Castlewood

Lexington

Popular places to visit

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
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
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
Fort Boonesborough State Park

Fort Boonesborough State Park

Find out about the history of Richmond with a stop at Fort Boonesborough State Park. While in this family-friendly area, you can savour the top-notch restaurants.

Fort Boonesborough State Park

Things to do

Picture 1 for Activity Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

S$54
per adult
98% of travellers recommend
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
Self Guided Driving Tour to Four Kentucky Bourbon Distilleries

Self Guided Driving Tour to Four Kentucky Bourbon Distilleries

S$38
per traveller
Self Guided Driving Tour to Four Kentucky Bourbon Distilleries
Experience Rebecca Ruth Chocolate Tour & Museum!

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$127
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$63
per adult
86% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Lexington: Ashland Henry Clay Estate Ticket with Guided Tour

Lexington: Ashland Henry Clay Estate Ticket with Guided Tour

S$32
per adult
80% of travellers recommend
Lexington: Ashland Henry Clay Estate Ticket with Guided Tour
See all activities in Lexington

Top hotels in Castlewood

Elwood Hotel & Suites
Elwood Hotel & Suites
4 out of 5
444 Parkway Drive, Lexington, KY
The price is S$145 per night from 1 Jul to 2 Jul
S$145
1 Jul - 2 Jul
includes taxes & fees
Stay at this 4-star hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our ...
9.2/10 Wonderful! (1,009 reviews)
"Very nice and the staff was very nice I would definitely stay again"

Reviewed on 27 Jun, 2025

Elwood Hotel & Suites
Fairfield Inn & Suites by Marriott Lexington North
Fairfield Inn & Suites by Marriott Lexington North
3 out of 5
2100 Hackney Pl, Lexington, KY
The price is S$124 per night from 20 Jul to 21 Jul
S$124
20 Jul - 21 Jul
includes taxes & fees
Stay at this 3-star business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,003 reviews)
"The staff is nice, but the property is somewhat in need of repair. The pool and the hot tub area particularly needs repair and has some repaired water damage and in need of some repairs to the shower faucet etc. Accommodations within the room are just fine and the location is perfect."

Reviewed on 26 Jun, 2025

Fairfield Inn & Suites by Marriott Lexington North
Spark by Hilton Lexington Hamburg
Spark by Hilton Lexington Hamburg
2.5 out of 5
2381 Buena Vista Rd, Lexington, KY
The price is S$99 per night from 18 Jul to 19 Jul
S$99
18 Jul - 19 Jul
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 ...
8.8/10 Excellent! (31 reviews)
"Rooms were comfortable, clean, and quiet"

Reviewed on 27 Jun, 2025

Spark by Hilton Lexington Hamburg
The Manchester
The Manchester
4 out of 5
941 Manchester St, Lexington, KY
The price is S$285 per night from 20 Jul to 21 Jul
S$285
20 Jul - 21 Jul
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! (894 reviews)
"Everything was awesome"

Reviewed on 29 Jun, 2025

The Manchester
Hilton Lexington/Downtown
Hilton Lexington/Downtown
3.5 out of 5
369 West Vine Street, Lexington, KY
The price is S$213 per night from 6 Jul to 7 Jul
S$213
6 Jul - 7 Jul
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! (1,005 reviews)
"The staff was excellent, extremely kind and made you feel at home. On site dining options including Starbucks coffee in the morning. Was going to concerts at rupp arena which is right across the street."

Reviewed on 27 Jun, 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 S$152 per night from 6 Jul to 7 Jul
S$152
6 Jul - 7 Jul
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! (1,011 reviews)
Good place for a night or two
"Good place, it is just getting old without having any updates. It had peeling paint, old carpet, things like that. Good place to stay for a night or two. Rooms were clean and comfortable."

Reviewed on 24 Jun, 2025

Embassy Suites by Hilton Lexington/UK Coldstream
See all 834 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 Mary Todd Lincoln House.

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 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 Lexington Opera House and Rupp Arena.

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

Castlewood