Guided tour · 3 hours
Lexington: Downtown Walking Food & History Tour
Embark on a journey through the heart of Downtown Lexington, where history and farm-to-table flavors intertwine for an afternoon of fun exploration.
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Tip: Do three or four trail stops then finish at Hall's on the River; pick up a cold Ale-8-One for the drive back.
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Guided tour · 4 hours
Distillery District Food, Drink, and History Tour
Join us in the Distillery District for Kentucky farm-to-table cuisine, limestone-filtered bourbons, and an exploration into the history behind this revitalized piece o...
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Guided tour · 2.5 hours
Lexington: Bluegrass Cocktails & Bites Walking Tour
Sink into your seat and sip unique craft cocktails and locally prepared plates while listening to captivating tales from Lexington's East End.
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More food day trips in Lexington
Lawrenceburg (Wild Turkey and Four Roses) ★ 4.3
Lawrenceburg stacks two bourbon giants above the Kentucky River, with Wild Turkey's renovated visitor centre and Four Roses' distillery a short hop apart.
TipWild Turkey runs Wednesday to Sunday; pair one big tour with the river overlook rather than forcing both in a day.
Harrodsburg and Shaker Village ★ 4.4
Harrodsburg holds the 1845 Beaumont Inn, a James Beard-honoured family table, with Shaker Village of Pleasant Hill's seed-to-table dining just up US-68.
TipThe Old Owl Tavern side of Beaumont Inn takes walk-ins more easily than the main dining room on weekends.
Berea (Boone Tavern) ★ 4.2
Berea, Kentucky's folk arts and crafts capital, sends day-trippers to the 1909 Boone Tavern for farm-to-table dining amid Berea College's craft galleries.
TipEat at Crafted at Boone Tavern, then walk the college square galleries; student artisans staff many of the studios.
Midway (Woodford County) ★ 4.6
Midway packs Ouita Michel's Holly Hill Inn, a 2025 James Beard semifinalist for hospitality, and a strollable rail-town main street 25 minutes from Lexington.
TipBook Holly Hill Inn for Saturday brunch, then walk the Railroad Street shops; trains still split the town centre.
Versailles (Woodford Reserve) ★ 4.5
Versailles pairs the National Historic Landmark Woodford Reserve distillery with a growing courthouse-square dining strip 20 minutes west of Lexington.
TipReserve the distillery tasting before lunch; the drive in on Old Frankfort Pike is the prettiest road in the Bluegrass.
Frankfort (Buffalo Trace) ★ 4.5
Frankfort gives Lexington day-trippers free Buffalo Trace distillery tours, the state capitol and Rebecca Ruth's century-old bourbon ball candy kitchens.
TipBuffalo Trace tours are free but book out; reserve the Trace Tour early and save the gift shop for the end.