Castlewood Vacations
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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
4.5/5(27 area reviews)
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
Castlewood Hotel Deals
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is NT$5,573 per night from May 24 to May 25
NT$5,573
NT$7,016 total
May 24 - May 25
includes taxes & fees
9.6/10 Exceptional! (1,272 reviews)
Amazing stay!
Reviewed on 2026/5/8
Holiday Inn Express Lexington Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
The price is NT$3,236 per night from May 17 to May 18
NT$3,236
NT$3,756 total
May 17 - May 18
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 2026/5/9
Hilton Lexington/Downtown
369 West Vine Street Lexington KY
Fully refundableReserve now, pay when you stay
The price is NT$4,354 per night from May 24 to May 25
NT$4,354
NT$5,053 total
May 24 - May 25
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
Very dated
Reviewed on 2026/5/5
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.
Discover the most popular places to visit in Castlewood
University of Kentucky
4.5/5(389 reviews)
Explore the campus 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.
Buffalo Trace Distillery
4.5/5(219 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.
Fayette Mall
4.5/5(323 reviews)
You can find the perfect gifts to bring home at Fayette Mall during your stay in Lexington. Discover the area's acclaimed theater scene, or seek out its horseback riding.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.