Chevy Chase
This historic Lexington neighborhood, one of the city's oldest shopping districts, is anchored by the iconic Chevy Chase Inn (CCI), Lexington's oldest bar. Its prime location (near the University of Kentucky and downtown) draws a diverse crowd to its restaurants, ranging from casual to fine dining. This is where you’ll find visitors and locals alike shopping the region’s best boutiques, such as AJ’s, Omar + Elsie, Little Classics, Peggy's and Stuart Mercer. Explore the walkable, tree-lined streets and stop in for a bite at favorites like Bear & The Butcher, Omakase and The Sage Rabbit. Chevy Chase is all about fresh ingredients and community charm.
Chevy Chase
Shopping in Chevy Chase
Bear & The Butcher
The Beer Trappe
Distillery District
Once known as Colonel James E. Pepper's Old Pepper Distillery, this area lay abandoned for nearly five decades beginning in 1958. Fortunately, in 2008, local entrepreneurs joined forces to restore its former grandeur, and their efforts have been remarkable. Today, this revitalized piece of Lexington history thrives as a bustling downtown destination. The site hosts two craft bourbon distilleries and the easily walkable area boasts a diverse range of dining, shopping and drinking options. Now home to Lexington’s newest hotel, The Manchester, this destination makes it easy to eat, play and stay, with other local favorites like Crank & Boom Craft Ice Cream, The Burl Arcade, Ethereal Brewing and Goodfellas Pizzeria.
Distillery District
Outdoor Dining at Goodfellas
Shopping at Relic Lexington
Lost Palm at The Manchester
Downtown Lex
The heart of Lexington—where historical richness and modern vibrancy seamlessly intertwine. Downtown Lexington is a diverse hub where you can explore a range of culinary delights, enjoy local craft breweries, dive into art gallery experiences, and yell, “C-A-T-S, CATS, CATS, CATS!” Whether you're seeking an exquisite dining experience, an al fresco meal with your favorite wine, lively nightlife energy, or the rich tapestry of arts and culture, Downtown Lexington is it. Dine at Stella’s Deli, shop on Woodland Avenue, explore Jefferson Street shops and catch an event at Rupp Arena.
Downtown Lex
Belles Cocktail House in Downtown Lexington
Thursday Night Live at Tandy Park
Dudley's on Short
Greyline Station
Built in 1928, this historic building originally functioned as the Southeastern Greyhound Lines headquarters. Now known as Greyline Station, the building has been carefully restored and is home to a variety of dining options, retail stores, event spaces, a bar, and even a new bourbon distillery. Special events are featured throughout the year, including community yoga. While you’re in the area, be sure to check out other local favorites, Minton’s and Rock House Brewing.
Greyline Station
Greyline Station
Old North Bar
Bespoken
Southland Drive
Southland Drive spans a mile, hosting a diverse range of locally owned businesses. It's a historical district and recent revitalization efforts have led to developments, new businesses, and a flourishing culinary scene. Locally known as "Lexington's Music Row," the area has a rich musical heritage. This laidback neighborhood is where business, community and culture intertwine. Play volleyball and grab a beer at Marikka's Restaurant & Bier Stube, enjoy a bite at Winchell's Restaurant and Bar and browse local goods at Good Foods Co-Op. Every year the neighborhood hosts the Southland Street Fair, an event loved by visitors and locals alike.
Southland Drive
South of Wrigley
Old Kentucky Chocolates
Donut Days Bakery
The Summit at Fritz Farm
The Summit at Fritz Farm is a meticulously designed mixed-use destination, blending local heritage with modern offerings. It features almost 70 shops, over 25 dining options and a boutique hotel, Origin Lexington. This one-stop destination continually evolves with the seasons, offering the best in food, fashion, and social gatherings. It serves as a hub for visitors and locals with shopping and activity options like Ariat, Cyclebar, Blo Dry Bar, Kendra Scott, Madewell, Lululemon, William Sonoma, J. Mclaughlin, Warby Parker and more. Dine at one of their many options such as Honeywood, 33 Staves and J. Alexander’s.
The Summit at Fritz Farm
Honeywood
Shopping at The Summit at Fritz Farm
33 Staves at Origin Lexington
Warehouse Block
Dating back to the 1930s, the Walton and National Avenue areas were originally industrial complexes designed to support the city's growth. Today, the area retains its character and resilience even amidst modern developments. The Warehouse Block is a vibrant hub of activity, featuring a diverse array of businesses. From boutique favorites like C. Bird Lex and Syers Browning, to fitness and wellness centers including Lexington Salt Cave, you'll discover a wide range of options. The neighborhood's thriving nightlife offers a variety of dining and drinking establishments as well. Epping’s on Eastside, Mirror Twin Brewing, Breakout Games and The Void Sake Company are all local favorites.
Warehouse Block
La Petite Delicat
Epping's on Eastside
The Void Sake Co.
