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 Explorium.
Liberty Area
If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.
Northside District
If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing 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.
Beaumont Residential
If you're looking for some top things to see and do in Beaumont Residential and surrounding area, you can visit Kentucky Aviation Museum and Keeneland Racing Course.
Find the Best Lexington Vacation Packages
Lexington Hotel Deals
21c Museum Hotel Lexington
167 West Main Street Lexington KY
Fully refundableReserve now, pay when you stay
₩182,195
₩218,145 total
Nov 8 - Nov 9
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"The hotel is very nice. We had a room on the top floor with a view out the NW facing the visitor center. The room was clean and ready. The bathroom was really nice, and well laid out. The bar is still not open so don’t go by the pictures in the listing, but it wasn’t why we picked this hotel anyway. ..."
Reviewed on Oct 17, 2026
GuestHouse Lexington
2261 Elkhorn Road Lexington KY
Fully refundable
₩85,379
₩99,100 total
Oct 20 - Oct 21
includes taxes & fees
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
₩236,683
₩297,947 total
Nov 15 - Nov 16
includes taxes & fees
9.6/10 Exceptional! (1,419 reviews)
"Beautiful hotel, clean, great rooftop bar and convenient restaurant downstairs. Excellent service."
Reviewed on Oct 17, 2026
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
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.
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.
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 firsthand 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.
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 can grab a vacation package to this destination on Expedia. But how much your vacation 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 vacation 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 neighborhoods such as Beaumont Residential and Liberty Area during your Lexington vacation. Be sure to also add Kentucky Aviation Museum and Lyric Theatre and Cultural Arts Center 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 vacation package to Lexington?
Boasting a host of highlights starting with its top-notch history, Lexington is a good vacation 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 vacation.
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 vacation as a package?
You can enjoy significant savings on your next Lexington retreat by booking a tailored vacation 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 vacation 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 accommodations 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 vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
