Midway, KY Road Trips

Midway was the first town built by a railroad company in Kentucky, established by the Lexington and Ohio Railroad (L&O). It sits "midway" between Frankfort and Lexington.

The Midway area has well-known horse farms including Parrish Hill Farm (birthplace of Derby Winner Charismatic), Airdrie Stud, Waterford Farm and Three Chimneys. 1 Gravesite of Joseph Bryan Martin, 258 W Stephens St. First to train and ride famous racehorse Man o’ War. His grave is within Section M. (updated Dec 2025) 2 Offutt-Cole Tavern (junction of Old Frankfort Pike and US-62). Tavern building dating back to c. 1800. (updated Dec 2025)

1 Cell Phone Walking Tour, ☏ +1 859-592-9171. Get the walking tour map at City Hall then use your cell phone to hear information about stops by entering the appropriate audio stop number on your cell phone or enter zero to advance to the next stop.

1 Grey Goose Restaurant, 133 East Main Street, ☏ +1 859-846-9933. 2 Heirloom Restaurant, 125 E Main St, ☏ +1 859-846-5565. Lunch: Tu– Sa 11:30AM–2PM; wine tastings and bar menu: Tu– Sa 3–5PM; dinner: Tu– Sa 5:30PM–close. 3 Holly Hill Inn, 426 North Winter Street, ☏ +1 859-846-4732. Lunch: Sa 11AM-2PM; dinner: F Sa 5:30–10PM; Sunday brunch: 11AM-2PM. 4 Wallace Station, 3854 Old Frankfort Pike, ☏ +1 859-846-5161. Sa Su Tu-Th 8AM – 6PM, M F 8AM – 8PM, Monday Chicken Dinner Nights, Friday Fish Fry.

1 Equus Run Vineyards, 1280 Moores Mill Road, ☏ +1 859 846-9463. Open daily year-round except on July 4, Thansgiving, Christmas, New's Years Day. Apr-Oct: M-Sa 11AM-7PM, Su 1-5PM; Nov-Mar: M-Sa 11AM-5PM, Su 1-5PM; guided tours M-Th 1:30PM, F Sa 1:30PM and 4PM. Take a self-guided tour or book a private showing and tasting of the winery. Equus Run wine has won many major awards. The vineyard features weekly events, with music and picnics in the summer. The drive is scenic. Tours complimentary, tasting $5.

1 The Cabin at Elkhorn Ridge Farm, 1334 Georgetown Rd, Firegate 15, ☏ +1 859 227-0615, [email protected]. (updated Dec 2025)

I-64 connects Midway with Lexington to the east and Louisville to the west. From Louisville: Take US I-64 East to KY-341 (Exit 65). Turn right on to KY-341. Then a slight right on US-421 N / US-62 W. Turn left on US-62 / Midway Road. Turn left on East Main Street. From Lexington: From Bluegrass Airport, Lexington Turn left at the light to exit the airport onto Man O' War Blvd 2. Turn right at the next light onto Versailles Road/US 60 3. Take the second exit right onto New Circle Road (North/West) 4. Once on New Circle take your second exit (Leestown Rd/US 421) 5. Turn left at the end of the exit ramp onto Leestown Rd 6. Follow this road for approximately 13 miles (there will be a highway sign directing left to Midway) Turn left on US-62. Turn Left on East Main Street. From Cincinnati: Take US I-75 South. Merge onto US I-64 (Exit 118). Take US I-64 West to KY-341 (Exit 65). Turn right on to KY-341. Then a slight right on US-421 N / US-62 W. Turn left on US-62 / Midway Road. Turn left on East Main Street. US 60 parallels I-64 most of its route through Kentucky. Visitors can fly into the closer, smaller Blue Grass Airport (LEX IATA), in Lexington, or flying into larger airports further away. Louisville International Airport (SDF IATA) and Cincinnati/Northern Kentucky International Airport (CVG IATA) are further away from Midway, but are served by more airlines than Blue Grass Airport.