Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
City centre Lexington captivates with its well-preserved historical architecture and vibrant culture. Stroll cobblestone streets lined with antebellum mansions like the Mary Todd Lincoln House and Hunt-Morgan House. Catch a performance at the restored Lexington Opera House or enjoy Thursday Night Live concerts at Cheapside Park. Horse-drawn carriages clip past craft breweries while art galleries showcase local talent. Bourbon-focused gastropubs and farm-to-table restaurants offer authentic Kentucky flavours throughout the walkable district. Business hotels and boutique properties in converted historic buildings provide comfortable lodging options. The compact city centre core makes exploration easy with everything within a short walking distance.
Distillery District
Lexington's Distillery District breathes new life into historic bourbon warehouses. Converted industrial spaces now house artisan galleries, craft cocktail lounges, and farm-to-table restaurants where you can sample small-batch spirits. Live jazz and blues performances create a soundtrack for your exploration of this bourbon-focused cultural hub. The district is highly walkable with red brick buildings and warm amber lighting setting an intimate vibe. Boutique hotels in converted industrial buildings offer upscale lodging options. Though public transit is limited, city centre trolleys connect to main Lexington routes and ride-sharing is readily available.
Chevy Chase
Chevy Chase offers tree-lined streets with stately Colonial and Tudor mansions for travellers who appreciate architectural beauty. This upscale residential area provides a peaceful glimpse into affluent Lexington living, away from tourist crowds. Wide pavements and mature oak canopies create the perfect setting for leisurely walks through this historic area. You'll need to venture beyond the area for dining and shopping, as Chevy Chase maintains its purely residential character. Accommodation options include upscale bed & breakfasts in converted historic homes. Most visitors rely on cars or ride-sharing services to reach city centre attractions, just 10-15 minutes away.
Beaumont Residential
Beaumont's tree-lined streets offer a peaceful retreat from city centre Lexington's bustle. Families stroll along well-maintained pavements and kids play in tidy area parks. When you're ready to explore, Keeneland Racing Course and The Red Mile Racetrack are just a short drive away. Budget-friendly holiday rentals and extended-stay hotels make this quiet suburb an excellent home base. While dining options are limited to casual chain restaurants, downtown's diverse food scene is just 15 minutes by car. You'll need wheels to get around, but ample parking and uncrowded streets make driving stress-free.
North Upper Street
North Upper Street brings Lexington's heritage to life through bourbon culture and historic charm. The neighborhood's 19th-century brick buildings house distillery tasting rooms, art galleries, and the iconic Kentucky Theatre with its restored 1922 facade. Victorian shopfronts blend with modern restaurant patios where live bluegrass music creates the perfect soundtrack for your evening stroll along lamp-lit pavements. Getting around this compact, walkable area is easy with bus routes and ride-sharing options readily available. After dark, the area transforms with craft cocktail bars and farm-to-table restaurants serving Kentucky specialities like hot brown. Boutique hotels in historic buildings offer bourbon-themed amenities that complete your authentic Lexington experience.
You can do some window-shopping at Fayette Mall during your trip to Lexington. Discover the area's acclaimed theatre scene or seek out its horse riding.
You can get tickets for a performance at Lexington Opera House during your stay in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Want to race? You could pay a visit to Keeneland Racing Course located 5.9 mi (9.5 km) from central Lexington. If you want more thrills, head to The Red Mile Racetrack located nearby.
You can catch an event at Kroger Field, located 1.8 mi (2.8 km) from central Lexington. If you think Kroger Field is cool, you might also like Lexington Memorial Coliseum and Rupp Arena, both located nearby.
Catch an event at Rupp Arena and enjoy other activities in Lexington such as horse riding.Attend a sporting event or simply enjoy the lively bars while you're in the area.
Saddle up for a tour of world-famous horse farms, where champion thoroughbreds graze on rolling bluegrass hills. Sip bourbon at historic distilleries before cheering on the Wildcats at Rupp Arena, home of college basketball royalty.
Photo by Jeff Rogers /Lexington Convention and Visitors Bureau
Open Photo by Jeff Rogers /Lexington Convention and Visitors Bureau
Find out more about Lexington
Find out more about Lexington
Lexington is also notable for its theatre. Activities like horse riding give you a chance to enjoy the outdoors while you're in town. Take in the local culture of Lexington at a top spot like Kentucky Horse Park. Check out other sights like Lexington Opera House and Lexington Convention Center.
