Castlewood Holidays

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Where to stay in Castlewood

Find the best Castlewood areas and neighborhoods for the activities you enjoy most. Learn more about Castlewood
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 Castlewood

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 £77 per night from 4 Jul to 5 Jul
£77
4 Jul - 5 Jul
includes taxes & fees
9.4/10 Exceptional! (2,200 reviews)
"Hotel staff were great, the rooms were clean And the price was reasonable. Would definitely stay again."

Reviewed on 3 Jun 2026

Holiday Inn Express Lexington Horse Park Area by IHG
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

3 out of 5
100 Canebrake Drive Lexington KY
Fully refundableReserve now, pay when you stay
The price is £78 per night from 29 Jun to 30 Jun
£78
29 Jun - 30 Jun
includes taxes & fees
8.8/10 Excellent! (1,162 reviews)
"Comfortable, quick check in, clean hotel"

Reviewed on 2 Jun 2026

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is £161 per night from 22 Jun to 23 Jun
£161
22 Jun - 23 Jun
includes taxes & fees
9.6/10 Exceptional! (1,308 reviews)
"Great valet workers"

Reviewed on 3 Jun 2026

The Manchester
See all 853 properties in Castlewood
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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Popular places to visit

Kentucky Horse Park

Kentucky Horse Park

4.5/5(5 reviews)

Kentucky Horse Park is a popular place to visit in Lexington and nearby activities include horse riding. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Kentucky Horse Park
Panorama of an autumn, colorful lawn surrounded by buildings in downtown Lexington, Kentucky

University of Kentucky

5/5(1 review)

Take a campus tour or just explore the area 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
Buffalo Trace Distillery

Buffalo Trace Distillery

4/5(2 reviews)

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

Things to do

Experience Rebecca Ruth Chocolate Tour & Museum!

Experience Rebecca Ruth Chocolate Tour & Museum!

£7
per adult
80% of travellers recommend
Experience Rebecca Ruth Chocolate Tour & Museum!
Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

£43
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

£73
per adult
Lexington: Downtown Walking Food & History 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. Flight-inclusive packages are ATOL protected.