Historic South Hill Holidays

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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
A parade with people in colorful costumes on a wet street.

Downtown Lexington

2 out of top 10 points of interest in this area

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

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A river with a bridge, a town with historic buildings, and a hilly landscape in the background.

Liberty Area

If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.

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A parade with people in colorful costumes on a wet street.

Northside District

While visiting Northside District, you might make a stop by sights like Lexington Opera House and West Sixth Brewing.

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A paved pathway flanked by trees and a wooden fence.

Beaumont Residential

While Beaumont Residential isn't home to many top sights, Kentucky Aviation Museum and Keeneland Racing Course are some notable places to visit nearby.

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A horse grazing on a grassy field with a leafless tree in the background under a purple sky.

Picadome

While there might not be top attractions in Picadome, you can explore the larger area and discover places like Kroger Field and Red Mile Racetrack.

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Top hotels in Historic South Hill

Holiday Inn Express Lexington - Horse Park Area by IHG

Holiday Inn Express Lexington - Horse Park Area by IHG

1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
S$154
11 Oct - 12 Oct
includes taxes & fees
Holiday Inn Express Lexington - Horse Park Area by IHG
Hyatt Regency Lexington

Hyatt Regency Lexington

401 W High St Lexington KY
S$224
25 Oct - 26 Oct
includes taxes & fees
Hyatt Regency Lexington
21c Museum Hotel Lexington

21c Museum Hotel Lexington

167 West Main Street Lexington KY
S$245
18 Oct - 19 Oct
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Excellent service!"

Reviewed on 29 Sept, 2026

21c Museum Hotel Lexington
See all 884 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.

Frequently asked questions

How much does a Historic South Hill holiday package cost?
Explore the best of Historic South Hill from as low as . We offer a wonderful selection of flights, hotels and rental cars to suit every budget. Land even better deals when you add a couple of tours or experiences to your holiday package.
How do I get a cheap travel package to Historic South Hill?
Crafting your own Historic South Hill holiday package with Expedia is such a simple way to save. We have access to more than 550 airlines and 1,000,000 hotels throughout the world. With such a fantastic range to select from, you'll have no worries creating your ideal escape.
Where should I stay in Historic South Hill?
Most travellers who visit Historic South Hill include both University of Kentucky and Keeneland Racing Course on their bucket lists. Why not consider a hotel close to one of these iconic attractions?
What are the top hotels in Historic South Hill?
When it comes to comfy and convenient places to stay in Historic South Hill, you can't go past The Martin House - In The Heart Of Historic Downtown Lexington. Take a look at our offers and land a great price.
How far in advance should I book my Historic South Hill holiday?
Search Expedia to compare international airfares as soon as you've got your travel dates. In most cases, you can purchase a seat up to 12 months prior to departure. If you can't see your preferred air carrier, or you have to book last minute, don't despair. Low prices to Historic South Hill sometimes emerge within weeks of the date of departure.
What does an Expedia Historic South Hill travel package include?
Hotels, flights and a reliable car for all your road trip adventures. Simply pick and choose your favourite bundle and gain access to great discounts. Once you've made your booking, add on some tours and activities and watch your savings pile up. When it comes to organising your Historic South Hill holiday, you're the one in control!
What should I know before booking a Historic South Hill travel package?
You can save big by bundling your hotels, flights and rental cars. Once you've made your booking, you can add on tours and activities. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Historic South Hill Expedia holiday package?
Yes, you sure can. Expedia has access to more than 550 partner airlines globally, so fly with the carrier that best fits your travel preferences.
If I'm not able to travel, can I cancel my Historic South Hill holiday package?
Because we know life can be unpredictable, the answer is yes. For further information, check out our Customer Service Portal. But generally speaking, if you've booked your Historic South Hill holiday package in the last 24 hours, you may be able to cancel or change it free of charge. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

Things to do

Picture 1 for Activity Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

S$57
per adult
98% of travellers recommend
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

S$126
per adult
100% of travellers recommend
Lexington: Downtown Walking Food & History Tour
Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

S$75
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.