Historic South Hill Holidays

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Your Historic South Hill Holiday

A well-liked food-lovers neighbourhood, Historic South Hill lures travellers with its cycling, bars and pubs and history. Lock in a holiday 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 holiday to Historic South Hill, Expedia will help get you there.

Our guide on 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
4th of July festival

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

Our pick of the best Historic South Hill Hotel Deals

The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is AU$302 per night from 22 Mar to 23 Mar
AU$302
22 Mar - 23 Mar
includes taxes & fees
9.6/10 Exceptional! (1,183 reviews)
Remarkable MCM hotel with unique taste throughout. Friendly staff. Cozy bar, restaurant and lounge.

Reviewed on 2 Mar 2026

The Manchester
Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
369 West Vine Street Lexington KY
Fully refundableReserve now, pay when you stay
The price is AU$250 per night from 31 Mar to 1 Apr
AU$250
31 Mar - 1 Apr
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
Great place to stay for a basketball game

Reviewed on 5 Mar 2026

Hilton Lexington/Downtown
Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
The price is AU$235 per night from 5 Apr to 6 Apr
AU$235
5 Apr - 6 Apr
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
Was in Lexington for a doctors appointment in the UK basketball game. The convenience of walking to the lobby of my hotel straight to rep Arena cannot be matched.

Reviewed on 3 Mar 2026

Hyatt Regency Lexington
See all 850 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.
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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.

Discover the most popular places to visit in Historic South Hill

The bottling line for the special single barrel Blantons Bourbon.

Buffalo Trace Distillery

You can take time to visit Buffalo Trace Distillery during your travels to Frankfort. You can seek out the hiking trails while in the area.

Buffalo Trace Distillery
Aerial photograph of the Lexington, Kentucky skyline at night with the city alite.

Rupp Arena

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
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The Kentucky Castle

Enjoy a trip to The Kentucky Castle and popular activities such as horse riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.

The Kentucky Castle

Activities

Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

AU$84
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

AU$140
per adult
Lexington: Downtown Walking Food & History Tour
Bites of the Bluegrass Cocktails & Bites Tour

Bites of the Bluegrass Cocktails & Bites Tour

AU$149
per adult
Bites of the Bluegrass Cocktails & Bites Tour
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.