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 the lovely green spaces of Kentucky Horse Park and enjoy the horse riding in Lexington. 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
Lexington Opera House

Lexington Opera House

4/5(1 review)

You can get tickets for a performance at Lexington Opera House during your stay in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Lexington Opera House

Things to do

Experience Rebecca Ruth Chocolate Tour & Museum: Group limit 15

Experience Rebecca Ruth Chocolate Tour & Museum!

S$13
per adult
Experience Rebecca Ruth Chocolate Tour & Museum!
Picture 1 for Activity Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

S$57
per adult
98% of travellers recommend
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
Experience Rebecca Ruth Chocolate Tour & Museum: Group limit 15

Experience Rebecca Ruth Chocolate Tour & Museum

S$13
per adult
Experience Rebecca Ruth Chocolate Tour & Museum
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

S$135
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

S$66
per adult
86% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Sound Bath Meditation in Lexington

Sound Bath Meditation in Lexington

S$33
per adult
Sound Bath Meditation in Lexington
See all activities in Lexington

Top hotels in Castlewood

Hilton Lexington/Downtown
Hilton Lexington/Downtown
3.5 out of 5
369 West Vine Street, Lexington, KY
The price is S$216 per night from 5 Mar to 6 Mar
S$216
includes taxes & fees
5 Mar - 6 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! (1,001 reviews)
"the bathroom door would not close and the bathroom filled with steam because there was no fan going to vent it. heater was too loud at night. wish you had a complimentary breakfast room was nice"

Reviewed on 18 Feb,2025

Hilton Lexington/Downtown
The Manchester
The Manchester
4 out of 5
941 Manchester St, Lexington, KY
The price is S$317 per night from 23 Feb to 24 Feb
S$317
includes taxes & fees
23 Feb - 24 Feb
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! (710 reviews)
I want to go back!
"We went for a weekend getaway and it was amazing! Beautiful, wonderful staff, and very clean"

Reviewed on 16 Feb,2025

The Manchester
Hyatt Regency Lexington
Hyatt Regency Lexington
3.5 out of 5
401 W High St, Lexington, KY
The price is S$203 per night from 5 Mar to 6 Mar
S$203
includes taxes & fees
5 Mar - 6 Mar
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 ...
8.4/10 Very Good! (1,006 reviews)
"Shower would not drain. Called front desk and it was fixed. TV would not stay on. Come on for a second then went off. Did not report the issue. It was frustrating after dealing with shower. Expected more the Hyatt."

Reviewed on 16 Feb,2025

Hyatt Regency 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
The price is S$145 per night from 24 Feb to 25 Feb
S$145
includes taxes & fees
24 Feb - 25 Feb
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! (1,000 reviews)
"Perfect weekend away. Close proximity to downtown. The amenities is great, managers reception every evening was fantastic before dinner. I don’t remember paying for parking in the past, but seems like they rent the out now."

Reviewed on 18 Feb,2025

Embassy Suites by Hilton Lexington/UK Coldstream
Quality Inn Lexington -Horse Park
Quality Inn Lexington -Horse Park
2.5 out of 5
1938 Stanton Way, Bldg A, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is S$98 per night from 9 Mar to 10 Mar
S$98
includes taxes & fees
9 Mar - 10 Mar
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! (1,429 reviews)
"it was a good stay clean room decent breakfast perfect location."

Reviewed on 18 Feb,2025

Quality Inn Lexington -Horse Park
GLō Best Western Lexington
GLō Best Western Lexington
3 out of 5
1935 Stanton Way, Lexington, KY
The price is S$139 per night from 5 Mar to 6 Mar
S$139
includes taxes & fees
5 Mar - 6 Mar
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 ...
9.2/10 Wonderful! (2,284 reviews)
"The hotel was very clean and quiet. Staff were friendly and efficient. Breakfast was tasty food, kept everything refilled and hot."

Reviewed on 15 Feb,2025

GLō Best Western Lexington
See all 809 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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Martin Luther King

If you're spending some time in Martin Luther King, Downtown Arts Center and Lyric Theatre and Cultural 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
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West Suburb

While visiting West Suburb, you might make a stop by sights like Mary Todd Lincoln House and Explorium.

West Suburb
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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 Downtown Arts Center and Lexington Memorial Coliseum.

Historic South Hill

Castlewood