Lexington Vacations
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Where to stay in Lexington
Find the best Lexington areas and neighborhoods for the activities you enjoy most. Learn more about Lexington
Downtown Lexington
2 out of top 10 points of interest in this area
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
Northside District
If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing are top sights worth seeing.
Liberty Area
If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.
Historic South Hill
While Historic South Hill might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lexington Memorial Coliseum and Rupp Arena.
Picadome
When in Picadome, you can plan a visit to Kroger Field and Red Mile Racetrack, some noteworthy sights in the nearby area.
Find the Best Lexington Vacation Packages
Lexington Hotel Deals
Hyatt Regency Lexington
401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
SAR 448
SAR 519 total
29 Aug - 30 Aug
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Peter at the concierge was very helpful in informing us of local eatery. Loved your location to many local attractions."
Reviewed on 27 August 2026
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
Fully refundableReserve now, pay when you stay
SAR 387
SAR 525 total
6 Sep - 7 Sep
includes taxes & fees
8.4/10 Very Good! (825 reviews)
"Everything was great"
Reviewed on 25 August 2026
21c Museum Hotel Lexington
167 West Main Street Lexington KY
Fully refundableReserve now, pay when you stay
SAR 504
SAR 603 total
29 Aug - 30 Aug
includes taxes & fees
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.
Stay near popular Lexington attractions
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 Fall meets.
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 firsthand during a game or concert in this storied Lexington venue.
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.
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.
Lexington Convention Center
8.2/10 (405 reviews)
This premier entertainment complex houses Rupp Arena and hosts conventions, concerts, and sporting events in downtown Lexington. Check the event calendar and arrive early to secure parking for your chosen experience.
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.
Red Mile Racetrack
8.0/10 (130 reviews)
Enjoy a trip to Red Mile Racetrack and popular activities like horseback riding in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Frequently asked questions
How much does a Lexington vacation package cost?
You'll find cheap prices on Expedia for your Lexington getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Lexington costs.
What are the cheapest months to go to Lexington?
December, January and February are the best times to look for cheap Lexington vacation packages. Traveling in less busy periods means you can generally find reduced prices on accommodations and flights.
How to find the best Lexington package deals?
Start your search for a Lexington package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Lexington package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Lexington escape underway.
Is it cheaper to book a Lexington vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Lexington vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Lexington?
If you're planning an impromptu Lexington adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Lexington?
- Choose your dates: What you'd like to do in Lexington and your favorite season can help you decide when to go.
- Set your budget: Consider expenses such as flights, meals and transportation when working out how much to set aside for your trip to Lexington. Then, choose a property that fits your budget, whether that's an economical stay or a high-end retreat.
- Decide how many days away: Start by compiling a list of the activities and attractions you'd like to experience in Lexington. Then, estimate how long you'll need at each, as well as any travel time.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose a Lexington vacation package that brings all your bookings together.
