Downtown Lexington Vacations from $519
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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.
Clarion Pointe Harrodsburg-Danville
Price was $565, price is now $519 per person
$519
per person
Apr 18 - Apr 21
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
7.2/10 Good! (548 reviews)
Room and bed was comfortable and the staff was nice. Quick breakfast was good with eggs, sausage, bagels, yogurt, etc. Room was clean and smelled nice as well. Would stay again.
Reviewed on Jan 4, 2026
Fairfield Inn & Suites by Marriott Lexington North
Price was $672, price is now $610 per person
$610
per person
Apr 18 - Apr 21
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
8.6/10 Excellent! (1,002 reviews)
The room was very clean and comfortable! Friendly staff and great breakfast!
Reviewed on Feb 4, 2026
Montgomery Inn BnB
Price was $818, price is now $743 per person
$743
per person
Apr 18 - Apr 21
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
9.4/10 Exceptional! (102 reviews)
With terrible weather, travel issues regarding further travel (1/31/26 )storm , frigid temps,
Pam provided a warm and inviting place to stay
Reviewed on Feb 2, 2026
Country Inn & Suites by Radisson, Georgetown, KY
Price was $627, price is now $581 per person
$581
per person
Apr 18 - Apr 21
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
9/10 Wonderful! (1,002 reviews)
The only issue was the TV didnt have many options.
Reviewed on Feb 4, 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
4.5/5(81 area reviews)
If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing are top sights worth seeing.
Downtown Lexington Hotel Deals
Hilton Lexington/Downtown
369 West Vine Street Lexington KY
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $160 total per night from Mar 8 to Mar 9
$160 total
Mar 8 - Mar 9
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
Nice quiet room. Staff were very helpful.
Reviewed on Jan 16, 2026
Hyatt Regency Lexington
401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $167 total per night from Feb 15 to Feb 16
$167 total
Feb 15 - Feb 16
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
Nice hotel but looks outdated.
Reviewed on Feb 2, 2026
21c Museum Hotel Lexington
167 West Main Street Lexington KY
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $201 total per night from Mar 8 to Mar 9
$201 total
Mar 8 - Mar 9
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
Clean spacious room
Reviewed on Jan 25, 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.
Discover the most popular places to visit in Downtown Lexington
Rupp Arena
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
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.
Lexington Opera House
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.
Things to do
Bites of the Bluegrass Cocktails & Bites Tour
$105
per adult
Distillery District Food & History Tour in Lexington
$99
per adult
B&C horseback riding, Keeneland or Churchill Down Racetrack.
$296
per adult
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- Victorian Square Mall
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- Lexington Opera House
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- Red Barn Radio
- Rupp Arena
- Hunt-Morgan House
- Mary Todd Lincoln House
- Lexington Public Library
- The Kentucky Theater
- Transylvania University
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.