ShelbyKY Tourism

Plan · Bourbon Trail · 7 min read

A Two-Day Bourbon Itinerary, Anchored in Shelby County

Two distilleries, two restaurants, one room with a porch — the slow version of the Kentucky Bourbon Trail, twenty minutes east of Louisville.

Mara HollowayApril 22, 20262 days · 1 night

At a glance

The trip in one column.

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Duration
2 days · 1 night
Best for
Couples, friends-of-bourbon, anyone planning a Bourbon Trail weekend
Driving
~32 miles total driving
Pace
Slow

Pack list

  • Comfortable closed-toed shoes (rickhouse floors)
  • A water bottle
  • An empty bag for one bottle home
  • A jacket (the warehouses run cool)
  • Cash for the farmers' market

Day 1 · Friday

Start at the farm.

The bourbon weekend begins in the grain — twenty minutes outside town, on the hill where the corn is grown.

Most bourbon weekends start at a downtown tasting room. Reverse that. Begin at Jeptha Creed Distillery, a family-run, grain-to-glass operation on a hill outside Shelbyville. The Nethery family grows their own Bloody Butcher corn on the land you're standing on; the tour walks past the fields, the milling floor, the column still, and the rickhouse before you taste anything.

AfternoonDistillery · Shelbyville

Tu-Sa 11:00-18:00

Jeptha Creed Distillery

Why this stop · Grain-to-glass tour; their Bloody Butcher bourbon is the through-line of the weekend.

AfternoonShopping · Shelbyville

Mo-Sa 10:00-17:00

Wakefield-Scearce Galleries

Why this stop · Browse English antiques inside the same 1825 building that will host tomorrow's lunch.

EveningDining · Simpsonville

We-Su 17:00-22:00

Old Stone Inn

Why this stop · A 1791 stagecoach stop, now wood-fired and chef-driven. The patio fills up first.

NightLodging · Shelbyville

Bell Court Bed & Breakfast

Why this stop · Six rooms in an 1880s Victorian on Main Street, bourbon decanter in the parlor. Walk back from dinner.

Day 2 · Saturday

Come into town, slowly.

A Main Street morning, a craft tasting in the afternoon, a barn-side market on the way out.

Today belongs to downtown Shelbyville. Start with coffee at The Paddock, then walk to Science Hill Inn — hot brown lunch inside the same 1825 girls' school where Wakefield-Scearce lives — before the afternoon tasting.

MiddayDining · Shelbyville

Tu-Sa 11:00-14:00

Science Hill Inn

Why this stop · Hot brown lunch in a historic dining room. 11am–2pm.

AfternoonDistillery · Shelbyville

We-Sa 12:00-21:00

Bourbon 30 Spirits

Why this stop · Pick-Your-Barrel Saturday — taste through five barrels, choose one, take a bottle home with your name on the label.

"It is the rare bourbon experience that ends with something durable in your hands."
MorningOutdoors · Shelbyville

Daily 06:00-22:00

Red Orchard Park

Why this stop · Saturday farmer's market on the way out. Bring a tote, bring cash. Quiet enough to hear the bluegrass move.

Ready to take it

Push this into the planner.

Pre-fills your day plan with 7 stops. Drag to reorder, share the link with whoever's driving — same shareable URL pattern as the rest of the site.