The Best Hotels in Castlewood, Lexington - 2026 Updated Prices

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.

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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.

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Northside District

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

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Georgetown

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

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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.

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Top Castlewood Hotel Reviews

GuestHouse Lexington

10/10 Excellent

"The Guest House Lexington was a great find. The staff was friendly and helpful, the room was neat as pin and the place was extremely quiet. I’d happily return when I’m town."

Marriott Lexington Griffin Gate Golf Resort & Spa

6/10 Okay

"Overall this was a somewhat disappointing stay. When I saw the hotel on the site, it advertised a reduced rate, but by the time all of the hotel resort fees were added, my total bill was over $100 more than advertised. And one of the things that I was looking forward to was using the hot tub / whirlpool. It was under maintenance and unavailable. I wish that type of information was known beforehand. And I did upgrade my room so that I could have a balcony. That was a mistake. The view from the balcony was of the hotel air conditioning units. Not good at all."

Hotel LEX, Trademark Collection by Wyndham

6/10 Okay

"We were in Room 157, right by an entrance, so the door was loud opening and closing. Walls are thin that we could hear other guests next door. Room was small and lamps were dim. Blackout curtains were not installed inside window, behind curtains, so did not block light very well. Nice bathroom."

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.

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Our top choices for Castlewood hotels

Holiday Inn Express Lexington Horse Park Area by IHG

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Hampton Inn Winchester

Country Inn & Suites by Radisson, Georgetown, KY

Best Western Winchester Hotel

Asbury Inn & Suites

Days Inn Lexington SE/Hamburg

Value Stay

Embassy Suites by Hilton Lexington/UK Coldstream

Hampton Inn Nicholasville Brannon Crossing

Holiday Inn Express Lexington East - Winchester by IHG

Fairfield Inn & Suites by Marriott Lexington North

Holiday Inn Lexington - Hamburg by IHG

Baymont by Wyndham Winchester

Hampton Inn I-75 Lexington/Hamburg Area

Microtel Inn by Wyndham Georgetown

Best Western Paris Inn

Embassy Suites by Hilton Lexington Green

Origin Lexington a Wyndham Hotel

Where to stay in Castlewood

Downtown Lexington

Liberty Area

Northside District

Georgetown

Historic South Hill

Top Castlewood Hotel Reviews

GuestHouse Lexington

Frequently asked questions

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