Cumberland Hill Holidays

Book a Hotel + Flight or Car together to unlock savings

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
Downtown Lexington

Downtown Lexington

2 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

The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is 4.955.494 ₫ per night from 31 May to 1 Jun
4.955.494 ₫
6.210.508 ₫ total
31 May - 1 Jun
includes taxes & fees
9.6/10 Exceptional! (1,283 reviews)
1.shower floors were smooth tile and slippery - no handrails 2. had to pay $24 a night to park plus room cleaning fees and other fees DO NOT BELIEVE THE POSTED ROOM RATE Never again.

Reviewed on 15 May 2026

The Manchester
Hotel LEX, Trademark Collection by Wyndham

Hotel LEX, Trademark Collection by Wyndham

3 out of 5
5532 Athens Boonesboro Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is 2.347.339 ₫ per night from 18 May to 19 May
2.347.339 ₫
2.724.557 ₫ total
18 May - 19 May
includes taxes & fees
8.2/10 Very Good! (701 reviews)
The room was clean, but the lighting in the room was terrible. The rooms appeared newly remodeled but lacked modern lighting. The pool area was very nice, clean and big. Overall it was okay..would I stay there again? No

Reviewed on 14 May 2026

Hotel LEX, Trademark Collection by Wyndham
Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG

3 out of 5
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
The price is 2.818.915 ₫ per night from 31 May to 1 Jun
2.818.915 ₫
3.271.913 ₫ total
31 May - 1 Jun
includes taxes & fees
9.4/10 Exceptional! (2,197 reviews)
It is just a little plain and not really updated but nothing bad.

Reviewed on 15 May 2026

Holiday Inn Express Lexington Horse Park Area by IHG
See all 869 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 holiday 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 holiday 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 1null000null000 properties globally, your Cumberland Hill holiday 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 holiday you've always dreamed of in Cumberland Hill is much closer than you thought!
Where should I stay in Cumberland Hill?
Travellers 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 holiday?
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 travelling 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 holiday is only a few clicks away.
Can I choose my airline with a Cumberland Hill Expedia holiday 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 holiday package?
You sure can, and we're here to help. You may be able to amend or cancel your Cumberland Hill holiday 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

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
0_130598195

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
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