that can trace its modern history to the period right after the American Revolution. A former trading post, today just over 1,000 inhabitants call this community, where a quiet and charming snapshot of small-town America can be enjoyed in a unique Kentucky setting. Known for its hot and humid summers and mild winters, spending time outside in Augusta is always popular, and guests can enjoy activities like sailing and swimming, and of course, a most nostalgic ride on the Augusta Ferry, which has been in operation since 1798. Admire cute riverside homes, stroll along the water’s edge, or sit in quiet contemplation; Augusta is indeed a most relaxing and underappreciated little town. Featuring a nice assortment of historic sites, small restaurants, shops, and other galleries, a perfect weekend getaway awaits in Augusta.

Maysville

Historic buildings in Maysville, Kentucky.
Historic buildings in Maysville, Kentucky.

Maysville is another scenic river town located along a stretch of the 981-mile-long Ohio River. Incorporated in the late 1700s, this seat of Mason County is now home to just under 9,000 inhabitants, and it remains a charming and historic destination for anyone in northern Kentucky to discover. Once an important river port, Maysville was known as a prominent exporter of goods such as bourbon and tobacco and was even a stop on the famed network of secret passages for fugitive slaves, the Underground Railroad. Explore such landmarks like the Simon Kenton Bridge, the Russell Theatre, and many beautifully painted murals across town depicting key moments in the region’s history. Add in peaceful river views, picturesque green surroundings, a hot, humid climate, and a fine assortment of local businesses and restaurants, and Maysville will surely leave any visitor with a fine set of special memories.

Monticello

Log cabin in downtown Monticello, Kentucky, built in the early 19th century
Log cabin in downtown Monticello, Kentucky, built in the early 19th century. Image credit Brian Stansberry via Wikimedia Commons.

Also known as the “Houseboat Capital of the World,” the alluring town of Monticello serves as Wayne County's seat with just under 6,000 inhabitants. Named for the plantation residence of President Thomas Jefferson, this charming community is situated along the reservoir Lake Cumberland and guests can enjoy ample recreation on its waters. From sailing, swimming, fishing, and naturally, houseboat rentals, a relaxing and nature-filled excursion is never far away when in Monticello. In addition, one can marvel at several historic landmarks in the downtown area, including the John Mill Log Cabin from the early 1800s, that are listed on the National Register of Historic Places. Add charming local eateries, shops, galleries, and other businesses, and Monticello serves as a nice example of Anytown, USA, with the most scenic and rich Kentucky character.

Newport

Aerial view of Newport, Kentucky.
Aerial view of Newport, Kentucky.

Settled in the 1790s, the historic Newport is scenically located where the Ohio and Licking Rivers meet. One of two seats of Campbell County in northern Kentucky, a modest population of just under 14,000 calls Newport home. A picturesque town with mild winter and hot summer temperatures, guests can enjoy fun outdoor activities like sailing, swimming, cycling, and jogging along the water’s edge and in any of the town’s inviting green spaces. Meanwhile, an afternoon spent at the Historic District brings visitors back to the 1800s, and a number of landmarks are listed on the National Register of Historic Places, including the County Courthouse (1884). Finally, a visit to the Newport Aquarium should not be missed, where a collection of over 20,000 species can be viewed in a fun and interactive outing perfect for the entire family.

Paducah

Historic buildings in downtown Paducah, Kentucky, USA. Editorial credit: Angela N Perryman / Shutterstock.com
Historic buildings in downtown Paducah, Kentucky. Image credit: Angela N Perryman via Shutterstock.

Paducah is located in Kentucky’s Jackson Purchase Region, and it beautifully lies at the confluence of the Tennessee and Ohio Rivers. Home to a population of just over 27,000, the historic Paducah can trace its modern history to the 1820s and maintains a most alluring historic ambiance. Explore the many buildings listed on the National Register of Historic Places, ranging from the 19th to 20th centuries. These include the Lloyd Tilghman House (1861) and the Whitehaven Mansion (1865). Meanwhile, as a river town, opportunities to go fishing, swimming, and sailing are great ways to enjoy the outdoors and escape the big city life. Back in town, guests can also appreciate Paducah’s colorful and beautifully illustrative murals that highlight different episodes of the town and region’s past.

Kentucky is a culturally rich and naturally stunning part of the Southeastern USA, and for any traveler looking to discover some of the very best of Americana, the “Bluegrass State” is indeed the place to be. While such major cities such as Louisville and Frankfort may continue to attract the most attention, Kentucky is also home to many smaller and underappreciated towns that are equally fascinating and charming. From the historic streets of Augusta to the “Houseboat Capital” of Monticello, these small Kentucky towns are wonderful places that all ages of travelers can enjoy and appreciate. Come see Kentucky then and experience its unique heritage through a visit of these cute, charming, and underappreciated towns!

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