Castlewood Travel Guide
Lexington
Visit Castlewood
Stay near popular Castlewood attractions
Things to do
From Lexington: Kentucky Horse Farms Tour
฿1,970
per adult
100% of travellers recommend
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
฿1,502
per adult
98% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
฿1,970
per adult
90% of travellers recommend
Buffalo Trace,Four Roses,Woodford,Bulleit Frontier/Stitzel, Castle&Key or Jeptha
฿6,010
per adult
Lexington: Downtown Walking Food & History Tour
฿3,305
per adult
100% of travellers recommend
Bites of the Bluegrass Cocktails & Bites Tour
฿4,173
per adult
100% of travellers recommend
Top hotels in Castlewood
GuestHouse Lexington
2261 Elkhorn Road Lexington KY
The price is ฿2,342 per night from 26 Oct to 27 Oct
฿2,342
฿2,718 total
26 Oct - 27 Oct
includes taxes & fees
Stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
8.4/10 Very good! (1,692 reviews)
"The room was updated and very clean and the bed was comfortable. The breakfast was slightly disappointing but satisfactory. This hotel does not have an elevator so getting my wife's extremely heavy bag up the long flight of stairs was a chore (should have taken a room on the first floor; wish they ..."
Reviewed on 22 Oct 2026
21c Museum Hotel Lexington
167 West Main Street Lexington KY
The price is ฿4,364 per night from 23 Nov to 24 Nov
฿4,364
฿5,234 total
23 Nov - 24 Nov
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 ...
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
Fully refundableReserve now, pay when you stay
The price is ฿3,428 per night from 15 Nov to 16 Nov
฿3,428
฿4,654 total
15 Nov - 16 Nov
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 ...
Quality Inn Lexington -Horse Park
1938 Stanton Way Lexington KY
The price is ฿1,783 per night from 22 Nov to 23 Nov
฿1,783
฿2,070 total
22 Nov - 23 Nov
includes taxes & fees
Stay at this golf hotel in Lexington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.2/10 Very good! (1,518 reviews)
"close to cracker barrel and mcdonald convenient to sightsee at very reasonable price"
Reviewed on 22 Oct 2026
The Manchester
941 Manchester St Lexington KY
The price is ฿5,713 per night from 22 Nov to 23 Nov
฿5,713
฿7,218 total
22 Nov - 23 Nov
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. ...
Origin Lexington a Wyndham Hotel
4174 Rowan Lexington KY
The price is ฿4,525 per night from 19 Nov to 20 Nov
฿4,525
฿5,252 total
19 Nov - 20 Nov
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.
Where to stay in Castlewood
Find the best Castlewood areas 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
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.
Beaumont Residential
While Beaumont Residential isn't home to many top sights, Kentucky Aviation Museum and Keeneland Racing Course are some notable places to visit nearby.
