Historic South Hill Holidays

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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
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

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 NZ$396 per night from 14 June to 15 June
NZ$396
14 June - 15 June
includes taxes & fees
9.6/10 Exceptional! (1,288 reviews)
The room was clean and smelled really good the hotel was very nice and the staff was very friendly and helpful we didn’t eat there but we had drinks they where good

Reviewed on 18 May 2026

The Manchester
Hotel LEX, Trademark Collection by Wyndham

Hotel LEX, Trademark Collection by Wyndham

3 out of 5
5532 Athens Boonesboro Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is NZ$174 per night from 16 June to 17 June
NZ$174
16 June - 17 June
includes taxes & fees
8/10 Very Good! (705 reviews)
The room was clean, but the lighting in the room was terrible. The rooms appeared newly remodeled but lacked modern lighting. The pool area was very nice, clean and big. Overall it was okay..would I stay there again? No

Reviewed on 14 May 2026

Hotel LEX, Trademark Collection by Wyndham
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 NZ$209 per night from 31 May to 1 June
NZ$209
31 May - 1 June
includes taxes & fees
9.4/10 Exceptional! (2,204 reviews)
Rooms are clean and big. The staff was very friendly! Very well kept property!

Reviewed on 18 May 2026

Holiday Inn Express Lexington Horse Park Area by IHG
See all 854 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.

Discover the most popular places to visit in Historic South Hill

Kentucky Horse Park

Kentucky Horse Park

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

Kentucky Horse Park
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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

Red Mile Racetrack

Enjoy a trip to Red Mile Racetrack and popular activities such as horse riding in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Red Mile Racetrack

Activities

Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

NZ$99
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Experience Rebecca Ruth Chocolate Tour & Museum!

Experience Rebecca Ruth Chocolate Tour & Museum!

NZ$17
per adult
80% of travellers recommend
Experience Rebecca Ruth Chocolate Tour & Museum!
Experience Rebecca Ruth Chocolate Tour & Museum

Experience Rebecca Ruth Chocolate Tour & Museum

NZ$17
per adult
Experience Rebecca Ruth Chocolate Tour & Museum
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.