Downtown Lexington Vacations from $776
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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.
Hyatt Regency Lexington
Downtown Lexington
$963
per person
Oct 9 - Oct 13
found 14 hours ago
Roundtrip flight included
Denver (DEN) to Lexington (LEX)
8.8/10 Excellent! (1,004 reviews)
We had a wonderful stay at the Hyatt. Shout out especially to Peter at the Registration desk who was so personable and helpful. Even though Barry Manilow had to cancel his concert, Peter sang Copacabana for us!
All of the staff and accommodations were amazing! I can very highly recommend Hyatt Regency Lexington.
Reviewed on Aug 5, 2026
Origin Lexington a Wyndham Hotel
$1,942
per person
Oct 23 - Oct 30
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
9.4/10 Exceptional! (1,024 reviews)
Very Friendly Staff. Conveniently located to lots of shops and restaraunts. Room was very clean, modern and comfortable! 10/10
Reviewed on Aug 8, 2026
Hampton Inn I-75 Lexington/Hamburg Area
$1,008
per person
Oct 23 - Oct 30
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
8.6/10 Excellent! (1,006 reviews)
When we arrived we were told they were overbooked. There was no room for us.
They said Expedia booked customers were overbooked. Several hotels in the area were full. we had no where to stay. Expedia owes me a re fund and I will never use Expedia nor this Hotel chain again!
Reviewed on Aug 3, 2026
The Ashbrook Hotel
$1,141
per person
Oct 23 - Oct 30
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
9.2/10 Wonderful! (57 reviews)
The room was clean and cool on a very hot weekend. Staff was great in every way. Had Saturday morning brunch which was delicious and bountiful. You get a special feeling staying in a place that dates to 1815. Next time I'm in Frankfort overnight, it will be the Ashbrook!
Reviewed on Jul 9, 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
1 out of top 10 points of interest in this 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.
Georgetown
If you're looking for some top things to see and do in Georgetown and surrounding area, you can visit Rupp Arena and Lexington Opera House.
Picadome
When in Picadome, you can plan a visit to Kroger Field and Red Mile Racetrack, some noteworthy sights in the nearby area.
Downtown Lexington Hotel Deals
21c Museum Hotel Lexington
167 West Main Street Lexington KY
Fully refundableReserve now, pay when you stay
$156 nightly
$182 total
Aug 29 - Aug 30
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
"Coffee maker would not work in the room, toilet was not functioning when I arrived, restaurant and bar were under construction, a few signs of wear and tear in the units."
Reviewed on Aug 7, 2026
Hyatt Regency Lexington
401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
$95 nightly
$111 total
Aug 22 - Aug 23
Total with taxes and fees
8.8/10 Excellent! (1,005 reviews)
"We had a wonderful stay at the Hyatt. Shout out especially to Peter at the Registration desk who was so personable and helpful. Even though Barry Manilow had to cancel his concert, Peter sang Copacabana for us! All of the staff and accommodations were amazing! I can very highly recommend Hyatt Regency ..."
Reviewed on Aug 5, 2026
Hilton Lexington/Downtown
369 West Vine Street Lexington KY
Fully refundableReserve now, pay when you stay
$124 nightly
$144 total
Aug 26 - Aug 27
Total with taxes and 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 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.
Latrobe's Pope Villa
You can find out about the history of Lexington when you stop by Latrobe's Pope Villa. 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
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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.