Castlewood

Lexington

Popular places to visit

Kentucky Horse Park

Kentucky Horse Park

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
University of Kentucky

University of Kentucky

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
Fayette Mall

Fayette Mall

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
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
Eastern Kentucky University

Eastern Kentucky University

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!

Experience Rebecca Ruth Chocolate Tour & Museum!

HK$78
per adult
Experience Rebecca Ruth Chocolate Tour & Museum!
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

HK$773
per adult
Lexington: Downtown Walking Food & History Tour
Sound Bath Meditation in Lexington

Sound Bath Meditation in Lexington

HK$195
per adult
Sound Bath Meditation in Lexington
Experience Rebecca Ruth Chocolate Tour & Museum: Group limit 15

Experience Rebecca Ruth Chocolate Tour & Museum

HK$78
per adult
Experience Rebecca Ruth Chocolate Tour & Museum
Distillery District Food & History Tour in Lexington

Distillery District Food & History Tour in Lexington

HK$773
per adult
Distillery District Food & History Tour in Lexington
Lexington's Art Walk Tour

Lexington's Art Walk Tour

HK$312
per adult
100% of travellers recommend
Lexington's Art Walk Tour
See all activities in Lexington

Top hotels in Castlewood

GLō Best Western Lexington

GLō Best Western Lexington

3 out of 5
1935 Stanton Way, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is HK$869 per night from 14 Sept to 15 Sept
HK$869
HK$1,009 total
14 Sept - 15 Sept
includes taxes & fees
Stay at this 3-star hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.4/10 Exceptional! (2,239 reviews)
"Great option for short stay, close by expressway. Although I booked because the site said it was close to UK main campus but that wasnt the case. That was my only hiccup otherwise good, affordable option."

Reviewed on 6 Sep 2025

GLō Best Western Lexington
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 HK$548 per night from 30 Sept to 1 Oct
HK$548
HK$636 total
30 Sept - 1 Oct
includes taxes & fees
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! (1,661 reviews)
"The hotel looks like it’s being renovated. The lobby looks brand new; upstairs was very dated. Everything was clean and great for a short stay. My only real complaint is that the shower bar was bent so the shower curtain would not stay open, resulting in water everywhere."

Reviewed on 5 Sep 2025

Quality Inn Lexington -Horse Park
Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
369 West Vine Street, Lexington, KY
The price is HK$1,295 per night from 28 Sept to 29 Sept
HK$1,295
HK$1,504 total
28 Sept - 29 Sept
includes taxes & fees
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 ...
8.4/10 Very Good! (1,000 reviews)
"Friendly dining staff"

Reviewed on 1 Sep 2025

Hilton Lexington/Downtown
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
2261 Elkhorn Road, Lexington, KY
The price is HK$586 per night from 21 Sept to 22 Sept
HK$586
HK$680 total
21 Sept - 22 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,366 reviews)
"Nice place to stay!"

Reviewed on 9 Sep 2025

GuestHouse Lexington
Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

3.5 out of 5
1801 Newtown Pike, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is HK$788 per night from 14 Sept to 15 Sept
HK$788
HK$914 total
14 Sept - 15 Sept
includes taxes & fees
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 ...
8.6/10 Excellent! (1,010 reviews)
"The property is very nice except for I did not like the mattress on the beds it was like springs in the mattress. Felt like 70’s style bed. Other than that no complaints."

Reviewed on 10 Sep 2025

Embassy Suites by Hilton Lexington/UK Coldstream
Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
401 W High St, Lexington, KY
The price is HK$1,137 per night from 1 Oct to 2 Oct
HK$1,137
HK$1,320 total
1 Oct - 2 Oct
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,004 reviews)
"Wonderful stay!"

Reviewed on 10 Sep 2025

Hyatt Regency Lexington
See all 835 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

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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
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Kenwick

While there might not be top attractions in Kenwick, you can explore the larger area and discover places like Ashland Henry Clay Estate and Lexington Memorial Coliseum.

Kenwick
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Martin Luther King

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

Martin Luther King
Lexington which includes tranquil scenes and farmland

Northside District

While visiting Northside District, you might make a stop by sights like Lexington Opera House and Hunt-Morgan House.

Northside District
Lexington which includes tranquil scenes and farmland

Downtown Lexington

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

Downtown Lexington
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Fairway

While Fairway may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Ashland Henry Clay Estate and Lexington Memorial Coliseum.

Fairway

Castlewood