Downtown Lexington Vacations from $656
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
DoubleTree Suites by Hilton Hotel Lexington
$695
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Lexington (LEX)
8.8/10 Excellent! (1,036 reviews)
I questioned the bill and the next thing 2 waery travelers know , the front desk lady said she cancelled the reservation. I was only clarifying a rate with what showed up. My older sister was crying. It was very wrong . Remove that lady.
Most of other staff in daylight hours very helpful.
Its sonewhat dark in lobby area.
Reviewed on Aug 29, 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
Hyatt Regency Lexington
401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
$116 nightly
$135 total
Aug 31 - Sep 1
Total with taxes and fees
21c Museum Hotel Lexington
167 West Main Street Lexington KY
Fully refundableReserve now, pay when you stay
$138 nightly
$161 total
Aug 30 - Aug 31
Total with taxes and fees
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
Explore a world of travel with Expedia
- Hotels near University of Kentucky
- Cabin Rentals in Kentucky
- Hotels near Ark Encounter
- Downtown Lexington Hotels
- Hotels near University of Kentucky Albert B. Chandler Hospital
- Hotels with Hot Tubs in Lexington
- Hotels with an Indoor Pool in Lexington
- Hotels near Rupp Arena
- Hotels near Lexington Convention Center
- Pet-Friendly Hotels in Lexington
- Hotels near Kentucky Horse Park
- Georgetown Hotels
- Cheap Hotels in Lexington
- Extended Stay Hotels in Lexington
- Cabin Rentals in Lexington
- Apartments in Lexington
- Hotels near Hamburg Pavilon
- Hotels with Suites in Lexington
- Boutique Hotels in Lexington
- Motels in Lexington
- Hotels with an Outdoor Pool in Lexington
- Lexington Hotels
- Hotels near Blue Grass
- B&B in Lexington
- Luxury Hotels in Lexington
- Hotels with Free Airport Shuttle in Lexington
- Flights from Tampa (TPA) to Lexington (LEX)
- Flights from Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
- Flights from Washington (DCA) to Lexington (LEX)
- Flights from St. Louis (STL) to Lexington (LEX)
- Flights from Cincinnati (CVG) to Lexington (LEX)
- Flights from Atlanta (ATL) to Lexington (LEX)
- Flights from Detroit (DTW) to Lexington (LEX)
- Flights from Blue Grass
- Flights from Minneapolis (MSP) to Lexington (LEX)
- Flights from Denver (DEN) to Lexington (LEX)
- Flights from Chicago (ORD) to Lexington (LEX)
- Flights from Boston (BOS) to Lexington (LEX)
- Flights from Los Angeles (LAX) to Lexington (LEX)
- Flights from Phoenix (PHX) to Lexington (LEX)
- Flights from Baltimore (BWI) to Lexington (LEX)
- Flights from Nashville (BNA) to Lexington (LEX)
- Flights from Pittsburgh (PIT) to Lexington (LEX)
- Flights from Orlando (MCO) to Lexington (LEX)
- Flights from Hartford (BDL) to Lexington (LEX)
- Flights from Portland (PDX) to Lexington (LEX)
- Flights from Louisville (SDF) to Lexington (LEX)
- Flights from Charlotte (CLT) to Lexington (LEX)
- Flights from Lexington
- Flights to Lexington
- Flights from Richmond (RIC) to Lexington (LEX)
- Flights from Dallas (DFW) to Lexington (LEX)
- Flights from Cleveland (CLE) to Lexington (LEX)
- Flights to Kentucky
- Flights from New York (JFK) to Lexington (LEX)
- Flights from Philadelphia (PHL) to Lexington (LEX)
- Flights from Raleigh (RDU) to Lexington (LEX)
- 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.