Castlewood

Lexington

Popular places to visit

University of Kentucky

University of Kentucky

5/5(1 review)

Take a campus tour or just explore the area of University of Kentucky during your travels in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.

University of Kentucky
Kentucky Horse Park

Kentucky Horse Park

4.5/5(5 reviews)

Explore Kentucky Horse Park, a favourite green space in Lexington, and also enjoy the area's horse riding. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Kentucky Horse Park
The Kentucky Castle

The Kentucky Castle

Enjoy a trip to The Kentucky Castle and popular activities such as horse riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.

The Kentucky Castle
Fayette Mall

Fayette Mall

3/5(2 reviews)

You can do some window-shopping at Fayette Mall during your trip to Lexington. Discover the area's acclaimed theatre scene or seek out its horse riding.

Fayette Mall
Eastern Kentucky University

Eastern Kentucky University

4/5(1 review)

Enjoy the student vibe when you visit Eastern Kentucky University during your travels in Richmond. While in this family-friendly area, you can savour the top-notch restaurants.

Eastern Kentucky University
Kentucky State University

Kentucky State University

Walk around the campus at Kentucky State University as part of your travels around Frankfort. You can seek out the hiking trails while in the area.

Kentucky State University

Things to do

Experience Rebecca Ruth Chocolate Tour & Museum: Group limit 15

Experience Rebecca Ruth Chocolate Tour & Museum!

€10
per adult
Experience Rebecca Ruth Chocolate Tour & Museum!
Experience Rebecca Ruth Chocolate Tour & Museum: Group limit 15

Experience Rebecca Ruth Chocolate Tour & Museum

€10
per adult
Experience Rebecca Ruth Chocolate Tour & Museum
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

€95
per adult
Lexington: Downtown Walking Food & History Tour
Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

€47
per adult
86% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Full Day Bourbon Experience

Full Day Bourbon Experience

€382
per adult
Full Day Bourbon Experience
Lexington: Ashland Henry Clay Estate Ticket with Guided Tour

Lexington: Ashland Henry Clay Estate Ticket with Guided Tour

€24
per adult
80% of travellers recommend
Lexington: Ashland Henry Clay Estate Ticket with Guided Tour
See all activities in Lexington

Top hotels in Castlewood

Quality Inn Lexington -Horse Park
Quality Inn Lexington -Horse Park
2.5 out of 5
1938 Stanton Way, Bldg A, Lexington, KY
The price is €71 per night from 6 Apr to 7 Apr
€71
includes taxes & fees
6 Apr - 7 Apr
Book a stay at this golf hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (1,450 reviews)
Great place to stay!!
"This was hands down the best hotel we’ve stayed at in a very long time!! Super clean, friendly staff, and the breakfast was amazing!"

Reviewed on 8 Mar 2025

Quality Inn Lexington -Horse Park
Hilton Lexington/Downtown
Hilton Lexington/Downtown
3.5 out of 5
369 West Vine Street, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is €159 per night from 30 Mar to 31 Mar
€159
includes taxes & fees
30 Mar - 31 Mar
Stay at this 3.5-star business-friendly hotel in Lexington. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.2/10 Very Good! (1,007 reviews)
"I love the walkway to Rupp Arena. We were staying in the hotel to attend an event there. We had our grandchildren and did not have to worry about crossing the busy street. There was one minor inconvenience - two of the hotel’s four elevators were not operating."

Reviewed on 9 Mar 2025

Hilton Lexington/Downtown
Embassy Suites by Hilton Lexington/UK Coldstream
Embassy Suites by Hilton Lexington/UK Coldstream
3.5 out of 5
1801 Newtown Pike, Lexington, KY
The price is €93 per night from 24 Mar to 25 Mar
€93
includes taxes & fees
24 Mar - 25 Mar
Stay at this 3.5-star business-friendly hotel in Lexington. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,024 reviews)
"The property was really lovely! The bar and complementary breakfast were exceptional, with staff at both being friendly and informative. Front staff was kind and explained items clearly. The only downside is having to pay for parking. The parking is expensive and it seems like something that could ..."

Reviewed on 10 Mar 2025

Embassy Suites by Hilton Lexington/UK Coldstream
The Manchester
The Manchester
4 out of 5
941 Manchester St, Lexington, KY
The price is €202 per night from 23 Mar to 24 Mar
€202
includes taxes & fees
23 Mar - 24 Mar
Stay at this 4-star hotel in Lexington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. ...
9.4/10 Exceptional! (738 reviews)
"Perfect"

Reviewed on 10 Mar 2025

The Manchester
Everhome Suites Lexington - Horse Park
Everhome Suites Lexington - Horse Park
2.5 out of 5
757 Newtown Springs Drive, Lexington, KY
The price is €84 per night from 25 Mar to 26 Mar
€84
includes taxes & fees
25 Mar - 26 Mar
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (117 reviews)
"Very clean and new. Comfortable beds . Friendly staff. Suggestion would be more shampoo and to add a conditioner."

Reviewed on 9 Mar 2025

Everhome Suites Lexington - Horse Park
Marriott Lexington Griffin Gate Golf Resort & Spa
Marriott Lexington Griffin Gate Golf Resort & Spa
4.5 out of 5
1800 Newtown Pike, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is €143 per night from 30 Mar to 31 Mar
€143
includes taxes & fees
30 Mar - 31 Mar
Stay at this 4.5-star luxury resort in Lexington. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (384 reviews)
"Comfortable, clean and quiet. Friendly staff, my number one choice when I’m in the area"

Reviewed on 4 Mar 2025

Marriott Lexington Griffin Gate Golf Resort & Spa
See all 805 properties in Castlewood
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.

Other neighbourhoods around Castlewood

Default Image

North Upper Street

Though North Upper Street may not have many top sights, you can venture to the surrounding area to see attractions like Lexington Opera House and Rupp Arena.

North Upper Street
Default Image

Martin Luther King

If you're spending some time in Martin Luther King, Lyric Theatre and Cultural Arts Center and Downtown Arts Center are top sights worth seeing.

Martin Luther King
Lexington featuring farmland and tranquil scenes

Northside District

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

Northside District
Lexington featuring farmland and tranquil scenes

Downtown Lexington

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

Downtown Lexington
Default Image

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 Downtown Arts Center and Lexington Memorial Coliseum.

Historic South Hill
Default Image

Georgetown

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

Georgetown

Castlewood

Choose two or more items and save on your trip: