Castlewood
Lexington
Visit Castlewood
Stay near popular Castlewood attractions
Things to do
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
S$58
per adult
98% of travellers recommend
Buffalo Trace, Bulleit, Pappy & Co. and Rabbit Hole Bourbon Tour
S$355
per adult
Bourbon group: Makers Mark OR Buffalo Trace OR Woodford or Others
S$284
per adult
Woodford Reserve, Castle & Key, and Stitzel Weller Bourbon Tour
S$368
per adult
Lexington: Downtown Walking Food & History Tour
S$128
per adult
100% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
S$76
per adult
90% of travellers recommend
Top hotels in Castlewood
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
Fully refundableReserve now, pay when you stay
The price is S$221 per night from 16 Aug to 17 Aug
S$221
16 Aug - 17 Aug
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 S$305 per night from 26 Jul to 27 Jul
S$305
26 Jul - 27 Jul
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. ...
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
The price is S$177 per night from 24 Jul to 25 Jul
S$177
24 Jul - 25 Jul
includes taxes & fees
Stay at this hotel in Lexington. Enjoy free Wi-Fi, an outdoor pool and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular attractions ...
Holiday Inn Express Lexington Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
The price is S$140 per night from 2 Aug to 3 Aug
S$140
2 Aug - 3 Aug
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 ...
9.4/10 Exceptional! (2,187 reviews)
"Great staff, very clean. Very full (local horse event in flight), but room was ready on arrival. Cracker Barrel up the street was convenient."
Reviewed on 18 Jul, 2026
Quality Inn Lexington -Horse Park
1938 Stanton Way Lexington KY
The price is S$101 per night from 17 Aug to 18 Aug
S$101
17 Aug - 18 Aug
includes taxes & fees
Stay at this golf hotel in Lexington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Embassy Suites by Hilton Lexington/UK Coldstream
1801 Newtown Pike Lexington KY
The price is S$183 per night from 11 Aug to 12 Aug
S$183
11 Aug - 12 Aug
includes taxes & fees
Stay at this business-friendly hotel in Lexington. Enjoy free breakfast, room service and a fitness centre. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,136 reviews)
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Reviewed on 17 Jul, 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 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.
Liberty Area
If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilon 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 Explorium.
Georgetown
When in Georgetown, you can plan a visit to Mary Todd Lincoln House and Rupp Arena, some noteworthy sights in the nearby area.
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.
