Castlewood
Lexington
Visit Castlewood
Stay near popular Castlewood attractions
Things to do
Bourbon group: Makers Mark OR Buffalo Trace OR Woodford or Others
€190
per adult
Experience Rebecca Ruth Chocolate Tour & Museum!
€9
per adult
80% of travellers recommend
Lexington: Downtown Walking Food & History Tour
€86
per adult
100% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
€51
per adult
90% of travellers recommend
Distillery District Food & History Tour in Lexington
€108
per adult
Top hotels in Castlewood
Hyatt Regency Lexington
401 W High St Lexington KY
The price is €135 per night from 27 Sept to 28 Sept
€135
27 Sept - 28 Sept
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! (1,017 reviews)
"Stayed for Lexington Comic Con so we could travel back in forth inside which was nice. Also within steps of Lex Live. Breakfast was delicious inside property. The pool area was clean with plenty of towels and water was great temperature. Hyatt made our stay very comfortable."
Reviewed on 6 Sept 2026
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
The price is €128 per night from 20 Sept to 21 Sept
€128
20 Sept - 21 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 ...
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is €225 per night from 28 Sept to 29 Sept
€225
28 Sept - 29 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! (1,420 reviews)
"Delaney at checkin was excellent- great recommendation for our trip shared. Valet team were A+ accommodating our frequent in and outs efficiently and with friendly conversation. Thank you! - Danielle"
Reviewed on 7 Sept 2026
21c Museum Hotel Lexington
167 West Main Street Lexington KY
The price is €134 per night from 13 Sept to 14 Sept
€134
13 Sept - 14 Sept
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 ...
Holiday Inn Express Lexington - Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
The price is €98 per night from 13 Sept to 14 Sept
€98
13 Sept - 14 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! (2,249 reviews)
"I enjoyed the modern and sleek design of the property in general and my room in particular. The room was both inviting and superbly designed for maxim utility of space without skimping on the amenities. Each staff member I encountered was kind. helpful, welcoming and professional, and was given the ..."
Reviewed on 6 Sept 2026
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
The price is €122 per night from 20 Sept to 21 Sept
€122
20 Sept - 21 Sept
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 ...
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.
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.
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.
