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
$289
per adult
Castlewood Hotel Deals
Quality Inn Lexington -Horse Park
1938 Stanton Way Lexington KY
$59 nightly
The price is $68 total per night from Nov 23 to Nov 24
$68 total
Nov 23 - Nov 24
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 ...
8.2/10 Very Good! (1,525 reviews)
"Not the cleanest room I've ever had but not the worst. Friendly staff though and nice amenities including a pool table, video games, a library decorated like an old fashioned library or study with hard wood on the walls."
Reviewed on Oct 26, 2026
GuestHouse Lexington
2261 Elkhorn Road Lexington KY
$68 nightly
The price is $79 total per night from Oct 27 to Oct 28
$79 total
Oct 27 - Oct 28
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 ...
8.4/10 Very Good! (1,706 reviews)
"The staff was very helpful during check-in and out. The room was very clean and comfortable. Parking available on site, no problem. Would definitely stay here again."
Reviewed on Oct 26, 2026
21c Museum Hotel Lexington
167 West Main Street Lexington KY
$156 nightly
The price is $182 total per night from Nov 23 to Nov 24
$182 total
Nov 23 - Nov 24
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! (1,006 reviews)
"used to stay here regularly - not sure what's happened over the last couple of years but it disappointed that it has declined so much. Was in town for a wedding shower and UK game - checked in to find out that the bar and restaurant are closed and noowhere was this information shared in advance. ..."
Reviewed on Oct 25, 2026
Holiday Inn Express Lexington - Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
$88 nightly
The price is $102 total per night from Nov 26 to Nov 27
$102 total
Nov 26 - Nov 27
Total with taxes and fees
Stay at this hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
9.4/10 Exceptional! (2,234 reviews)
"Clean room"
Reviewed on Oct 26, 2026
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! (875 reviews)
"I loved the check in process, the restaurant, the room and the staff. I would definitely stay here again!"
Reviewed on Oct 26, 2026
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.
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.
