Best Walking Tours in Lexington 2025

Lexington , Kentucky

From $ 95.00

Learn about downtown Lexington's captivating history as we take a culinary cruise to five delicious stops all in one afternoon! Discover award-winning eateries, unique foodie items like the buzz button, freshly baked breads from family-owned shops, fresh Kentucky-farmed vegetables, and more! In between bites, learn about colorful characters from Lexington's history and pass through landmarks like Skuller's Clock, The Square, and Phoenix Park.

Lexington , Kentucky

From $ 105.00

Embark on a spirited journey through the vibrant echoes of Lexington's East End, where each step reveals layers of history, culture, and intrigue. You'll indulge in expertly mixed cocktails and plates prepared by local chefs while your knowledgeable guide weaves a tapestry of captivating tales, transporting you through time. Discover a fascinating connection between Kentucky and Japan, forged by visionary entrepreneurs. Hear the thundering hooves of black horsemen who once dominated the sport of kings on the sprawling track that once graced Downtown's East End. Unravel the mystery behind a vault laden with tear gas nestled within a local showroom, a relic of bygone days with stories waiting to be told. With each revelation, you'll find yourself drawn deeper into the captivating narrative of Lexington's East End, a place where history and mystery intertwine to create an unforgettable experience. All guests must be 21+ with proper ID.

Lexington , Kentucky

From $ 99.00

Join us in the lively Distillery District for a journey in time you won't forget! Town Branch Creek won't be the only thing flowing as we sip on limestone filtered bourbons, sample long-standing Kentucky cuisine, and explore the stories behind this revitalized piece of Lexington's history. You'll sample cider, farm-to-table fare, German inspired bites, sophisticated cocktails, Kentucky staples like burgoo, award-winning ice cream, and the bourbon that built this 25 acre property, all while hearing well-researched history woven into a day filled with fun and new friends!

Lexington , Kentucky

From $ 85.00

Join your foodie guide on a stroll from Downtown Lexington to lively Jefferson Street! First established in 1815, the neighborhood is now a destination for entertainment and dining amongst visitors and locals alike. Dine on gourmet foods and take in gallery art while listening to the inspiring stories of Jefferson's past residents! You'll cruise by historical landmarks like Victorian Square, Triangle Park, and Mary Todd Lincoln's childhood home in between Southern-inspired, farm-fresh bites.

Lexington , Kentucky

From $ 40.00

This is Lexington's ONLY Art Tour where you can enjoy the lively and vibrant local culture by connecting with the local eclectic arts scene. Fun and well-informed guides will lead you on a tour through the downtown district, introducing you to some of our many murals, public artworks and sculptures along the way while pointing out historic buildings and sharing entertaining stories that will keep you engaged. You will check out several galleries and exhibitions with a brief overview of work on display before ending this leisurely walk at Artists’ Attic – a 22 artists’ studio cooperative – where drinks and refreshments will be waiting. Here you will be able to watch artists at work and chat with them about their creative process.

Lexington , Kentucky

From $ 75.00

This is a fun tour especially designed for art and foodie lovers. You will start with a visit to the unique Artists' Attic space, studio home to over 20 artists, then continue through downtown Lexington where you'll see and learn about the many arts features and landmarks as well as hear entertaining stories from your lively guide. The tour will then end in the lounge of 21c Museum Hotel with appetizers and the opportunity to buy a drink from the bar. A fun time to socialize and make new friends while surrounded by the hotel's amazing contemporary art collection and enjoying fabulous finger food.

Lexington , Kentucky

From $ 115.00

Join us on an unforgettable journey through Lexington's haunted history! We'll visit some of the city's most infamous haunted sites to share the chilling tales of restless spirits and unexplained phenomena that have plagued these locales for centuries. Uncover the secrets preserved in historic buildings, spirits and dead bodies at Gratz Park, and murder cases that remain unsolved, even today. As we go, we'll savor local cuisine and cocktails for a truly unique experience that will leave you dying to come back!