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've put together our best bachelor spots to help you and the boys have an unforgettable 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.

Where to Stay


The Manchester Hotel

This modern spot with a rustic feel sits just inside the Distillery District with prime location for downtown access. Boasting its ground floor restaurant, the Granddam, and a Miami themed rooftop bar, this hotel is sure to provide you with a stylish home base to return to each night.

What to Do



Need some sun in your trip? Check out one of Lexington's nearly 20 public golf courses for affordable rounds accompanied by beautiful, Bluegrass landscapes. Maybe get adventurous and see Boone Creek from a bird's eye view by ziplining 1400 feet up in the sky. If you're looking to tour town and see the rolling hills on your own time, rent bikes and head out on the Legacy Trail. It starts in downtown Lexington and weaves its way out to the Kentucky Horse Park.

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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.


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.

Food and Beverage


Warehouse Block

Eppings on Eastside, in the Warehouse Block, is fine dining for a great price. Dishes here are works of art. Afterwards, hit Mirror Twin brewery right down the road or the speakeasy, Trifecta Glass Art Lounge, across the street.

Keeneland at sunset

Distillery District

For a more casual dining experience with the guys, hit Goodfellas in the Distillery District. A massive slice on the grand patio is a low-key vibe that suits any night. If you're feeling dessert, Crank and Boom Craft Ice Cream is a couple doors down. Want to keep the night rolling? Head over to the German themed District 7 Social Hall for beers and games.

Crank & Boom-Craft-Ice-Cream-Lounge

Heart of Downtown

Dudley's on Short has been a Lexington favorite since 1981. Elegance, comfort, and great service make this spot the place to be for an exquisite dinner. To keep the fun flowing, walk over to Belle's, and check out all three levels, including the rooftop bar.