Historic City centre Lexington showcases Kentucky's rich heritage with cobblestone streets and stunning antebellum mansions like the Mary Todd Lincoln House. Restored Victorian buildings house art galleries while the iconic Lexington Opera House anchors this charming district. Horse-drawn carriages add to the old-world atmosphere. Bourbon enthusiasts will appreciate the craft breweries and tasting rooms scattered throughout the area. The lively Cheapside Park hosts Thursday Night Live concerts under historic streetlamps. Rupp Arena and the Kentucky Theatre offer entertainment options within walking distance of local restaurants serving authentic Southern cuisine.
Lexington's Distillery District captures Kentucky's bourbon heritage in a revitalised industrial setting. Red brick buildings now house artisan galleries, craft distilleries, and farm-to-table restaurants. Live jazz spills from venues as visitors sample small-batch spirits in historic tasting rooms. Explore Barrel House and James E. Pepper distilleries to understand Kentucky's whisky traditions. The compact district features wide pedestrian walkways lined with bourbon barrel planters and native plants. Evening brings a vibrant scene with craft cocktail lounges and bourbon bars offering authentic local experiences.
Chevy Chase welcomes visitors with its tree-lined streets and stately historic mansions. This affluent residential area offers a peaceful retreat just minutes from city centre Lexington. The neighborhood's Colonial Revival and Tudor homes create a charming backdrop for leisurely walks through quiet, leafy streets. Architecture enthusiasts will appreciate the grand homes with their manicured lawns and classic designs. While the area has limited dining and shopping within its boundaries, its proximity to attractions like Ashland Henry Clay Estate and Kroger Field makes it convenient. City centre Lexington's restaurants and entertainment venues are just a short drive away.
Beaumont offers a peaceful suburban retreat with tree-lined streets and family-friendly parks just minutes from Lexington's attractions. This planned community balances residential calm with easy access to Kentucky's horse racing heritage at nearby Keeneland and The Red Mile. Wide pavements make morning strolls pleasant through this affordable area. Budget-conscious travellers appreciate spacious holiday rentals with full kitchens and multiple bedrooms. Most dining and shopping requires a short drive to central Lexington.
North Upper Street captures Lexington's soul through its historic brick buildings and lively urban spirit. Victorian shopfronts house bourbon tasting rooms and art galleries showcasing Kentucky crafts. The restored 1922 Kentucky Theatre adds vintage charm to this walkable district. This area pulses with bluegrass music spilling from upscale bars and farm-to-table restaurants. Explore nearby Transylvania University or stroll to the Lexington Opera House. The district's wrought-iron lampposts and tree-lined pavements create a perfect blend of history and modern energy.
Discover the most popular places to visit in Lexington
Photo by William Keller
Open Photo by William Keller
Kentucky Horse Park
9.2/10 (1,426 reviews)
This world-class equine park celebrates the profound bond between horses and humans through immersive exhibits. Watch champion horses perform, explore the International Museum of the Horse, or take a scenic trail ride.
Keeneland Racing Course
9.2/10 (1,084 reviews)
This historic thoroughbred racing venue blends elegant Southern traditions with world-class competition. Watch morning workouts or experience the excitement of Spring and Autumn meets.
Photo by Molly Bond
Open Photo by Molly Bond
Buffalo Trace Distillery
9.6/10 (578 reviews)
America's oldest continuously operating distillery showcases bourbon heritage since 1775. Tour historic warehouses and enjoy complimentary tastings of acclaimed Buffalo Trace and Blanton's bourbons.
Rupp Arena
8.8/10 (1,287 reviews)
Hallowed home of Kentucky Wildcats basketball since 1976, Rupp Arena pulsates with electric fan energy. Experience the legacy first-hand during a game or concert in this storied Lexington venue.
The Kentucky Castle
9.4/10 (40 reviews)
This medieval-inspired fortress stands as a luxurious boutique hotel in Kentucky's Bluegrass region. Indulge in farm-to-table dining, spa treatments, and guided tours through the castle's manicured gardens.
Kroger Field
8.6/10 (660 reviews)
Home of the Kentucky Wildcats, Kroger Field electrifies with 61,000 fans during fall football games. Experience premium club-level seating or join the passionate crowd for the iconic Cat Walk tradition.
Hamburg Place
8.8/10 (434 reviews)
Hamburg Place offers Lexington's most extensive shopping experience with over 70 stores and diverse dining options. Explore speciality boutiques, catch a film, or enjoy a fine meal in this vibrant retail destination.
Red Mile Racetrack
8.0/10 (130 reviews)
Enjoy a trip to Red Mile Racetrack and popular activities such as horse riding in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
What to do in Lexington
Unique Horse Farm Tours with Insider Access to Private Farms
"Having a restaurant on-site was amazing for a later arrival. Rooms were clean and we're as noted in pictures. The lo by was beautiful and staff was very friendly."
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.
You can grab a holiday package to this destination on Expedia. But how much your holiday to Lexington costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Lexington?
You're likely to find lower rates and better availability in December, January and February. Browse our cheap Lexington holiday packages and you could get some great off-season deals.
How many days is enough for Lexington?
With about 2 days, you'll have enough time to visit popular neighbourhoods such as Beaumont Residential and Liberty Area during your Lexington holiday. Be sure to also add Kentucky Aviation Museum and Lyric Theatre and Cultural Arts Centre to your list of must-sees. Searching for more adventures? Consider venturing outside of Lexington on tours and day trips.
Is it worth booking a holiday package to Lexington?
Boasting a host of highlights starting with its top-notch history, Lexington is a good holiday destination. Whether you'd like to check out attractions such as Rupp Arena and Kroger Field or take the path less traveled, you'll find loads to keep you busy during your Lexington holiday.
How to find the best Lexington package deals?
Begin your search for a Lexington package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Lexington package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Lexington adventure underway.
Is it cheaper to book a Lexington holiday as a package?
You can enjoy significant savings on your next Lexington retreat by booking a tailored holiday package. Check the "Package" heading, then enter your destination and travel dates to see some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Lexington?
Secure incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Lexington break.
How to plan a trip to Lexington?
Choose your dates: What you want to do in Lexington and your preferred season will help you decide when to go.
Figure out your budget: Ensure you have enough money to cover everything from transportation and food to experiences and flights. Your accommodation will likely be the largest expense during your trip to Lexington.
Determine how many days away: Start by making a list of all the attractions you'd like to experience in Lexington. Then, estimate how long you'll need for each, along with any travel time.
Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose a Lexington holiday package that brings all your bookings together.
Book with confidence
Things to do in Lexington
Shopping
The Mall At Lexington Green offers a vibrant shopping experience with a variety of businesses and entertainment options. For a local touch, visit Rebecca Ruth Candy Tours & Museum for unique sweets, or explore the Richmond Peddler's Mall for eclectic finds in a family-friendly atmosphere.
Recreation
Experience the energetic atmosphere at Kroger Field, where you can enjoy a lively sports event. For a blend of culture and entertainment, visit the EKU Center for the Arts, perfect for a romantic evening. Alternatively, unwind outdoors at Keene Trace Golf Club, surrounded by scenic views and vibrant greenery.
Adventure
Experience the thrill at Jd Legends Bar & Grill, where arcade games meet a vibrant atmosphere. Explore the stunning scenery along Legacy Trail, perfect for hiking enthusiasts. For some sporting action, visit Sycamore Tennis Center, where you can enjoy an adventurous game of tennis in a lively setting.
Nightlife
In Lexington, experience vibrant nightlife at venues like The Burl for live music and cocktails, or visit the lively downtown area featuring bars such as The Green Room and Al’s Bar. Enjoy a mix of local brews, dancing, and cultural events that showcase the city's Southern charm.
Find the best attractions in Lexington
Lexington, Kentucky, is an ideal destination for those seeking outdoor adventures and scenic beauty. Visitors can explore a variety of attractions, including modern colleges and universities, historic houses, and urban parks, providing rich cultural experiences for families and outdoor enthusiasts alike. Notable points of interest include the Lexington Cemetery and various local tourist attractions, making it a delightful spot for travellers looking to immerse themselves in the area's charm.
The Arboretum State Botanical Garden of Kentucky: This serene arboretum offers a tranquil escape with its beautifully landscaped gardens and diverse plant collections. Perfect for families, it features walking trails, picnic areas, and educational exhibits, making it a delightful spot to connect with nature.
University of Kentucky: A vibrant hub of learning, the University of Kentucky boasts modern architecture and lively campus life. Visitors can explore its art galleries, sports facilities, and botanical gardens, all while soaking in the energetic city vibes that surround this esteemed institution.
The Kentucky Castle: Experience the enchanting atmosphere of The Kentucky Castle, where culture meets romance. This stunning castle offers guided tours, luxurious accommodations, and exquisite dining, providing a unique glimpse into history while indulging in an extraordinary experience.
Best time to go to Lexington
The best time to visit Lexington can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Lexington falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Lexington falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.
Tips to save on your trip to Lexington
Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Lexington.
Consider traveling to Lexington during the low season (December to February) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.