Downtown Lexington Holidays
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Where to stay in Downtown Lexington
Find the best Downtown Lexington areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Lexington
Northside District
While visiting Northside District, you might make a stop by sights like Lexington Opera House and West Sixth Brewing.
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 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.
Picadome
While there might not be top attractions in Picadome, you can explore the larger area and discover places like Kroger Field and Red Mile Racetrack.
Georgetown
When in Georgetown, you can plan a visit to Bluegrass Distillers Downtown Lexington and West Sixth Brewing, some noteworthy sights in the nearby area.
Top hotels in Downtown Lexington
21c Museum Hotel Lexington
167 West Main Street Lexington KY
Fully refundableReserve now, pay when you stay
S$188
6 Sept - 7 Sept
includes taxes & fees
Hyatt Regency Lexington
401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
S$139
28 Aug - 29 Aug
includes taxes & fees
Hilton Lexington/Downtown
369 West Vine Street Lexington KY
Fully refundableReserve now, pay when you stay
S$182
26 Aug - 27 Aug
includes taxes & fees
8.4/10 Very good! (1,009 reviews)
"This is a nice place to stay.You do get your money's worth."
Reviewed on 9 Aug, 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.
Frequently asked questions
How much does a Downtown Lexington holiday package cost?
We make it simple to travel somewhere new, with Downtown Lexington holiday packages starting from as little as . You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate escape, why not add some tours and experiences to your travel itinerary?
How do I get a cheap travel package to Downtown Lexington?
Imagine all the wonderful things you could do in Downtown Lexington with a pile of extra cash in your wallet. Watch your savings stack up when you combine your travel bookings into a Downtown Lexington holiday package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can choose from more than 550 airlines and 1,000,000 hotel options around the world. Whether you're taking a break with the family or embarking on a solo adventure, exploring Downtown Lexington is better with a package.
How far in advance should I book my Downtown Lexington holiday?
It can be hard to know when the best time is to book your Downtown Lexington trip. But typically the earlier you book, the better the prices. Sometimes, you can reserve your flights and hotels up to a year before departure. If you're considering a last-minute getaway, no need to panic! There are fabulous deals featured on Expedia all the time.
What does an Expedia Downtown Lexington travel package include?
With Expedia, you can select a combination of car rentals, hotels and flights to create your ideal Downtown Lexington travel package. Once you've made your booking, you can add on the fun stuff like activities and tours. Don't forget, the more you bundle, the more discounts you'll get!
What should I know before booking a Downtown Lexington travel package?
An Expedia travel package can be tailored to your budget and is a simple way to make your hard-earned dollars stretch further. How much you include is up to you. Hotels, rental cars and flights — choose any combination that suits your style.
Can I choose my airline with a Downtown Lexington Expedia holiday package?
With a holiday package, you're the boss. Whether you'd like to fly to Downtown Lexington in coach or business class, simply select from the available airline options. Expedia has access to more than 550 airline partners globally.
If I'm not able to travel, can I cancel my Downtown Lexington holiday package?
Whether it's your hotel or flight, yes, you can amend or cancel it. Booked your Downtown Lexington holiday package in the last 24 hours? You may be able to make changes at no cost. For older bookings, you may be charged a fee by your hotel, airline or car rental company. For more details, check out our Customer Service Portal. We're here to help you each step of the way.
Stay near popular Downtown Lexington attractions
Rupp Arena
8.8/10 (1,287 reviews)
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.
Lexington Convention Center
8.2/10 (405 reviews)
Learn about the events happening in Lexington Convention Center during your trip to Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Photo by Hyelsinta
Lexington Opera House
8.0/10 (165 reviews)
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.
Photo by Alycia Detvay
Mary Todd Lincoln House
8.0/10 (106 reviews)
You can learn about the history of Lexington with a trip to Mary Todd Lincoln House. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Photo by Geraldine Soh
Thoroughbred Park
10.0/10 (2 reviews)
After visiting Thoroughbred Park, make a plan to see the other sights and activities in Lexington. Experience the acclaimed theatre scene or attend a sporting event in this family-friendly area.
Lexington Brewing & Distilling Co.
You can spend time exploring the galleries in Lexington Brewing & Distilling Co. during your trip to Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Lyric Theatre and Cultural Arts Center
You can enjoy a show at Lyric Theatre and Cultural Arts Center during your trip to Lexington. Experience the acclaimed theatre scene or attend a sporting event in this family-friendly area.
Downtown Arts Center
9.4/10 (6 reviews)
You can enjoy a show at Downtown Arts Center during your trip to Lexington. Discover the acclaimed theatre scene in this family-friendly area or seek out the horse riding.
Things to do
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
S$58
per adult
98% of travellers recommend
Lexington: Downtown Walking Food & History Tour
S$128
per adult
100% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
S$76
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.