Southern State’s Distinctive Trail Towns: Lively Centers with Shops and Eateries Near Iconic Landmarks

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Southern State's Distinctive Trail Towns: Lively Centers with Shops and Eateries Near Iconic Landmarks

Meandering across the vast green grasslands, dense forests, and cave-studded crags that make up the Kentucky Wildlands, a web of trails has been woven through the Southern state’s diverse landscapes. Often misunderstood, reduced to its rolling bluegrass hills and its charm-filled underrated towns, this Appalachian stomping ground is packed with varied landscapes. Banding together to place the spotlight on their glorious surrounds, 25 destinations have joined the list of certified Kentucky Trail Towns.



Selected by the Office of Adventure Tourism in the Kentucky Cabinet for Tourism, Arts, and Heritage, these hubs are dedicated to promoting their outdoor attractions. Spanning from Dawson Springs in the west to Elkhorn City in the east, the breadth of the Kentucky Trail Town map is plotted according to each spot’s access to paths through the woods and the waters of the state. Pick and choose your favorites to plan an outdoor voyage across Kentucky, or go all in and set out on a stunning road trip route.

If you’re hoping to explore the state’s western trails, the most convenient city to start in is Louisville. Over 40 U.S. airports run flights directly to the vibrant city on the Indiana border. If you’re coming from the east, set out from Lexington, which has easy air access from 12 different states. No matter which direction you’re coming from, and which Kentucky Trail Towns you decide to include on your tour, you’ll be treated with peaceful nature escapes, quirky small town stores, and authentic eateries fueling weary explorers.



Hike through Kentucky’s iconic landscapes and national parks

Each of Kentucky’s designated Trail Towns comes with its own protected selection of outdoor adventures, enticing both intrepid hikers and low-octane scenic walkers. On the edge of the very best of the state’s canopy-covered hiking trails, Stearns is a former mining town hidden in Kentucky’s river gorge. Starting out in the small, serene spot, you’ll be surrounded on all sides by woodlands, encompassing Daniel Boone National Forest hiking routes and national recreation area activities. Its backcountry trails bypass soaring sandstone arches, weave alongside babbling streams leading to concealed waterfalls, and reward explorers with vistas over the rushing Big South Fork River.

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Nearby Campbellsville also sits within a web of weaving trails, with 50 miles of hiking and biking paths spanning out from the small town hub. Roam along the water’s edge on the Green River Lake State Park trail or explore the historic Kentucky backcountry on a Clay Hill Memorial Forest trail, before recouping in charming downtown Campbellsville. The college town is packed with restaurants serving statewide favorites like indulgent fried chicken and barbecued meats that drip off the bone. Further along the Green River you can follow the trails out to attractions like Kentucky’s own Stonehenge in the trail town of Munfordville, or head straight into Mammoth Cave National Park nearby.



Paddle Kentucky’s mighty waterways and secluded lakes from a Trail Town base

Dave Pennells

By Dave Pennells

Dave Pennells, MS, has contributed his expertise as a career consultant and training specialist across various fields for over 15 years. At City University of Seattle, he offers personal career counseling and conducts workshops focused on practical job search techniques, resume creation, and interview skills. With a Master of Science in Counseling, Pennells specializes in career consulting, conducting career assessments, guiding career transitions, and providing outplacement services. Her professional experience spans multiple sectors, including banking, retail, airlines, non-profit organizations, and the aerospace industry. Additionally, since 2001, he has been actively involved with the Career Development Association of Australia.