Castlewood, KY
Lexington
Visit Castlewood
Stay near popular Castlewood attractions
Things to do
Experience Rebecca Ruth Chocolate Tour & Museum!
￥1,596
per adult
80% of travellers recommend
Lexington: Downtown Walking Food & History Tour
￥15,801
per adult
100% of travellers recommend
Distillery District Food & History Tour in Lexington
￥19,951
per adult
Bites of the Bluegrass Cocktails & Bites Tour
￥19,951
per adult
100% of travellers recommend
Buffalo Trace, Bulleit, Pappy & Co. and Rabbit Hole Bourbon Tour
￥43,893
per adult
Bourbon group: Makers Mark OR Buffalo Trace OR Woodford or Others
￥35,114
per adult
Castlewood Hotel Deals
The Manchester
941 Manchester St Lexington KY
The price is ￥24,921 per night from Sep 7 to Sep 8
￥24,921
￥31,702 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 ...
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
The price is ￥18,505 per night from Sep 6 to Sep 7
￥18,505
￥24,667 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 ...
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is ￥16,869 per night from Aug 30 to Aug 31
￥16,869
￥19,579 total
Aug 30 - Aug 31
includes taxes & fees
Stay at this hotel in Lexington. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (1,021 reviews)
"Very professional and courteous staff. Rooms and hallways quiet which was nice. Got room here twice on a trip driving to and from our destination. Second time of staying here the room did not seem as clean, and again there were no towels at the pool which happened the first stay too, however, the ..."
Reviewed on Aug 14, 2026
Holiday Inn Express Lexington - Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
The price is ￥15,469 per night from Sep 14 to Sep 15
￥15,469
￥17,955 total
Sep 14 - Sep 15
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 ...
Embassy Suites by Hilton Lexington/UK Coldstream
1801 Newtown Pike Lexington KY
The price is ￥16,860 per night from Sep 6 to Sep 7
￥16,860
￥19,569 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! (1,180 reviews)
"Convenience outstanding"
Reviewed on Aug 14, 2026
Origin Lexington a Wyndham Hotel
4174 Rowan Lexington KY
The price is ￥20,524 per night from Aug 23 to Aug 24
￥20,524
￥23,823 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
9.4/10 Exceptional! (1,004 reviews)
"Hotel bar and restaurant. Clean, nice bathroom and comfortable beds. In the center of shopping"
Reviewed on Aug 14, 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.
