Castlewood

Lexington

Popular places to visit

Kentucky Horse Park

Kentucky Horse Park

Explore Kentucky Horse Park, a favorite green space in Lexington, and also enjoy the area's horseback 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

Explore the campus 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 find the perfect gifts to bring home at Fayette Mall during your stay in Lexington. Discover the area's acclaimed theater scene, or seek out its horseback riding.

Fayette Mall
The Kentucky Castle

The Kentucky Castle

Enjoy a trip to The Kentucky Castle and popular activities like horseback 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 collegiate vibe when you visit Eastern Kentucky University, during your travels in Richmond. While in this family-friendly area, you can savor the top-notch restaurants.

Eastern Kentucky University
Kentucky State University

Kentucky State University

Walk around the campus at Kentucky State University during your visit to Frankfort. You can seek out the hiking trails while in the area.

Kentucky State University

Things to do

Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

CA $67
per adult
88% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

CA $136
per adult
Lexington: Downtown Walking Food & History Tour
Distillery District Food & History Tour in Lexington

Distillery District Food & History Tour in Lexington

CA $136
per adult
Distillery District Food & History Tour in Lexington
See all activities in Lexington

Castlewood Hotel Deals

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 CA $87 per night from Sep 7 to Sep 8
CA $87
CA $101 total
Sep 7 - Sep 8
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! (1,648 reviews)
"Overall good stay. No complaints"

Reviewed on Aug. 19, 2025

Quality Inn Lexington -Horse Park
DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

4 out of 5
2601 Richmond Rd, Lexington, KY
The price is CA $157 per night from Sep 14 to Sep 15
CA $157
CA $182 total
Sep 14 - Sep 15
includes taxes & fees
Stay at this 4-star hotel in Lexington. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (1,006 reviews)
Doubletree
"Towels were hard could have Ben soft fan in the room did not work as well but other than that it was clean and spacious"

Reviewed on Aug. 12, 2025

DoubleTree Suites by Hilton Hotel Lexington
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
2261 Elkhorn Road, Lexington, KY
Fully refundable
The price is CA $89 per night from Aug 31 to Sep 1
CA $89
CA $103 total
Aug 31 - Sep 1
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! (1,324 reviews)
Reasonably priced convenient place to stay with no
"Relatively good value in a clean, quiet and convenient place to stay."

Reviewed on Aug. 21, 2025

GuestHouse Lexington
The Manchester

The Manchester

4 out of 5
941 Manchester St, Lexington, KY
The price is CA $253 per night from Aug 24 to Aug 25
CA $253
CA $318 total
Aug 24 - Aug 25
includes taxes & fees
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! (957 reviews)
"Loved the overall decor and dining experience. Electrical issues in room as well as a non working hot tap in the bathroom sink was frustrating. Hotel did comp our amenities to make up for it."

Reviewed on Aug. 19, 2025

The Manchester
Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg

2.5 out of 5
2381 Buena Vista Rd, Lexington, KY
The price is CA $93 per night from Sep 7 to Sep 8
CA $93
CA $108 total
Sep 7 - Sep 8
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 pool in ...
8.4/10 Very Good! (120 reviews)
"Great staff. Ery friendly. Breakfast a little limited."

Reviewed on Aug. 20, 2025

Spark by Hilton Lexington Hamburg
Embassy Suites by Hilton Lexington Green

Embassy Suites by Hilton Lexington Green

3.5 out of 5
245 Lexington Green Circle, Lexington, KY
The price is CA $180 per night from Sep 1 to Sep 2
CA $180
CA $209 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,003 reviews)
"Love this property near my daughter’s college. Feels like home. Love the suites."

Reviewed on Aug. 20, 2025

Embassy Suites by Hilton Lexington Green
See all 819 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

North Upper Street might not have many top sights, but Lexington Opera House and Mary Todd Lincoln House are two attractions nearby that you can check out.

North Upper Street
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Kenwick

While Kenwick isn't home to many top sights, Ashland Henry Clay Estate and Lexington Memorial Coliseum are some notable places to visit nearby.

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 featuring tranquil scenes and farmland

Northside District

5/5(1 area review)

If you're spending some time in Northside District, Lexington Opera House and Hunt-Morgan House are top sights worth seeing.

Northside District
Lexington featuring tranquil scenes and farmland

Downtown Lexington

4/5(1 area review)

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

Downtown Lexington
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Historic South Hill

While Historic South Hill might 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.

Historic South Hill

Castlewood

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