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Our top choices for Castlewood hotels

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG
3.0 star property
5.5 km from Castlewood
9.4 out of 10, Exceptional, (2,197 reviews)
"Hotel staff were great, the rooms were clean And the price was reasonable. Would definitely stay again."
United States
Terry
The price is ฿3,148
฿3,654 total
includes taxes & fees
28 Jun - 29 Jun
Holiday Inn Express Lexington Horse Park Area by IHG

Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY
3.0 star property
20 km from Castlewood
8.8 out of 10, Excellent, (1,001 reviews)
"Clean and well maintained property. Enjoyed the hotel."
United States
Gabe
The price is ฿2,380
฿2,623 total
includes taxes & fees
19 Jul - 20 Jul
Country Inn & Suites by Radisson, Georgetown, KY

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
26.6 km from Castlewood
9.2 out of 10, Wonderful, (471 reviews)
"Room was nice, hotel is quiet, and breakfast was clean and organized."
United States
Andrew
The price is ฿4,350
฿4,795 total
includes taxes & fees
12 Jul - 13 Jul
Hampton Inn Winchester

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.0 star property
12.6 km from Castlewood
8.8 out of 10, Excellent, (1,164 reviews)
"Nice place to stay."
United States
Guy
The price is ฿3,069
฿3,563 total
includes taxes & fees
21 Jun - 22 Jun
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Hyatt Place Lexington

Hyatt Place Lexington
3.0 star property
6.4 km from Castlewood
8.6 out of 10, Excellent, (1,000 reviews)
The price is ฿3,630
฿4,213 total
includes taxes & fees
19 Jul - 20 Jul
Hyatt Place Lexington

Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream
3.5 star property
4.7 km from Castlewood
8.6 out of 10, Excellent, (1,092 reviews)
"Very nicely renovated hotel with an inlet bar for breakfast"
United States
Britt
The price is ฿3,288
฿3,816 total
includes taxes & fees
28 Jun - 29 Jun
Embassy Suites by Hilton Lexington/UK Coldstream

Value Stay

Value Stay
2.0 star property
23.5 km from Castlewood
7.6 out of 10, Good, (157 reviews)
"The pool was very nice "
United States
Todd
The price is ฿2,128
฿2,347 total
includes taxes & fees
21 Jun - 22 Jun
Value Stay

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
24.1 km from Castlewood
8.4 out of 10, Very good, (1,002 reviews)
"Good place to stay at"
United States
douglas
The price is ฿2,955
฿3,258 total
includes taxes & fees
23 Jun - 24 Jun
Best Western Winchester Hotel

Hampton Inn Nicholasville Brannon Crossing

Hampton Inn Nicholasville Brannon Crossing
2.5 star property
12.1 km from Castlewood
9.4 out of 10, Exceptional, (286 reviews)
"Fantastic location with lots of options."
United States
Charles D
The price is ฿3,119
฿3,438 total
includes taxes & fees
19 Jul - 20 Jul
Hampton Inn Nicholasville Brannon Crossing

Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North
3.0 star property
5.5 km from Castlewood
8.6 out of 10, Excellent, (1,000 reviews)
"Loved my stay here!"
United States
Krystina
The price is ฿3,246
฿3,768 total
includes taxes & fees
21 Jun - 22 Jun
Fairfield Inn & Suites by Marriott Lexington North

Holiday Inn Express & Suites Lexington W - Versailles by IHG

Holiday Inn Express & Suites Lexington W - Versailles by IHG
2.5 star property
21.4 km from Castlewood
9.4 out of 10, Exceptional, (874 reviews)
"Great stay"
United States
KAREN
The price is ฿3,307
฿3,646 total
includes taxes & fees
28 Jun - 29 Jun
Holiday Inn Express & Suites Lexington W - Versailles by IHG

Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG
3.0 star property
6.4 km from Castlewood
9.0 out of 10, Wonderful, (1,001 reviews)
"Staff was very friendly and accommodating"
United States
Debbie
The price is ฿3,242
฿3,763 total
includes taxes & fees
4 Jul - 5 Jul
Holiday Inn Lexington - Hamburg by IHG

Staybridge Suites Lexington S Medical Ctr Area by IHG

Staybridge Suites Lexington S Medical Ctr Area by IHG
3.0 star property
8.4 km from Castlewood
9.6 out of 10, Exceptional, (607 reviews)
"Feels nice, new and had everything we needed!"
United States
Sara
The price is ฿3,733
฿4,333 total
includes taxes & fees
27 Jun - 28 Jun
Staybridge Suites Lexington S Medical Ctr Area by IHG

Hotel Thoroughbred

Hotel Thoroughbred
2.0 star property
25.9 km from Castlewood
10.0 out of 10, Exceptional, (14 reviews)
"Hotel was everything I had expected. Staff were exceptionally courteous and friendly."
United States
Cynthia
The price is ฿4,834
฿5,329 total
includes taxes & fees
1 Jul - 2 Jul
Hotel Thoroughbred

Asbury Inn & Suites

Asbury Inn & Suites
3.0 star property
27 km from Castlewood
9.6 out of 10, Exceptional, (509 reviews)
"Great place to stay"
United States
Amanda
The price is ฿4,224
฿4,657 total
includes taxes & fees
25 Jun - 26 Jun
Asbury Inn & Suites

Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel
3.5 star property
9.9 km from Castlewood
9.4 out of 10, Exceptional, (1,002 reviews)
"The room was superb - extremely clean. The surrounding area of the hotel is just picture perfect."
Canada
Alicia
The price is ฿4,220
฿4,898 total
includes taxes & fees
28 Jun - 29 Jun
Origin Lexington a Wyndham Hotel

Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa
4.5 star property
4.6 km from Castlewood
8.4 out of 10, Very good, (700 reviews)
"Very nice resort."
United States
Doreen
The price is ฿3,384
฿4,583 total
includes taxes & fees
21 Jun - 22 Jun
Marriott Lexington Griffin Gate Golf Resort & Spa

Hampton Inn Lexington South-Keeneland/Airport

Hampton Inn Lexington South-Keeneland/Airport
2.5 star property
Beaumont Residential, 8.5 km from Castlewood
8.2 out of 10, Very good, (617 reviews)
"The staff were helpful and nice. The breakfast was great. Everything lived up to what you expect from a Hampton Inn."
United States
Gretchen
The price is ฿2,399
฿2,784 total
includes taxes & fees
4 Jul - 5 Jul
Hampton Inn Lexington South-Keeneland/Airport

Home2 Suites by Hilton Georgetown

Home2 Suites by Hilton Georgetown
3.0 star property
19.6 km from Castlewood
9.6 out of 10, Exceptional, (1,000 reviews)
"Great staff, good food, clean, quiet."
United States
Brenda
The price is ฿3,891
฿4,290 total
includes taxes & fees
28 Jun - 29 Jun
Home2 Suites by Hilton Georgetown

Best Western Paris Inn

Best Western Paris Inn
2.5 star property
23.8 km from Castlewood
7.8 out of 10, Good, (366 reviews)
"Comfy bed! Most important than everything"
United States
Jaime
The price is ฿2,672
฿2,945 total
includes taxes & fees
25 Jun - 26 Jun
Best Western Paris Inn
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.

Downtown Lexington

While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.

Liberty Area

If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilon are top sights worth seeing.

Northside District

While visiting Northside District, you might make a stop by sights like Lexington Opera House and Bluegrass Distillers Downtown Lexington.

Georgetown

When in Georgetown, you can plan a visit to Bluegrass Distillers Downtown Lexington and Rupp Arena, some noteworthy sights in the nearby area.

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.

Top Castlewood Hotel Reviews

Frequently asked questions

What is Castlewood like?
Travellers are sure to enjoy a stay in Lexington's Castlewood neighbourhood. Consider a visit to Loudoun House as part of your Castlewood travel plans.
How many hotels should I expect to find in the Castlewood area?
If you're searching for places to stay in Lexington, choose from one of Expedia's 10 hotels and other accommodation options in Castlewood.
If I need to cancel my hotel reservation in Castlewood, will I receive a refund?
Yes, you'll find most hotel bookings are refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of your booking. Add your dates and click on "Search", then use the "fully refundable" filter to view the top deals on offer in Castlewood.
What can I see and do in this Lexington neighbourhood?
Landmarks in Castlewood that you won't want to miss include Castlewood Park and Loudoun House. Applebee s Park and Legends Field are also worth a visit when you're out sightseeing in Lexington.