Been tapped by a buddy to do Best Man duties at his upcoming wedding? You’re in the right spot. Brides Magazine says Lexington is one of the “20 Best Bachelor Party Destinations for Any Groom.” We took their suggestions and added a few of our own to help you and the boys put together one last (wholesome) hurrah for the groom-to-be. If you want to take a walk on the wild side, Lexington can certainly accommodate you. We don’t judge. You’ll just have to figure that part out on your own. 

Where to Stay


21c Museum Hotel

More than a hotel, 21c Lexington welcomes both visitors and locals to experience art, participate in programming and enjoy culinary offerings in the Lockbox. The museum hotel features contemporary art exhibition spaces that are open free of charge to the public. Located downtown at the intersection of quaint southern charm and big-city style, it’s the ideal home base for exploring the city.

What to Do


Boone Creek Outdoors

See Boone Creek from a bird's eye view accompanied by experienced guides. Soar on ziplines as long as 1400 feet and as high as 200 feet. Traverse bridges and staircases as you make your way through the native hardwood canopy. Guides will share local history and knowledge of the unique ecosystem of Boone Creek and the Kentucky Palisades Region.

Sports car parked in front of a mural

A Thriving Art Scene

Whether you’re an artist, collector, or admirer, Lexington’s art scene is jam-packed with galleries, museums, and art exhibitions that will challenge and inspire you. Lexington also has more than 40 street murals and counting by artists from all over the world. Take our Mural Challenge and see if you can find at least five of them. Email your photos to with the subject line “Mural Challenge” and we’ll send you a free poster to commemorate your trip.

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Hit the Bourbon Trail

Discover the time-honored traditions involved in crafting America’s Native Spirit, and learn about the places where you can experience the sights, smells and tastes of Bourbon Country for yourself.

Group of friends sitting at fire pit outside of Goodfellas Pizza.

Discover the Distillery District

After being abandoned for nearly 50 years, the historic James E. Pepper distillery serves as an anchor for an up-and-coming 15-acre district of distilleries, bars, restaurants and music venues.


Hit the Brewgrass Trail

Distilleries might be what Lexington is known for, but breweries are starting to make some noise. Twenty craft breweries call Lexington and surrounding areas home, some notables being Mirror Twin, West 6th and Country Boy.


The Burl

Hosting local and national talent of all genres, The Burl is Lexington’s newest entertainment destination, located right across Manchester Street from the Distillery District. This beautiful restored old train depot holds nearly 300 people and offers live music Thursday through Sunday.

Flight of Craft Beers


Half bar, half retro arcade, Arcadium serves craft beer and is renowned as one of the top 55 bourbon bars in the United States.

What to Eat


Holly Hill Inn

Seated on the National Register of Historic Places, Holly Hill Inn prides itself on its use of fresh seasonal ingredients and local produce. This fine-dining restaurant offers multicourse and prix fixe menus at dinner and a weekend three-course brunch. Holly Hill Inn's bar includes more than 50 bourbons and an award-winning wine list.

Keeneland at sunset

Keeneland Track Kitchen 

Rub elbows with jockeys, owners and trainers while enjoying a hearty and inexpensive Southern breakfast buffet—biscuits and gravy, grits, home fries and more. The kitchen is open all year, but has extended hours during the Keeneland September and November sales.

Crank & Boom-Craft-Ice-Cream-Lounge

Crank & Boom 

Located in the Distillery District, finish the day with handcrafted ice cream cocktails made from local ingredients.