Castlewood

Lexington

Popular places to visit

University of Kentucky

University of Kentucky

4.5/5(7 reviews)

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
Kentucky Horse Park

Kentucky Horse Park

4.5/5(15 reviews)

Explore the lovely green spaces of Kentucky Horse Park and enjoy the horseback 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 like horseback 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

4.5/5(12 reviews)

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
Eastern Kentucky University

Eastern Kentucky University

3.5/5(2 reviews)

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

4/5(1 review)

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

Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

CA $142
per adult
Lexington: Downtown Walking Food & History Tour
Lexington: Ashland Henry Clay Estate Ticket with Guided Tour

Lexington: Ashland Henry Clay Estate Ticket with Guided Tour

CA $36
per adult
80% of travellers recommend
Lexington: Ashland Henry Clay Estate Ticket with Guided Tour
Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

CA $70
per adult
86% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
See all activities in Lexington

Castlewood Hotel Deals

The Manchester
The Manchester
4 out of 5
941 Manchester St, Lexington, KY
The price is CA $244 per night from Apr. 20 to Apr. 21
CA $244
CA $319 total
includes taxes & fees
Apr 20 - Apr 21
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! (771 reviews)
"nothing"

Reviewed on Mar. 31, 2025

The Manchester
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 CA $91 per night from Apr. 15 to Apr. 16
CA $91
CA $109 total
includes taxes & fees
Apr 15 - Apr 16
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! (1,497 reviews)
"Check in was easy. Room was clean."

Reviewed on Mar. 29, 2025

Quality Inn 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
The price is CA $132 per night from Apr. 20 to Apr. 21
CA $132
CA $188 total
includes taxes & fees
Apr 20 - Apr 21
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! (394 reviews)
"Beautiful and convenient. Great room, hot tub, and drinks/dining on site."

Reviewed on Mar. 28, 2025

Marriott Lexington Griffin Gate Golf Resort & Spa
GuestHouse Lexington
GuestHouse Lexington
2.5 out of 5
2261 Elkhorn Road, Lexington, KY
The price is CA $75 per night from Apr. 7 to Apr. 8
CA $75
CA $90 total
includes taxes & fees
Apr 7 - Apr 8
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! (1,153 reviews)
Very clean and comfortable.
"The hotel was very clean and cute. Everything was very nice, and the breakfast was really good. The air conditioner actually worked like it was supposed to, so that was definitely a plus! The guy at the front desk was really nice. The pool was very well maintained."

Reviewed on Mar. 31, 2025

GuestHouse Lexington
GLō Best Western Lexington
GLō Best Western Lexington
3 out of 5
1935 Stanton Way, Lexington, KY
The price is CA $140 per night from Apr. 7 to Apr. 8
CA $140
CA $169 total
includes taxes & fees
Apr 7 - Apr 8
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! (2,292 reviews)
"We had not had a chance to get back to Lexington for five years so this trip was going to be special, and it was. I was excited to see the new Glo property had EXCELLENT reviews and was able to book us a room for two nights. I splurged on the King room thinking we would have more room. I was disappointed ..."

Reviewed on Mar. 29, 2025

GLō Best Western 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 CA $133 per night from Apr. 20 to Apr. 21
CA $133
CA $161 total
includes taxes & fees
Apr 20 - Apr 21
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! (1,006 reviews)
"Great hotel"

Reviewed on Mar. 29, 2025

Embassy Suites by Hilton Lexington/UK Coldstream
See all 817 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

Such a cool place. Good brews and the pizza truck is on point!

North Upper Street

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

North Upper Street
Default Image

Bell Court

While Bell Court might 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.

Bell Court
Amazing piece of art. Finally got to see it in person

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 showing tranquil scenes and farmland

Northside District

5/5(1 area review)

If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing are top sights worth seeing.

Northside District
Lexington showing 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
The first United Methodist church downtown Lexington.

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

Choose two or more items and save on your trip: