Welcome to

Midway

EXPLORE BEAUTFUL

Midway

Centrally located between Lexington and Frankfort, Midway is one of Kentucky’s most beloved small towns—known for its vibrant downtown, historic architecture, and thriving arts scene. Originally established as a railroad stop in the 1830s, the town now boasts a walkable Main Street lined with boutiques, galleries, cafés, and restaurants. Surrounded by iconic Thoroughbred farms and gently rolling hills, Midway offers a unique blend of heritage and creativity.

Get Market Report
  • Charming, walkable downtown with boutiques, galleries, and dining
  • Rich railroad and Thoroughbred heritage
  • Close proximity to Lexington, Versailles, and Frankfort
  • Strong sense of community and local pride
  • Beautiful surroundings with access to bourbon country and horse farms

Life in Midway is peaceful, creative, and community-focused. Residents enjoy morning walks through town, art festivals, farm-to-table dining, and front-porch conversations. It’s a place where tradition and innovation go hand in hand—and where every face downtown is a friendly one. The town’s beauty and charm draw visitors, but its warmth and simplicity keep locals rooted.

Entertainment in Midway centers around local experiences—gallery hops, holiday markets, and seasonal festivals like Midway Fall Festival and Francisco’s Farm Art Fair. The town is also home to local theater, live music, wine tastings, and storytelling events. Its close proximity to distilleries, horse farms, and neighboring towns keeps things fresh and exciting year-round.

Midway offers a blend of culture, cuisine, and countryside exploration. Stroll through Downtown Midway to shop unique boutiques, dine at acclaimed spots like Holly Hill Inn, and browse local art. Enjoy outdoor events and performances at the Midway Theater, or catch seasonal festivals listed on the Visit Midway page. Just outside of town, tour Woodford Reserve Distillery or walk the trails along the nearby Kentucky River for an afternoon of Bluegrass beauty.

How's The Market?

We want to ensure that you have all the information needed to make the best decisions when it comes to your home goals. When you enter your info below you will get instant access to the area's latest market report, complete with sales and demographic trends.

Midway
Market Report

Newest For Sale

Discover our expertly curated collection of Midway, KY for sale. With a focus on quality and value, we offer some of the best properties on the market.

View More Listings

Around The Area

Browse through the top rated businesses that Midway has to offer!

Schools In The Area

Browse local schools, complete with ratings and contact info.
Northside Elementary School 859-879-4690 Public PK-5
Northside Elementary School 859-879-4690 Public PK-5
Northside Elementary School 859-879-4690 Public PK-5

GET STARTED

Discover Your Home's Value

Let’s reveal the true value of your home together, setting the stage for your next chapter with confidence.