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Check prices for these dates

Tonight
19 Apr - 20 Apr
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20 Apr - 21 Apr
Next weekend
24 Apr - 26 Apr
In two weeks
1 May - 3 May

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Our top choices for Castlewood hotels

Indoor pool, open 5:00 AM to 10:00 PM, pool loungers

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, (2,178 reviews)
"Very clean, great location, loved the indoor pool!"
United States
Lauren
The price is £84
includes taxes & fees
3 May - 4 May
Holiday Inn Express Lexington Horse Park Area by IHG
Free daily buffet breakfast

Asbury Inn & Suites

Asbury Inn & Suites
3.0 star property
16.8 mi from Castlewood
9.6 out of 10, Exceptional, (497 reviews)
"Room was clean, building was very quiet and I will definitely be staying at"
United States
Sarah
The price is £105
includes taxes & fees
20 Apr - 21 Apr
Asbury Inn & Suites
Free daily buffet breakfast

Hampton Inn Nicholasville Brannon Crossing

Hampton Inn Nicholasville Brannon Crossing
2.5 star property
7.5 mi from Castlewood
9.2 out of 10, Wonderful, (273 reviews)
"Excellent staff wonderful stay"
United States
Tim
The price is £76
includes taxes & fees
3 May - 4 May
Hampton Inn Nicholasville Brannon Crossing
Exterior

Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North
3.0 star property
3.4 mi from Castlewood
8.6 out of 10, Excellent, (1,004 reviews)
"Stayed one night. Clean, good breakfast, easy check-in & out."
United States
Malinda
The price is £76
includes taxes & fees
3 May - 4 May
Fairfield Inn & Suites by Marriott Lexington North
Lobby

Comfort Inn Lexington South

Comfort Inn Lexington South
2.5 star property
16.2 mi from Castlewood
8.2 out of 10, Very good, (636 reviews)
"Room was spotless, staff was very curtious. Great breakfast, great place to stay when passing through. "
United States
Tammy
The price is £60
includes taxes & fees
17 May - 18 May
Comfort Inn Lexington South
Indoor pool

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, (1,004 reviews)
"Nice clean room, the staff were wonderful. "
United States
Jay
The price is £79
includes taxes & fees
3 May - 4 May
Country Inn & Suites by Radisson, Georgetown, KY
Daily cooked-to-order breakfast for a fee

Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel
3.5 star property
6.2 mi from Castlewood
9.4 out of 10, Exceptional, (1,003 reviews)
"Super clean and comfortable rooms and beds. The aesthetic of the hotel is very calming. Shopping around the hotel is fantastic. The restaurant is a little bit pricey for the quality of food, but it is convenient. Also, there are a lot of good restaurants surrounding the property."
United States
Christine
The price is £123
includes taxes & fees
26 Apr - 27 Apr
Origin Lexington a Wyndham Hotel
Indoor pool

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
16.4 mi from Castlewood
7.2 out of 10, Good, (787 reviews)
"Great stay and the bed was extremely comfortable "
United States
Kasey
The price is £66
includes taxes & fees
26 Apr - 27 Apr
Baymont by Wyndham Winchester
Free daily full breakfast

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
15 mi from Castlewood
8.4 out of 10, Very good, (1,001 reviews)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
The price is £74
includes taxes & fees
27 Apr - 28 Apr
Best Western Winchester Hotel
Suite, 1 King Bed, Hot Tub | Free WiFi, bed sheets

Value Stay

Value Stay
2.0 star property
14.6 mi from Castlewood
7.8 out of 10, Good, (136 reviews)
"Don't let the outside fool you. My room was super clean with brand new appliances..Fast and easy check in, staff was polite. If your looking for a cheap room just to lay your head down you can't go wrong here."
United States
Gary
The price is £36
includes taxes & fees
3 May - 4 May
Value Stay
Exterior

Holiday Inn Express & Suites Lexington W - Versailles by IHG

Holiday Inn Express & Suites Lexington W - Versailles by IHG
2.5 star property
13.3 mi from Castlewood
9.4 out of 10, Exceptional, (846 reviews)
"The whole facility was clean and all staff were very friendly. "
United States
amy
The price is £93
includes taxes & fees
18 May - 19 May
Holiday Inn Express & Suites Lexington W - Versailles by IHG
Indoor pool, pool loungers

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, (1,142 reviews)
"Staff was very sweet, and hotel was very comfortable!"
United States
Alexandra
The price is £85
includes taxes & fees
3 May - 4 May
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Lobby

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
16.5 mi from Castlewood
9.2 out of 10, Wonderful, (462 reviews)
"Clean area all around. Second time staying there. I would stay again for sure. "
United States
Cody
The price is £106
includes taxes & fees
17 May - 18 May
Hampton Inn Winchester
Lobby

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, (1,010 reviews)
"Everything was clean and nice"
United States
Crystal
The price is £50
includes taxes & fees
17 May - 18 May
Days Inn Lexington SE/Hamburg
Lobby

Hyatt Place Lexington

Hyatt Place Lexington
3.0 star property
4 mi from Castlewood
8.6 out of 10, Excellent, (1,006 reviews)
"Staff was very friendly; room was clean and comfortable"
United States
Alton
The price is £94
includes taxes & fees
10 May - 11 May
Hyatt Place Lexington
Interior

Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg
2.5 star property
2.7 mi from Castlewood
8.8 out of 10, Excellent, (436 reviews)
"Clean , next door was Cracker Barrel, will stay again"
United States
Tracy
The price is £64
includes taxes & fees
3 May - 4 May
Spark by Hilton Lexington Hamburg
Lobby

Fairfield Inn & Suites Lexington Keeneland Airport

Fairfield Inn & Suites Lexington Keeneland Airport
3.0 star property
Beaumont Residential, 5.3 mi from Castlewood
8.8 out of 10, Excellent, (733 reviews)
"It was very clean and the breakfast was superb. Excellent location by the airport and three good restaurants."
United States
Ben
The price is £80
includes taxes & fees
3 May - 4 May
Fairfield Inn & Suites Lexington Keeneland Airport
Free daily buffet breakfast

Home2 Suites Lexington Keeneland Airport, KY

Home2 Suites Lexington Keeneland Airport, KY
3.0 star property
Beaumont Residential, 5.4 mi from Castlewood
9.8 out of 10, Exceptional, (322 reviews)
"Nice quiet location and the staff was amazing"
United States
Quan
The price is £80
includes taxes & fees
3 May - 4 May
Home2 Suites Lexington Keeneland Airport, KY
Hypo-allergenic bedding, desk, iron/ironing board, free WiFi

Best Western Paris Inn

Best Western Paris Inn
2.5 star property
14.8 mi from Castlewood
7.8 out of 10, Good, (353 reviews)
"Parking was good. Clean room. Staff friendly. The room was a little tight for a wheelchair but we managed. Overall it was great. "
United States
MIchelle
The price is £83
includes taxes & fees
20 Apr - 21 Apr
Best Western Paris Inn
Lobby

Quality Inn Lexington -Horse Park

Quality Inn Lexington -Horse Park
2.5 star property
3.4 mi from Castlewood
8.2 out of 10, Very good, (1,620 reviews)
"Wonderful place! Clean, friendly staff! "
United States
Samantha
The price is £52
includes taxes & fees
3 May - 4 May
Quality Inn Lexington -Horse Park
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.
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Where to stay in Castlewood

Find the best Castlewood areas for the activities you enjoy most.
Photo by Jeff Rogers /Lexington Convention and Visitors Bureau
Open Photo by Jeff Rogers /Lexington Convention and Visitors Bureau

Downtown Lexington

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

Photo by Lexington Convention and Visitors Bureau/Gene Burch
Open Photo by Lexington Convention and Visitors Bureau/Gene Burch

Northside District

While visiting Northside District, you might make a stop by sights like Lexington Opera House and West Sixth Brewing.

Aerial View Isolated on the State Capital City Downtown Frankfort Kentucky

Liberty Area

If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilon 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.

Horse at Kentucky Horse Farm

Georgetown

When in Georgetown, you can plan a visit to West Sixth Brewing and Rupp Arena, some noteworthy sights in the nearby area.

Top Castlewood Hotel Reviews

Home2 Suites by Hilton Lexington Hamburg

Home2 Suites by Hilton Lexington Hamburg

10/10 Excellent
"Great stay! Clean and comfortable"
Thomas 2-night trip
Posted 4 hours ago
Home2 Suites by Hilton Lexington Hamburg

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.