Castlewood Travel Guide
Lexington
Visit Castlewood
Stay near popular Castlewood attractions
Things to do
Unique Horse Farm Tours with Insider Access to Private Farms
฿1,935
per adult
90% of travellers recommend
Lexington: Downtown Walking Food & History Tour
฿3,247
per adult
100% of travellers recommend
Bites of the Bluegrass Cocktails & Bites Tour
฿4,100
per adult
100% of travellers recommend
Experience Rebecca Ruth Chocolate Tour & Museum!
฿328
per adult
80% of travellers recommend
Distillery District Food & History Tour in Lexington
฿4,100
per adult
Top hotels in Castlewood
Holiday Inn Express Lexington - Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
The price is ฿3,539 per night from 11 Oct to 12 Oct
฿3,539
฿4,108 total
11 Oct - 12 Oct
includes taxes & fees
Stay at this hotel in Lexington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. Popular attractions ...
Hyatt Regency Lexington
401 W High St Lexington KY
The price is ฿5,041 per night from 25 Oct to 26 Oct
฿5,041
฿5,852 total
25 Oct - 26 Oct
includes taxes & fees
Stay at this business-friendly hotel in Lexington. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,013 reviews)
"The location and the staff and the size of the rooms."
Reviewed on 28 Sept 2026
21c Museum Hotel Lexington
167 West Main Street Lexington KY
The price is ฿5,364 per night from 4 Oct to 5 Oct
฿5,364
฿6,392 total
4 Oct - 5 Oct
includes taxes & fees
Stay at this hotel in Lexington. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the restaurant and the helpful staff in their ...
8.8/10 Excellent! (1,003 reviews)
"Restaurant is currently closed"
Reviewed on 27 Sept 2026
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
Fully refundableReserve now, pay when you stay
The price is ฿3,713 per night from 11 Oct to 12 Oct
฿3,713
฿4,977 total
11 Oct - 12 Oct
includes taxes & fees
Stay at this luxury resort in Lexington. Enjoy free parking, an outdoor pool and a full-service spa. Our guests praise the pool and the helpful staff in their ...
The Manchester
941 Manchester St Lexington KY
The price is ฿7,783 per night from 29 Sept to 30 Sept
฿7,783
฿9,614 total
29 Sept - 30 Sept
includes taxes & fees
Stay at this hotel in Lexington. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in their reviews. ...
9.6/10 Exceptional! (1,426 reviews)
"Very nice property. Would consixer staying again. Wish it was more casual"
Reviewed on 27 Sept 2026
GuestHouse Lexington
2261 Elkhorn Road Lexington KY
The price is ฿2,242 per night from 29 Sept to 30 Sept
฿2,242
฿2,602 total
29 Sept - 30 Sept
includes taxes & fees
Stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
8.4/10 Very good! (1,666 reviews)
"Property had availability during busy time. Property was loud (motorcycles revving at 4am in parking lot). TV and/or cable did not work. Returned to find key did not work. But it wasn’t a key problem. Housekeeping never completely closed the door so it was not locked. Left room unsecured after swapping ..."
Reviewed on 28 Sept 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.
Where to stay in Castlewood
Find the best Castlewood areas for the activities you enjoy most.
Photo by Geraldine Soh
Open Photo by Geraldine Soh
Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
Liberty Area
If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.
Photo by Lexington Convention and Visitors Bureau/Gene Burch
Open Photo by Lexington Convention and Visitors Bureau/Gene Burch
Northside District
While visiting Northside District, you might make a stop by sights like Lexington Opera House and West Sixth Brewing.
Photo by Hyelsinta
Open Photo by Hyelsinta
Historic South Hill
While Historic South Hill may 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
While Beaumont Residential isn't home to many top sights, Kentucky Aviation Museum and Keeneland Racing Course are some notable places to visit nearby.
