Castlewood Travel Guide
Lexington
Visit Castlewood
Stay near popular Castlewood attractions
Things to do
Unique Horse Farm Tours with Insider Access to Private Farms
฿1,955
per adult
90% of travellers recommend
Lexington: Downtown Walking Food & History Tour
฿3,276
per adult
100% of travellers recommend
Bites of the Bluegrass Cocktails & Bites Tour
฿4,137
per adult
100% of travellers recommend
Experience Rebecca Ruth Chocolate Tour & Museum!
฿331
per adult
80% of travellers recommend
Distillery District Food & History Tour in Lexington
฿4,137
per adult
Buffalo Trace, Bulleit, Pappy & Co. and Rabbit Hole Bourbon Tour
฿9,100
per adult
Top hotels in Castlewood
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
The price is ฿3,506 per night from 30 Aug to 31 Aug
฿3,506
฿4,069 total
30 Aug - 31 Aug
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 ...
8.8/10 Excellent! (1,035 reviews)
"A lovely place to stay when visiting Lexington. Good location, great bed and linens, spacious room, quiet, wonderful breakfast, helpful staff and fair price!"
Reviewed on 17 Aug 2026
The Manchester
941 Manchester St Lexington KY
The price is ฿5,342 per night from 7 Sept to 8 Sept
฿5,342
฿6,778 total
7 Sept - 8 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! (1,395 reviews)
"Wonderful stay, very relaxed, friendly staff. Rooftop had a young vibe. Bar/lounge in hotel classy."
Reviewed on 16 Aug 2026
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
The price is ฿3,420 per night from 7 Sept to 8 Sept
฿3,420
฿4,633 total
7 Sept - 8 Sept
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 ...
Holiday Inn Express Lexington - Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
The price is ฿3,215 per night from 14 Sept to 15 Sept
฿3,215
฿3,732 total
14 Sept - 15 Sept
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! (2,225 reviews)
"Clean room and the breakfast was really good."
Reviewed on 17 Aug 2026
Embassy Suites by Hilton Lexington/UK Coldstream
1801 Newtown Pike Lexington KY
The price is ฿3,506 per night from 6 Sept to 7 Sept
฿3,506
฿4,069 total
6 Sept - 7 Sept
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! (1,184 reviews)
"Clean"
Reviewed on 17 Aug 2026
Origin Lexington a Wyndham Hotel
4174 Rowan Lexington KY
The price is ฿4,266 per night from 23 Aug to 24 Aug
฿4,266
฿4,951 total
23 Aug - 24 Aug
includes taxes & fees
Stay at this business-friendly hotel in Lexington. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
9.4/10 Exceptional! (1,008 reviews)
"Hotel was nice and in a good location. One of the reasons we picked this hotel though was for the bar. Online it says the bar is open until 11pm on friday and Saturday. We got to the bar at 9:30 on Friday night and the bar was completely closed. We asked the staff if it was still open and they said ..."
Reviewed on 17 Aug 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.
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.
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 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.
Picadome
While there might not be top attractions in Picadome, you can explore the larger area and discover places like Kroger Field and Red Mile Racetrack.
