Lexington Holidays

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Photo by Jeff Rogers /Lexington Convention and Visitors Bureau

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Our guide on where to stay in Lexington

Find the best Lexington areas and neighborhoods for the activities you enjoy most. Learn more about Lexington
A parade with people in colorful costumes on a wet street.

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.

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A parade with people in colorful costumes on a wet street.

Northside District

While visiting Northside District, you might make a stop by sights like Lexington Opera House and West Sixth Brewing.

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A river with a bridge, a town with historic buildings, and a hilly landscape in the background.

Liberty Area

If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.

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A grand building with large wooden doors and a sign reading "First Methodist Episcopal Church South."

Historic South Hill

While Historic South Hill may 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.

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A paved pathway flanked by trees and a wooden fence.

Beaumont Residential

While Beaumont Residential isn't home to many top sights, Kentucky Aviation Museum and Keeneland Racing Course are some notable places to visit nearby.

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Lexington Holiday

Our pick of the best Lexington Hotel Deals

Holiday Inn Express Lexington - Horse Park Area by IHG

Holiday Inn Express Lexington - Horse Park Area by IHG

1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
NZ$203
29 Sept - 30 Sept
includes taxes & fees
9.4/10 Exceptional! (2,240 reviews)
"The TV system is poor there is no TV guide just a channel guide. Also my safe did not work. They asked on-line after day 1 if there were any issues, I mentioned the above and then no response, so why ask? There breakfast buffet was good day 1 but the last two days both protein options were pork ..."

Reviewed on 17 Sept 2026

Holiday Inn Express Lexington - Horse Park Area by IHG
Hyatt Regency Lexington

Hyatt Regency Lexington

401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
NZ$273
27 Sept - 28 Sept
includes taxes & fees
Hyatt Regency Lexington
21c Museum Hotel Lexington

21c Museum Hotel Lexington

167 West Main Street Lexington KY
Fully refundableReserve now, pay when you stay
NZ$286
27 Sept - 28 Sept
includes taxes & fees
21c Museum Hotel Lexington
See all 1,025 properties in Lexington
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

A Kentucky Horse Park entrance with a stone archway, a gold emblem, and a plaque.
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.
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A large white house with multiple towers on a grassy hill under a cloudy sky.

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.
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A warehouse with rows of wooden barrels.
Photo by Vincent Ramundo

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.
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A nighttime cityscape with illuminated buildings and streets.

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.
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A modern building with glass facades and a landscaped courtyard.

Lexington Convention Center

8.2/10 (405 reviews)
This premier entertainment complex houses Rupp Arena and hosts conventions, concerts, and sporting events in city centre Lexington. Check the event calendar and arrive early to secure parking for your chosen experience.
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A large castle with multiple towers and a pointed roof, surrounded by a grassy field and a stone wall.

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.
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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.
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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.
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What to do in Lexington

Picture 1 for Activity Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

NZ$75
per adult
98% of travellers recommend
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
From Lexington: Kentucky Horse Farms Tour

From Lexington: Kentucky Horse Farms Tour

NZ$99
per adult
100% of travellers recommend
From Lexington: Kentucky Horse Farms Tour
Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

NZ$99
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
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Frequently asked questions

How much does a Lexington holiday package cost?
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?
  1. Choose your dates: What you want to do in Lexington and your preferred season will help you decide when to go.
  2. 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.
  3. 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.
  4. 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.