Downtown Pikeville Kentucky located around the University of Pikeville. Editorial credit: CodyThane / Shutterstock.com

9 Welcoming Towns to Retire in Kentucky

Kentucky is a haven for those who want to retire, as the place is blessed with natural beauty and history and is affordable. Kentucky became the 15th state on June 1, 1792. Leaving aside the capital city, many counties in Kentucky have stories to tell, some tracing their origin during the colonial period.

For example, Bardstown, founded around 1780, is called the Bourbon Capital of the World. Kentucky is also noted for Bluegrass music and horses, with the Horse racing at Churchill Downs for the Kentucky Derby. Learn more about towns that are suitable and best for retirement in Kentucky.

Mayfield

The Graves County Courthouse in Mayfield, Kentucky. Editorial credit: Roberto Galan / Shutterstock.com
The Graves County Courthouse in Mayfield, Kentucky. Editorial credit: Roberto Galan / Shutterstock.com

Quiet streets and a friendly community constitute the western Kentucky town of Mayfield. History-oriented retirees will appreciate the Wooldridge Monuments in Maplewood Cemetery, a unique local landmark showcasing a collection of statues commemorating the Wooldridge family. Nature enthusiasts can head to Kess Creek Park, where retirees can stroll through walking paths, fish in the pond, or have a quiet picnic. For more active retirees, the park also has a disc golf course. Socializing is easy at local spots like the Mayfield-Graves County Senior Citizens Center, where regular activities and events, including exercises and community dinners, help people stay connected.

In terms of medical care, Jackson Purchase Medical Center is a 107-bed full-service hospital located right in town. Additionally, the assisted living facility of Fern Terrace Lodge creates a safe and supportive community for those needing daily assistance. With home prices as low as $199,900, Mayfield is an attractive option for those looking to stretch their retirement savings.

Ashland

Ashland, Kentucky. In Wikipedia. https://en.wikipedia.org/wiki/Ashland,_Kentucky By Corey Graese - Own work, CC BY-SA 4.0, https://commons.wikimedia.org/w/index.php?curid=81932937
Ashland, Kentucky. In Wikipedia. By Corey Graese - Own work, CC BY-SA 4.0, Wikipedia

Ashland offers a more urban feel compared to other small Kentucky towns, making it attractive for retirees looking for a mix of culture and comfort along the Ohio River. The Paramount Arts Center, a beautifully restored 1930s theater, is a cultural hub organizing live performances, films, and music events throughout the year. Another key highlight is Central Park, a large green space perfect for morning walks, with easy-to-navigate trails and shaded seating areas. When it comes to social activities, the Ashland Senior Center hosts gatherings, fitness programs, and hobby groups.

At 455 licensed beds, King's Daughters Medical Center provides world-class treatment. Housing prices are very affordable at $149,900.

Henderson

Henderson, Kentucky. In Wikipedia. https://en.wikipedia.org/wiki/Henderson,_Kentucky By Nyttend - Own work, Public Domain, https://commons.wikimedia.org/w/index.php?curid=20573265
Henderson, Kentucky. In Wikipedia. By Nyttend - Own work, Public Domain, Wikipedia

Easy living is the central idea of retirement in Henderson. The town’s Audubon State Park is a popular retreat for nature lovers, with over 6 miles of walking trails, a beautiful lake for fishing, and a museum dedicated to the renowned naturalist John James Audubon. Retirees can spend time birdwatching or stroll through the park’s peaceful 649 acres of wooded areas. The community also hosts annual events, such as the W.C. Handy Blues & Barbecue Festival, blending local culture with entertainment every summer.

Meanwhile, Methodist Hospital ensures that all residents have access to essential care. Whereas, Redbanks Nursing Home and Assisted Living provides a comfortable setting for seniors who require daily care but still want to maintain a level of independence. Owning a house is also well within budget with a median price of $205,000.

Maysville

A historic church in the town of Maysville, Kentucky.
A historic church in the town of Maysville, Kentucky.

Maysville is perfect for retirees looking for a town with a rich history and riverside living. The Kentucky Gateway Museum Center allows retirees to go over the history of the region through 4,000+ well-preserved artifacts and exhibits. Another landmark, the Washington Opera House, holds live performances and events, bringing together locals and retirees for enjoyable evenings out ever since 1898. Catching up with friends on weekends is even better at the 1876 Old Pogue Distillery, one of the oldest bourbon distilleries in the area.

Furthermore, Meadowview Regional Medical Center covers all acute healthcare services well. If retirees wish to settle down in their own homes, then $204,900 is what it takes to be a homeowner in Maysville.

Augusta

Augusta Kentucky, USA, Historical Marker.
Augusta, Kentucky, USA, Historical Marker.

Retirees are in for a treat as USA Today bestowed Augusta with the title of "Most Picturesque City in KY." The town’s historic appeal is highlighted by landmarks like the Rosemary Clooney House Museum, where visitors can learn about the life and career of the famous singer and actress in a 1830s house. Simultaneously, the nearby Baker-Bird Winery provides tours and a taste of local history, as it is one of the oldest wineries in the region (it survived the Civil War!).

At a distance of 80 miles from Lexington, Augusta is in the vicinity of fantastic medical reach when in need. Finally, houses are available starting from $217,500.

Morehead

View of Morehead State University in Morehead, Kentucky.
View of Morehead State University in Morehead, Kentucky. Image credit: Elspamo4, via Wikimedia Commons.

What is better than retiring right in the heart of a national forest? Morehead gives unrestricted access to the Daniel Boone National Forest, being in the middle of it. Retirees can hike, fish, camp, or explore trails like the Grays Arch Trail, famous for its incredible rock formations. Then there is Morehead State University’s Kentucky Folk Art Center. It showcases an impressive 1400+ collection of Appalachian folk art, providing opportunities for retirees to dive into local creativity.

Morehead also ensures peace of mind with its healthcare options boasting St. Claire HealthCare, one of the largest rural hospitals in the state. On the side, Life Care Center of Morehead promises both short-term rehab and long-term care, creating a well-rounded safety net for retirees. The town is just under the state's housing average, listing residential costs at $245,000.

Williamsburg

Cumberland Falls on the Cumberland River in Cumberland Falls State Resort Park, Kentucky, USA.
Cumberland Falls on the Cumberland River in Cumberland Falls State Resort Park, Kentucky, USA.

If the Appalachian region is what attracts retirees, then Williamsburg should be at the top of the list of considerations. The Cumberland Falls State Resort Park is just a short drive away. Noted as the "Niagara of the South," the park features breathtaking waterfalls and trails, ideal for retirees who enjoy hiking or nature photography. The Moonbow, a rare natural phenomenon visible during full moons, adds to the park’s allure. Alternatively, the Kentucky Splash Waterpark & Campground has a more relaxed environment with its lazy river and miniature golf course, which is especially enjoyable for retirees entertaining visiting family members. The Whitley County Public Library also serves as a community hub, hosting book clubs, social events, and educational programs.

All people with medical requirements are taken to the nearby Baptist Health Corbin. Finally, the town is a catch to reside with $169,900.

Pikeville

Pikeville, Kentucky. In Wikipedia. https://en.wikipedia.org/wiki/Pikeville,_Kentucky By Nyttend - Own work, Public Domain, https://commons.wikimedia.org/w/index.php?curid=32610124
Pikeville, Kentucky. In Wikipedia. By Nyttend - Own work, Public Domain, Wikipedia

Pikeville is famous for the Pikeville Cut-Through Project, one of the largest earth-moving projects in history. It is a key point of interest providing retirees with an educational experience along with scenic overlooks. Outdoor enthusiasts can spend time at Bob Amos Park, where walking trails, fishing spots, and even zip-lining provide diverse recreational options. For those who enjoy community activities, the Pikeville Senior Center hosts social gatherings, fitness programs, and arts and crafts workshops, helping retirees maintain a social presence.

Pikeville’s healthcare services are anchored by Pikeville Medical Center, a leading facility in the region operating all day. The Cedar Creek Assisted Living takes the lead in assisting seniors in their post-retirement time. If retirees are ready to spend $234,000, then they can also acquire the home of their dreams.

Greenville

A pink historic building with unique details in Greenville, Kentucky United States. Editorial credit: Sabrina Janelle Gordon / Shutterstock.com
A pink historic building with unique details in Greenville, Kentucky United States. Editorial credit: Sabrina Janelle Gordon / Shutterstock.com

Two hours down southwest to Louisville, Greenville is another desirable retirement destination in Kentucky. The 1907 Muhlenberg County Courthouse stands tall as a centerpiece of the community with its classic architecture. Thistle Cottage, a historic home turned museum, presents a glimpse into the town’s mining heritage, while also hosting local art exhibits. For those who enjoy the outdoors, Lake Malone State Park provides opportunities for hiking, fishing, and camping amidst beautiful scenery.

Additionally, Owensboro Health Muhlenberg Community Hospital comes to aid in the hour of healthcare support. Maple Health and Rehabilitation are among the top choices if long-term care is the requirement. Otherwise, a home is within the budget of $179,500.

The adventure of selecting a town in Kentucky to retire to may be exciting, full of chances to become involved in the community and explore new places from Augusta to Morehead. In addition to providing inexpensive housing and safety, these welcoming towns to retire in Kentucky offer a lively cultural environment, historical insights, and necessary services tailored to seniors. A quiet, pleasant retirement may be yours in any of these charming places in the United States.

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