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Our top choices for Castlewood hotels

Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY
3.0 star property
12.4 mi from Castlewood
8.8 out of 10, Excellent, (1,005 reviews)
"Breakfast was great, room was spacious and clean, staff was very welcoming!"
United States
Cindy
The price is £58
includes taxes & fees
28 Jun - 29 Jun
Country Inn & Suites by Radisson, Georgetown, KY

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
16.5 mi from Castlewood
9.2 out of 10, Wonderful, (467 reviews)
"Room was nice, hotel is quiet, and breakfast was clean and organized."
United States
Andrew
The price is £112
includes taxes & fees
1 Jul - 2 Jul
Hampton Inn Winchester

Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
2.5 star property
14.3 mi from Castlewood
9.2 out of 10, Wonderful, (568 reviews)
"Clean room, good breakfast, friendly staff."
United States
Blake
The price is £97
includes taxes & fees
4 Jul - 5 Jul
Holiday Inn Express Lexington East - Winchester by IHG

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.0 star property
7.8 mi from Castlewood
8.8 out of 10, Excellent, (1,162 reviews)
"Nice place to stay."
United States
Guy
The price is £78
includes taxes & fees
24 Jun - 25 Jun
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Asbury Inn & Suites

Asbury Inn & Suites
3.0 star property
16.8 mi from Castlewood
9.6 out of 10, Exceptional, (507 reviews)
"Great place to stay"
United States
Amanda
The price is £106
includes taxes & fees
7 Jun - 8 Jun
Asbury Inn & Suites

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
15 mi from Castlewood
8.4 out of 10, Very good, (1,000 reviews)
"The hotel represents excellent value for money. Everything is very clean and the staff very helpful."
United Kingdom
Roy
The price is £62
includes taxes & fees
9 Jun - 10 Jun
Best Western Winchester Hotel

Hampton Inn Nicholasville Brannon Crossing

Hampton Inn Nicholasville Brannon Crossing
2.5 star property
7.5 mi from Castlewood
9.4 out of 10, Exceptional, (284 reviews)
"Fantastic location with lots of options."
United States
Charles D
The price is £72
includes taxes & fees
1 Jul - 2 Jul
Hampton Inn Nicholasville Brannon Crossing

Value Stay

Value Stay
2.0 star property
14.6 mi from Castlewood
7.6 out of 10, Good, (150 reviews)
"The pool was very nice "
United States
Todd
The price is £48
includes taxes & fees
13 Jun - 14 Jun
Value Stay

Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream
3.5 star property
2.9 mi from Castlewood
8.6 out of 10, Excellent, (1,087 reviews)
"Great stay"
United States
Phillip
The price is £84
includes taxes & fees
5 Jul - 6 Jul
Embassy Suites by Hilton Lexington/UK Coldstream

Hotel Thoroughbred

Hotel Thoroughbred
2.0 star property
16.1 mi from Castlewood
10.0 out of 10, Exceptional, (4 reviews)
"A beautiful hotel with great staff who were very welcoming! Loved the horse decor in our room and throughout the hotel. Wish we had stayed more than one night; we will definitely stay there again! "
United States
Cheryl
The price is £121
includes taxes & fees
16 Jun - 17 Jun
Hotel Thoroughbred

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
16.4 mi from Castlewood
7.2 out of 10, Good, (805 reviews)
"Great beds and friendly staff"
United States
Tiffany
The price is £68
includes taxes & fees
1 Jul - 2 Jul
Baymont by Wyndham Winchester

Hampton Inn I-75 Lexington/Hamburg Area

Hampton Inn I-75 Lexington/Hamburg Area
2.5 star property
2.6 mi from Castlewood
8.6 out of 10, Excellent, (1,000 reviews)
"Breakfast was great and parking could not be any better."
United States
Robert
The price is £79
includes taxes & fees
17 Jun - 18 Jun
Hampton Inn I-75 Lexington/Hamburg Area

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG
3.0 star property
3.4 mi from Castlewood
9.4 out of 10, Exceptional, (2,200 reviews)
"Breakfast staff was very helpful"
United States
Nilxon
The price is £83
includes taxes & fees
28 Jun - 29 Jun
Holiday Inn Express Lexington Horse Park Area by IHG

Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North
3.0 star property
3.4 mi from Castlewood
8.4 out of 10, Very good, (1,014 reviews)
"Loved my stay here!"
United States
Krystina
The price is £73
includes taxes & fees
24 Jun - 25 Jun
Fairfield Inn & Suites by Marriott Lexington North

Super 8 by Wyndham Georgetown

Super 8 by Wyndham Georgetown
2.0 star property
12.2 mi from Castlewood
8.4 out of 10, Very good, (1,002 reviews)
"Great time very clean"
United States
Alyssa
The price is £56
includes taxes & fees
11 Jun - 12 Jun
Super 8 by Wyndham Georgetown

Best Western Paris Inn

Best Western Paris Inn
2.5 star property
14.8 mi from Castlewood
7.8 out of 10, Good, (362 reviews)
"Comfy bed! Most important than everything"
United States
Jaime
The price is £67
includes taxes & fees
16 Jun - 17 Jun
Best Western Paris Inn

Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
2.0 star property
7.9 mi from Castlewood
7.2 out of 10, Good, (1,001 reviews)
"It was good stay with a decent price "
United States
Saelim
The price is £37
includes taxes & fees
30 Jun - 1 Jul
Days Inn Lexington SE/Hamburg

Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
2.5 star property
Liberty Area, 3.5 mi from Castlewood
9.4 out of 10, Exceptional, (222 reviews)
"Great place to stay"
United States
Sharon
The price is £80
includes taxes & fees
21 Jun - 22 Jun
Tru By Hilton Lexington Hamburg

Best Western Plus Georgetown Corporate Center Hotel

Best Western Plus Georgetown Corporate Center Hotel
2.5 star property
12.4 mi from Castlewood
8.6 out of 10, Excellent, (1,003 reviews)
"Could use some updates but overall a nice place to stay."
United States
Kristi
The price is £70
includes taxes & fees
28 Jun - 29 Jun
Best Western Plus Georgetown Corporate Center Hotel

Microtel Inn by Wyndham Georgetown

Microtel Inn by Wyndham Georgetown
2.0 star property
12.3 mi from Castlewood
7.8 out of 10, Good, (1,003 reviews)
"It was fine for the price."
Canada
Scott
The price is £61
includes taxes & fees
15 Jun - 16 Jun
Microtel Inn by Wyndham Georgetown
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 Rupp Arena and Lexington Opera House, 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

When is the best time to go to Castlewood?
The best time to visit Castlewood is during the spring (April to early June) and autumn (September to October) months. These periods offer the most pleasant weather for exploring the region.

Spring brings mild temperatures, typically ranging from 15°C to 25°C, with the countryside bursting into bloom. It's an excellent time for outdoor activities like hiking and visiting local farms, as the natural beauty of Kentucky is at its peak. The Kentucky Derby, a major event, also takes place in early May, making it a particularly exciting time to be in the state, though accommodations can be more expensive.

Autumn provides similarly comfortable temperatures, usually between 10°C and 20°C, and the landscape transforms with stunning fall foliage. This season is superb for scenic drives through the rolling hills and enjoying the harvest festivals that often occur in the area.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Castlewood.
How can I save on a Castlewood hotel booking with Expedia?
Members always get our best prices. Find our best Castlewood hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Castlewood hotel?
Hotel prices in Castlewood often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.