
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
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Explorium.

Liberty Area
If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.

Northside District
If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing are top sights worth seeing.

Historic South Hill
While Historic South Hill might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lexington Memorial Coliseum and Rupp Arena.

Beaumont Residential
If you're looking for some top things to see and do in Beaumont Residential and surrounding area, you can visit Kentucky Aviation Museum and Keeneland Racing Course.
Castlewood Hotel Deals

Holiday Inn Express Lexington - Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
NT$3,318
NT$3,851 total
Oct 11 - Oct 12
includes taxes & fees

Hyatt Regency Lexington
401 W High St Lexington KY
NT$4,818
NT$5,592 total
Oct 25 - Oct 26
includes taxes & fees

21c Museum Hotel Lexington
167 West Main Street Lexington KY
NT$5,105
NT$6,085 total
Oct 12 - Oct 13
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Excellent service!"
Reviewed on 2026/9/29
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.
Stay near popular Castlewood attractions
Loudoun House
Find out about the history of Lexington when you take a trip to Loudoun House. Make time for the shops and horseback riding in this family-friendly area.
Castlewood Park
Castlewood Park is just one of the places to see in Lexington, so why not enjoy the other things to explore during your travels? Attend a sporting event or visit the shops in this family-friendly area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.