# Road trips from Lexington, KY 13 back-roads routes start within a 4.5-hour drive of Lexington, KY, including 0 day trips and 13 weekend drives; 2 ready-made itineraries begin nearby. ## Weekend road trips from Lexington, KY - [Bourbon, Bluegrass & Shakers](https://dixieroadtrip.com/routes/bourbon-68) — Starts in Lexington; Lexington → Mammoth Cave, ~180 mi, 2–3 days - [The Wilderness Road](https://dixieroadtrip.com/routes/wilderness-road) — About 55 min to Berea; Bristol → Berea, ~220 mi, 2–3 days - [Moonbows & the Gorge](https://dixieroadtrip.com/routes/moonbows-gorge) — About 1 h 15 min to Slade; Slade → Cumberland Falls, ~150 mi, 2 days - [US 60: The Mutton Line](https://dixieroadtrip.com/routes/mutton-line) — About 1 h 45 min to Louisville; Louisville → Paducah, ~220 mi, 2 days - [US 127: The Plateau & the Sale](https://dixieroadtrip.com/routes/us127-plateau) — About 2 h 30 min to Albany, KY; Chattanooga → Albany, KY, ~160 mi, 2 days - [US 23: The Country Music Highway](https://dixieroadtrip.com/routes/country-music-highway) — About 2 h 40 min to Ashland; Ashland → Pikeville, ~140 mi, 1–2 days - [US 52: The Mine Wars Road](https://dixieroadtrip.com/routes/coal-mine-wars) — About 3 h 5 min to Williamson; Bluefield → Williamson, ~100 mi, 1–2 days - [US 11E: The Great Valley Road](https://dixieroadtrip.com/routes/great-valley-11e) — About 3 h 40 min to Knoxville; Knoxville → Bristol, ~110 mi, 1–2 days - [The Midland Trail](https://dixieroadtrip.com/routes/midland-trail) — About 3 h 55 min to Charleston; White Sulphur Springs → Charleston, ~120 mi, 1–2 days - [The Crooked Road](https://dixieroadtrip.com/routes/crooked-road) — About 4 h 5 min to Bristol; Bristol → Floyd, ~210 mi, 2–3 days - [US 11: The Valley Road South](https://dixieroadtrip.com/routes/valley-pike-south) — About 4 h 5 min to Bristol; Roanoke → Bristol, ~150 mi, 1–2 days - [The Dragon & the Skyway](https://dixieroadtrip.com/routes/dragon-skyway) — About 4 h 15 min to Loop from Gatlinburg; Loop from Gatlinburg, ~280 mi, 2–3 days - [The Overhill Country](https://dixieroadtrip.com/routes/overhill) — About 4 h 15 min to Gatlinburg; Chattanooga → Gatlinburg, ~175 mi, 2 days ## Longer itineraries starting near Lexington, KY - [Bourbon, Bluegrass & Shakers](https://dixieroadtrip.com/trips/bourbon-weekend) — 3 days, ~300 mi, from Lexington, KY - [A Reader's Central Kentucky: Bardstown to Shaker Village](https://dixieroadtrip.com/trips/reader-central-kentucky) — 3 days, ~160 mi, from Bardstown, KY ## Frequently asked questions ### What is the closest route to Lexington, KY? The nearest way in is Bourbon, Bluegrass & Shakers (Lexington → Mammoth Cave) — starts in Lexington; ~180 miles over 2–3 days. ### What is a good day trip from Lexington, KY? No one-day route starts within 2.5 hours of Lexington, KY; the nearest route overall is Bourbon, Bluegrass & Shakers (Lexington → Mammoth Cave) — starts in Lexington; ~180 miles over 2–3 days. ### What is a good weekend road trip from Lexington, KY? Bourbon, Bluegrass & Shakers (Lexington → Mammoth Cave) — starts in Lexington; ~180 miles over 2–3 days. ### How far is the nearest parkway or scenic byway from Lexington, KY? Natchez Trace Parkway begins about 4 h 30 min away at Nashville, beyond the 4.5-hour reach of a weekend start. --- Canonical URL: https://dixieroadtrip.com/road-trips-from/lexington-ky Publisher: Dixie Media (Dixie Road Trip, https://dixieroadtrip.com/)