Castlewood
Lexington
Visit Castlewood
Stay near popular Castlewood attractions
Things to do
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
P2,734
per adult
98% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
P3,584
per adult
90% of travellers recommend
Buffalo Trace, Bulleit, Pappy & Co. and Rabbit Hole Bourbon Tour
P16,705
per adult
Lexington: Downtown Walking Food & History Tour
P6,014
per adult
100% of travellers recommend
Woodford Reserve, Castle & Key, and Stitzel Weller Bourbon Tour
P17,313
per adult
Experience Rebecca Ruth Chocolate Tour & Museum!
P607
per adult
80% of travellers recommend
Top hotels in Castlewood
Hyatt Regency Lexington
401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
The price is P7,422 per night from Aug 31 to Sep 1
P7,422
P8,614 total
Aug 31 - Sep 1
includes taxes & fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Holiday Inn Express Lexington - Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
The price is P5,381 per night from Sep 6 to Sep 7
P5,381
P6,246 total
Sep 6 - Sep 7
includes taxes & fees
Stay at this hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
9.4/10 Exceptional! (2,240 reviews)
"We enjoyed our stay. The hotel is well maintained, and the staff members are welcoming and helpful. We would definitely stay here again."
Reviewed on Aug 28, 2026
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
The price is P6,383 per night from Sep 6 to Sep 7
P6,383
P8,646 total
Sep 6 - Sep 7
includes taxes & fees
Book a 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 ...
8.4/10 Very Good! (825 reviews)
"Everything was great"
Reviewed on Aug 25, 2026
21c Museum Hotel Lexington
167 West Main Street Lexington KY
The price is P7,106 per night from Sep 21 to Sep 22
P7,106
P8,557 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this hotel in Lexington. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. ...
The Manchester
941 Manchester St Lexington KY
The price is P10,036 per night from Sep 7 to Sep 8
P10,036
P12,733 total
Sep 7 - Sep 8
includes taxes & fees
Stay at this hotel in Lexington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular ...
Embassy Suites by Hilton Lexington/UK Coldstream
1801 Newtown Pike Lexington KY
The price is P6,543 per night from Sep 6 to Sep 7
P6,543
P7,594 total
Sep 6 - Sep 7
includes taxes & fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,194 reviews)
"I wiuld highly recommend"
Reviewed on Aug 29, 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 and neighborhoods for the activities you enjoy most.
Photo by Jeff Rogers /Lexington Convention and Visitors Bureau
Open Photo by Jeff Rogers /Lexington Convention and Visitors Bureau
Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
Photo by Lexington Convention and Visitors Bureau/Gene Burch
Open Photo by Lexington Convention and Visitors Bureau/Gene Burch
Northside District
If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing are top sights worth seeing.
Liberty Area
If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.
Photo by Hyelsinta
Open Photo by Hyelsinta
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.
Picadome
When in Picadome, you can plan a visit to Kroger Field and Red Mile Racetrack, some noteworthy sights in the nearby area.
