Downtown Lexington Vacations from $667
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Your Downtown Lexington Vacation
Lock in a vacation package to Downtown Lexington and experience everything this food-lovers neighborhood has to offer. With a reputation for families, shopping and history, your next memorable adventure is waiting for you here. When it's time to take in the sights, you'll find lots of awesome attractions nearby including University of Kentucky, Kroger Field and Rupp Arena. Visit one, two or more during your trip to Downtown Lexington. Expedia will help put your travel plans into action. Book your ideal Downtown Lexington vacation now.
The Latest Downtown Lexington Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Sire Hotel Lexington, Tapestry Collection by Hilton
Downtown Lexington
$2,434
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Lexington (LEX)
9.4/10 Exceptional! (900 reviews)
Great location in historic district
Safe, able to walk to restaurants, bars, and parks
Clean and quiet, friendly staff
Reviewed on Aug 25, 2026
Holiday Inn Lexington - Hamburg by IHG
$900
per person
Oct 29 - Nov 1
found 16 hours ago
Roundtrip flight included
Chicago (ORD) to Lexington (LEX)
9/10 Wonderful! (1,009 reviews)
Room was clean. A/C worked very well, shower got good and hot. Bed was comfortable. Osaka restaurant and bar was awesome and staff was super friendly.
Reviewed on Aug 25, 2026
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
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.
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.
Downtown Lexington Hotel Deals
21c Museum Hotel Lexington
167 West Main Street Lexington KY
Fully refundableReserve now, pay when you stay
$138 nightly
$161 total
Aug 29 - Aug 30
Total with taxes and fees
Hyatt Regency Lexington
401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
$119 nightly
$138 total
Aug 29 - Aug 30
Total with taxes and 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 Aug 27, 2026
Hilton Lexington/Downtown
369 West Vine Street Lexington KY
Fully refundableReserve now, pay when you stay
$122 nightly
$142 total
Sep 6 - Sep 7
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
"Location is great ! Needs to be better parking options i have a large suv and it is hard to find a spot it will fit into unless at the main top that has no coverage over my suv 😩"
Reviewed on Aug 26, 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 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 horseback 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 at 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 enjoy a show 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 when you stop by 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 theater scene or attend a sporting event in this family-friendly area.
Lexington Brewing & Distilling Co.
You can spend time browsing the exhibits at Lexington Brewing & Distilling Co. in 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 get tickets for a performance at Lyric Theatre and Cultural Arts Center during your trip to Lexington. Experience the acclaimed theater 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 stay in Lexington. Discover the acclaimed theater scene in this family-friendly area, or seek out the horseback riding.
Things to do
Bites of the Bluegrass Cocktails & Bites Tour
$125
per adult
100% of travellers recommend
Distillery District Food & History Tour in Lexington
$125
per adult
B&C horseback riding, Keeneland or Churchill Down Racetrack.
$296
per adult
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- Explorium
- Bluegrass Distillers Downtown Lexington
- Victorian Square Mall
- Kentucky Vacations
- Lexington Public Library
- Lexington Vacations
- Kentucky Horse Park
- Ark Encounter
- University of Kentucky
- Ashland Henry Clay Estate
- Lexington Memorial Coliseum
- West Sixth Brewing
- Latrobe's Pope Villa
- Mary Todd Lincoln House
- Red Barn Radio
- University of Kentucky Albert B. Chandler Hospital
- Visit Lexington
- Thoroughbred Park
- Kroger Field
- William S. Webb Museum of Anthropology
- Rupp Arena
- Loudoun House
- The Arboretum State Botanical Garden of Kentucky
- University of Kentucky Art Museum
- Shriners Hospitals for Children
- The Kentucky Castle
- Red Mile Racetrack
- Lexington Brewing & Distilling Co.
- Lexington History Center
- Where to stay in Lexington
- Hunt-Morgan House
- Visit Downtown Lexington
- Lexington Opera House
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.