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
Downtown Lexington

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 Rupp Arena.

Find hotels in Downtown Lexington

Top hotels in Historic South Hill

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG

3 out of 5
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
The price is S$145 per night from 3 May to 4 May
S$145
3 May - 4 May
includes taxes & fees
9.4/10 Exceptional! (2,186 reviews)
Excellent accomodations! However, since the change in ownership, the TV (Google Chromcast) no longer works! Please update so that this works effectively.

Reviewed on 13 Apr, 2026

Holiday Inn Express Lexington Horse Park Area by IHG
The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
The price is S$270 per night from 26 Apr to 27 Apr
S$270
26 Apr - 27 Apr
includes taxes & fees
9.6/10 Exceptional! (1,234 reviews)
Awesome

Reviewed on 14 Apr, 2026

The Manchester
Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg

2.5 out of 5
2381 Buena Vista Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is S$107 per night from 13 May to 14 May
S$107
13 May - 14 May
includes taxes & fees
8.8/10 Excellent! (427 reviews)
Nice clean hotel

Reviewed on 13 Apr, 2026

Spark by Hilton Lexington Hamburg
See all 867 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.

Popular places to visit

Horse barn in Kentucky

Keeneland Racing Course

4.5/5(3 reviews)

Enjoy a trip to Keeneland Racing Course and popular activities such as horse riding in Lexington. You can attend a sporting event while in the area.

Keeneland Racing Course
Aerial photograph of the Lexington, Kentucky skyline at night with the city alite.

Rupp Arena

4/5(1 review)

Catch an event at Rupp Arena and enjoy other activities in Lexington such as horse riding.Attend a sporting event or simply enjoy the lively bars while you're in the area.

Rupp Arena

Things to do

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

Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

S$58
per adult
98% of travellers recommend
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
From Lexington: Kentucky Horse Farms Tour

From Lexington: Kentucky Horse Farms Tour

S$76
per adult
100% of travellers recommend
From Lexington: Kentucky Horse Farms Tour
Buffalo Trace,Four Roses,Woodford,Bulleit Frontier/Stitzel, Castle&Key or Jeptha

Buffalo Trace,Four Roses,Woodford,Bulleit Frontier/Stitzel, Castle&Key or Jeptha

S$231
per adult
Buffalo Trace,Four Roses,Woodford,Bulleit Frontier/Stitzel, Castle&Key or Jeptha
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.