Cumberland Hill Trips (flight + hotel)

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Where to stay in Cumberland Hill

Find the best Cumberland Hill areas and neighborhoods for the activities you enjoy most. Learn more about Cumberland Hill
Lexington showing tranquil scenes and farmland

Downtown Lexington

1 out of top 10 points of interest in this area

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

Find hotels in Downtown Lexington

Top hotels in Cumberland Hill

Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg

2.5 out of 5
2381 Buena Vista Rd, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is P3,836 per night from Aug 24 to Aug 25
P3,836
P4,453 total
Aug 24 - Aug 25
includes taxes & fees
8.4/10 Very Good! (88 reviews)
"Nice and clean. Updated property. Only thing to improve is the breakfast which was very basic. No hot items except instant oatmeal."

Reviewed on Jul 25, 2025

Spark by Hilton Lexington Hamburg
Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
369 West Vine Street, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is P7,818 per night from Aug 24 to Aug 25
P7,818
P9,075 total
Aug 24 - Aug 25
includes taxes & fees
8.4/10 Very Good! (1,012 reviews)
"The downtown Lexington area is beautiful but the homeless people in and around the city made my family feel very unsafe"

Reviewed on Jul 23, 2025

Hilton Lexington/Downtown
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
2261 Elkhorn Road, Lexington, KY
Fully refundable
The price is P3,813 per night from Aug 3 to Aug 4
P3,813
P4,426 total
Aug 3 - Aug 4
includes taxes & fees
8/10 Very Good! (1,283 reviews)
"Front desk staff was amazing made the experience painless & easy great place to stay all around if u need a place to stay during a trip make this hotel your first stop"

Reviewed on Jul 23, 2025

GuestHouse Lexington
See all 854 properties in Cumberland Hill
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.

Frequently asked questions

How much does a Cumberland Hill vacation package cost?
Live it up in Cumberland Hill from as little as . We offer a wonderful selection of hotels, flights and rental cars to suit every budget and style. Land even more discounts when you add some sightseeing activities to your vacation package.
How do I get a cheap travel package to Cumberland Hill?
Bundle your bookings with Expedia to save big on your next big adventure. With more than 550 airlines and 1,000,000 properties globally, your Cumberland Hill vacation package can be customized exactly to suit your budget. With all that extra money, why not throw in some awesome activities and tours? It's an easy way to unlock even more bargains. The vacation you've always dreamed of in Cumberland Hill is much closer than you thought!
Where should I stay in Cumberland Hill?
Travelers come from every corner of the globe to see University of Kentucky and Keeneland Racing Course in Cumberland Hill. Book a room close to these fantastic attractions and visit them whenever you please.
How far in advance should I book my Cumberland Hill vacation?
It all depends on the airline, but it's usually possible to compare international flights on Expedia up to a year in advance. While it's generally recommended to book ahead of time, lucky customers will sometimes score a cheaper ticket just weeks prior to departure dates.
What does an Expedia Cumberland Hill travel package include?
That depends on what you're looking for. If you're traveling alone, you might decide to combine flights and hotels. Bringing the whole crew to Cumberland Hill? A travel package including hotels, flights and rental cars might be a better fit. Expedia gives you the flexibility and freedom to tailor-make your travel package.
What should I know before booking a Cumberland Hill travel package?
Find deals that fit your budget with an Expedia package. Airfares, hotels, rental cars — we have everything you need to plan your escape. You'll save big dollars just for combining your bookings. Whether you're taking off on a winter snow adventure or venturing someplace warm, your dream vacation is only a few clicks away.
Can I choose my airline with a Cumberland Hill Expedia vacation package?
Definitely. Expedia has more than 550 airline partners to pick from worldwide. With so many choices, finding the ideal carrier to fly you to Cumberland Hill will be easy.
If I'm not able to travel, can I cancel my Cumberland Hill vacation package?
You sure can, and we're here to help. You may be able to amend or cancel your Cumberland Hill vacation package for free if you booked in the last 24 hours. But you may be charged a fee by your airline, hotel or car rental company if you booked more than 24 hours ago. If your travel plans unexpectedly change, browse our Customer Service Portal for further information.

Popular places to visit

The Red Mile Racetrack

Enjoy a trip to The Red Mile Racetrack and popular activities like horseback riding in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.

The Red Mile Racetrack

University of Kentucky Albert B. Chandler Hospital

Though University of Kentucky Albert B. Chandler Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Lexington while you are here.

University of Kentucky Albert B. Chandler Hospital

Things to do

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

Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

P2,381
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

P1,700
per traveler
Self Guided Driving Tour to Four Kentucky Bourbon Distilleries
Experience Rebecca Ruth Chocolate Tour & Museum!

Experience Rebecca Ruth Chocolate Tour & Museum!

P567
per adult
Experience Rebecca Ruth Chocolate Tour & Museum!
See all activities in Lexington
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.