Historic South Hill Vacations from $734

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Your Historic South Hill Vacation

A well-liked food-lovers neighborhood, Historic South Hill lures travelers with its cycling, bars and pubs and history. Lock in a vacation package to Historic South Hill and get set to discover all the best bits for yourself. Your trip to Historic South Hill wouldn't be complete without seeing big-name attractions nearby such as University of Kentucky, Kroger Field and Rupp Arena. Stop dreaming and start doing. When you're ready to book your vacation to Historic South Hill, Expedia will help get you there.

The Latest Historic South Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

3.5 out of 5
Price was $828, price is now $734 per person
$734
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Lexington (LEX)
8.6/10 Excellent! (1,012 reviews)
Room could use some updating. Parking fees are ridiculous, I am staying at their hotel!

Reviewed on Aug 31, 2025

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $1,337, price is now $1,057 per person
$1,057
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Lexington (LEX)
8.8/10 Excellent! (1,003 reviews)
Amazing staff and beautiful hotel

Reviewed on Aug 29, 2025

Home2 Suites by Hilton Lexington University / Medical Center

Home2 Suites by Hilton Lexington University / Medical Center

3 out of 5
Zandale
Price was $859, price is now $774 per person
$774
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Lexington (LEX)
8.8/10 Excellent! (990 reviews)
Angel was very helpful and friendly.

Reviewed on Aug 31, 2025

The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
Price was $859, price is now $779 per person
$779
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Lexington (LEX)
8/10 Very Good! (1,008 reviews)
The staff was inconsistent in knowledge and helpfulness. The hotel its self is pretty confusing to get around. Some rooms had a mini fridge in an odd spot and dome rooms had no fridge at all. Inconsistency was the theme during our stay.

Reviewed on Aug 23, 2025

Staybridge Suites Lexington S Medical Ctr Area by IHG

Staybridge Suites Lexington S Medical Ctr Area by IHG

3 out of 5
Price was $872, price is now $796 per person
$796
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Lexington (LEX)
9.8/10 Exceptional! (423 reviews)
Love this place during my road trips north will continue staying here!

Reviewed on Aug 24, 2025

Where to stay in Historic South Hill

Find the best Historic South Hill areas and neighborhoods for the activities you enjoy most. Learn more about Historic South Hill
Lexington showing tranquil scenes and farmland

Downtown Lexington

1 out of top 10 points of interest in this area
4.5/5(27 area reviews)

While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.

Find hotels in Downtown Lexington

Historic South Hill Hotel Deals

DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

4 out of 5
2601 Richmond Rd, Lexington, KY
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $132 total per night from Sep 14 to Sep 15
$132 total
Sep 14 - Sep 15
Total with taxes and fees
DoubleTree Suites by Hilton Hotel Lexington
Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
369 West Vine Street, Lexington, KY
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $188 total per night from Sep 7 to Sep 8
$188 total
Sep 7 - Sep 8
Total with taxes and fees
Hilton Lexington/Downtown
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
2261 Elkhorn Road, Lexington, KY
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $74 total per night from Sep 14 to Sep 15
$74 total
Sep 14 - Sep 15
Total with taxes and fees
GuestHouse Lexington
See all 830 properties in Historic South Hill
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Historic South Hill

Kentucky Horse Park showing land animals

Kentucky Horse Park

Experience the exciting worlds of horses and horseracing at this equine theme park with multiple museums in the middle of Kentucky’s horse country.

Kentucky Horse Park
In a hores eye #2

University of Kentucky

Explore the campus of University of Kentucky, during your travels in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.

University of Kentucky
It's beginning to look a lot like Christmas.

Fayette Mall

You can find the perfect gifts to bring home at Fayette Mall during your stay in Lexington. Discover the area's acclaimed theater scene, or seek out its horseback riding.

Fayette Mall

Things to do

Experience Rebecca Ruth Chocolate Tour & Museum!

Experience Rebecca Ruth Chocolate Tour & Museum!

$10
per adult
Experience Rebecca Ruth Chocolate Tour & Museum!
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

$99
per adult
Lexington: Downtown Walking Food & History Tour
Distillery District Food & History Tour in Lexington

Distillery District Food & History Tour in Lexington

$99
per adult
Distillery District Food & History Tour in Lexington
See all activities in Lexington
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.