Castlewood Travel Guide
Tourist Guide
Visit Castlewood
Stay near popular Castlewood attractions
Activities
Unique Horse Farm Tours with Insider Access to Private Farms
AU$84
per adult
90% of travellers recommend
Lexington: Downtown Walking Food & History Tour
AU$142
per adult
100% of travellers recommend
Bites of the Bluegrass Cocktails & Bites Tour
AU$179
per adult
100% of travellers recommend
Distillery District Food & History Tour in Lexington
AU$179
per adult
Experience Rebecca Ruth Chocolate Tour & Museum!
AU$14
per adult
80% of travellers recommend
Buffalo Trace, Bulleit, Pappy & Co. and Rabbit Hole Bourbon Tour
AU$394
per adult
Our pick of the best Castlewood Hotel Deals
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
The price is AU$173 per night from 30 Aug to 31 Aug
AU$173
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 ...
The Manchester
941 Manchester St Lexington KY
The price is AU$287 per night from 7 Sept to 8 Sept
AU$287
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! (1,404 reviews)
"We had a fantastic stay at the Manchester. The hotel is beautiful - the lobby had a nice energy and the rooftop bar was gorgeous. Our waiter was particularly great - very helpful and full of great recommendations for Lexington. The rooms were decorated thoughtfully and were very clean/comfortable. ..."
Reviewed on 21 Aug 2026
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
The price is AU$196 per night from 6 Sept to 7 Sept
AU$196
6 Sept - 7 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 AU$147 per night from 7 Sept to 8 Sept
AU$147
7 Sept - 8 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! (2,236 reviews)
"Clean room"
Reviewed on 21 Aug 2026
Embassy Suites by Hilton Lexington/UK Coldstream
1801 Newtown Pike Lexington KY
The price is AU$173 per night from 6 Sept to 7 Sept
AU$173
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! (1,190 reviews)
"It was absolutely beautiful the staff is what made the stay a five star. ⭐️ They greeted us with happy anniversary placed roses in the room and gave us complimentary tickets. Best staff ever !"
Reviewed on 20 Aug 2026
Origin Lexington a Wyndham Hotel
4174 Rowan Lexington KY
The price is AU$210 per night from 23 Aug to 24 Aug
AU$210
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 ...
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.
Our guide on 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.
