Castlewood
Lexington
Visit Castlewood
Stay near popular Castlewood attractions
Things to do
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
P2,820
per adult
98% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
P3,697
per adult
90% of travellers recommend
Lexington: Downtown Walking Food & History Tour
P6,203
per adult
100% of travellers recommend
Experience Rebecca Ruth Chocolate Tour & Museum!
P627
per adult
80% of travellers recommend
Woodford Reserve, Castle & Key, and Stitzel Weller Bourbon Tour
P18,149
per adult
Top hotels in Castlewood
GuestHouse Lexington
2261 Elkhorn Road Lexington KY
The price is P4,214 per night from Oct 19 to Oct 20
P4,214
P4,892 total
Oct 19 - Oct 20
includes taxes & fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,687 reviews)
"The room was very clean and the bed/pillows were very comfortable. The check in staff was so friendly and accommodating. So appreciated the amenities."
Reviewed on Oct 14, 2026
21c Museum Hotel Lexington
167 West Main Street Lexington KY
The price is P8,121 per night from Nov 8 to Nov 9
P8,121
P9,740 total
Nov 8 - Nov 9
includes taxes & fees
Stay at this hotel in Lexington. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
"A Great Stay! Thank you"
Reviewed on Oct 13, 2026
The Manchester
941 Manchester St Lexington KY
The price is P12,658 per night from Nov 1 to Nov 2
P12,658
P15,785 total
Nov 1 - Nov 2
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 P6,983 per night from Nov 8 to Nov 9
P6,983
P9,361 total
Nov 8 - Nov 9
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 ...
8.6/10 Excellent! (861 reviews)
"It was nice stay"
Reviewed on Oct 7, 2026
Quality Inn Lexington -Horse Park
1938 Stanton Way Lexington KY
The price is P3,633 per night from Nov 10 to Nov 11
P3,633
P4,217 total
Nov 10 - Nov 11
includes taxes & fees
Book a stay at this golf hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (1,526 reviews)
"The staff were very nice during my stay! The room itself was clean, but the bathroom was not as clean as I would’ve hoped. There were specks of debris/dirt on the towels and the shower did not seem to be completely cleaned around the edges. The toilet also did not flush very well. However, the bed ..."
Reviewed on Oct 13, 2026
Origin Lexington a Wyndham Hotel
4174 Rowan Lexington KY
The price is P8,987 per night from Nov 8 to Nov 9
P8,987
P10,430 total
Nov 8 - Nov 9
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 ...
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 Geraldine Soh
Open Photo by Geraldine Soh
Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Explorium.
Photo by Hyelsinta
Open Photo by Hyelsinta
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.
Beaumont Residential
If you're looking for some top things to see and do in Beaumont Residential and surrounding area, you can visit Kentucky Aviation Museum and Keeneland Racing Course.
