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
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.
Top hotels in Castlewood
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is 4.666.954 ₫ per night from 24 May to 25 May
4.666.954 ₫
5.874.973 ₫ total
24 May - 25 May
includes taxes & fees
9.6/10 Exceptional! (1,272 reviews)
Amazing stay!
Reviewed on 8 May 2026
Holiday Inn Express Lexington Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
The price is 2.709.827 ₫ per night from 17 May to 18 May
2.709.827 ₫
3.145.296 ₫ total
17 May - 18 May
includes taxes & fees
9.4/10 Exceptional! (2,205 reviews)
Since it’s changed ownership, I’m really disappointed that they do not offer coffee in the rooms anymore in the breakfast was just not as good as it had been last year under a different ownership, they said that the reason they weren’t offering coffee the rooms was because of the environment, however, ...
Reviewed on 9 May 2026
Hilton Lexington/Downtown
369 West Vine Street Lexington KY
Fully refundableReserve now, pay when you stay
The price is 3.645.901 ₫ per night from 24 May to 25 May
3.645.901 ₫
4.231.798 ₫ total
24 May - 25 May
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
Very dated
Reviewed on 5 May 2026
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.
Popular places to visit
Fayette Mall
3/5(2 reviews)
You can do some window-shopping at Fayette Mall during your trip to Lexington. Discover the area's acclaimed theatre scene or seek out its horse riding.
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.
Eastern Kentucky University
4/5(1 review)
Enjoy the student vibe when you visit Eastern Kentucky University during your travels in Richmond. While in this family-friendly area, you can savour the top-notch restaurants.