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Downtown Lexington Vacations from $980
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The Latest Downtown Lexington Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Montgomery Inn BnB
Oct 8 - Oct 12Montgomery Inn BnB + Flight
Versailles4 nights4.0 star property9.4/10 - Exceptional (115 reviews)"The host was very friendly and Sadie (dog) was adorable"Reviewed July 30, 2026Roundtrip • Boston (BOS) - Lexington (LEX)BOS - LEX • 1 stop LEX - BOS • 1 stop$1,166$980found 1 day agoper traveler - DoubleTree Suites by Hilton Hotel Lexington
Oct 8 - Oct 12DoubleTree Suites by Hilton Hotel Lexington + Flight
Lexington4 nights4.0 star property8.8/10 - Excellent (1,013 reviews)Roundtrip • Boston (BOS) - Lexington (LEX)BOS - LEX • 1 stop LEX - BOS • 1 stop$1,417$1,179found 1 day agoper traveler - Elwood Hotel & Suites
Oct 8 - Oct 12Elwood Hotel & Suites + Flight
Lexington4 nights4.0 star property9.4/10 - Exceptional (1,127 reviews)"Our go to stay when we are in Lexington. Close to UK, great food and airport. Staff is fantastic and the hotel is boutique and just “cool”."Reviewed July 30, 2026Roundtrip • Boston (BOS) - Lexington (LEX)BOS - LEX • 1 stop LEX - BOS • 1 stop$1,712$1,439found 1 day agoper traveler - The Kentucky Castle
Oct 4 - Oct 8The Kentucky Castle + Flight
Versailles4 nights2.0 star property8.2/10 - Very Good (27 reviews)Roundtrip • New York (EWR) - Lexington (LEX)EWR - LEX • 1 stop LEX - EWR • 1 stop$3,572$3,004found 1 day agoper traveler - Candlewood Suites Lexington Medical District by IHG
Oct 8 - Oct 12Candlewood Suites Lexington Medical District by IHG + Flight
South Broadway Park4 nights2.5 star property9.2/10 - Wonderful (945 reviews)Roundtrip • Boston (BOS) - Lexington (LEX)BOS - LEX • 1 stop LEX - BOS • 1 stop$1,302$1,117found 1 day agoper traveler
Discover the most popular places to visit in Downtown Lexington
What to do near Downtown Lexington
Bites of the Bluegrass Cocktails & Bites Tour
$125
per adult
100% of travelers recommend
Distillery District Food & History Tour in Lexington
$125
per adult
0% of travelers recommend
Downtown Lexington Hotel Deals
8.4 out of 10, Very Good, (1,000 reviews)
8.4/10
Very Good
(1,000 reviews)
$130 nightly
The price is $151
$151 total
Aug 10 - Aug 11
Total with taxes and fees
8.8 out of 10, Excellent, (1,000 reviews)
8.8/10
Excellent
(1,000 reviews)
$128 nightly
The price is $149
$149 total
Aug 7 - Aug 8
Total with taxes and fees
8.8 out of 10, Excellent, (1,001 reviews)
8.8/10
Excellent
(1,001 reviews)
"Historic building in an urban setting with great contemporary art. Their restaurant is closed for renovation but there are several fantastic restaurants within walking distance."
$156 nightly
The price is $182
$182 total
Aug 22 - Aug 23
Total with taxes and fees
The Sire Hotel Lexington, Tapestry Collection by Hilton
The Sire Hotel Lexington, Tapestry Collection by Hilton3.5 star property
Downtown Lexington
9.4 out of 10, Exceptional, (896 reviews)
9.4/10
Exceptional
(896 reviews)
"This is an extremely quiet and comfortable hotel. Restaurants and parks are within a few blocks."
$155 nightly
The price is $180
$180 total
Aug 10 - Aug 11
Total with taxes and fees
Residence Inn by Marriott Lexington City Center
Residence Inn by Marriott Lexington City Center3.0 star property
Downtown Lexington
9.2 out of 10, Wonderful, (308 reviews)
9.2/10
Wonderful
(308 reviews)
$192 nightly
The price is $223
$223 total
Aug 23 - Aug 24
Total with taxes and fees
9.2 out of 10, Wonderful, (305 reviews)
9.2/10
Wonderful
(305 reviews)
$201 nightly
The price is $233
$233 total
Aug 30 - Aug 31
Total with taxes and fees
Holiday Inn Express Hotel & Suites Lexington-Downtown by IHG
Holiday Inn Express Hotel & Suites Lexington-Downtown by IHG2.5 star property
South Broadway Park, 1.1 mi from Downtown Lexington
8.6 out of 10, Excellent, (1,002 reviews)
8.6/10
Excellent
(1,002 reviews)
$103 nightly
The price is $120
$120 total
Aug 30 - Aug 31
Total with taxes and fees
Candlewood Suites Lexington Medical District by IHG
Candlewood Suites Lexington Medical District by IHG2.5 star property
South Broadway Park, 1.6 mi from Downtown Lexington
9.2 out of 10, Wonderful, (945 reviews)
9.2/10
Wonderful
(945 reviews)
$92 nightly
The price is $107
$107 total
Aug 30 - Aug 31
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.
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.
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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.