Castlewood, KY
Lexington
Visit Castlewood
Stay near popular Castlewood attractions
Things to do
Bites of the Bluegrass Cocktails & Bites Tour
$125
per adult
100% of travellers recommend
Distillery District Food & History Tour in Lexington
$125
per adult
Woodford Reserve, Castle & Key, and Stitzel Weller Bourbon Tour
$285
per adult
Castlewood Hotel Deals
GuestHouse Lexington
2261 Elkhorn Road Lexington KY
$64 nightly
The price is $74 total per night from Oct 25 to Oct 26
$74 total
Oct 25 - Oct 26
Total with taxes and 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 ...
21c Museum Hotel Lexington
167 West Main Street Lexington KY
$165 nightly
The price is $191 total per night from Nov 15 to Nov 16
$191 total
Nov 15 - Nov 16
Total with taxes and 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! (1,005 reviews)
"The hotel is very nice. We had a room on the top floor with a view out the NW facing the visitor center. The room was clean and ready. The bathroom was really nice, and well laid out. The bar is still not open so don’t go by the pictures in the listing, but it wasn’t why we picked this hotel anyway. ..."
Reviewed on Oct 17, 2026
The Manchester
941 Manchester St Lexington KY
$194 nightly
The price is $226 total per night from Nov 17 to Nov 18
$226 total
Nov 17 - Nov 18
Total with taxes and 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
$119 nightly
The price is $138 total per night from Nov 15 to Nov 16
$138 total
Nov 15 - Nov 16
Total with taxes and 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! (868 reviews)
"Old hotel- needs update- very dirty - no staff to help. Update restaurant- food terrible"
Reviewed on Oct 19, 2026
Quality Inn Lexington -Horse Park
1938 Stanton Way Lexington KY
$62 nightly
The price is $72 total per night from Nov 15 to Nov 16
$72 total
Nov 15 - Nov 16
Total with taxes and 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 ...
Origin Lexington a Wyndham Hotel
4174 Rowan Lexington KY
$134 nightly
The price is $156 total per night from Nov 19 to Nov 20
$156 total
Nov 19 - Nov 20
Total with taxes and 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.
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
Northside District
If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing 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.
