Cloverleaf Vacations from $551

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Your Cloverleaf Vacation

Our Cloverleaf vacation packages give you the power to create your own adventure. Tailor your journey to suit your needs and interests and make every moment count in this fabulous city. Churchill Downs, Muhammad Ali Center and KFC Yum Center are just a few of the many sights you'll want to explore during your trip to Cloverleaf. Browse Expedia's wide range of travel options and start planning your ultimate vacation to Cloverleaf today.

The Latest Cloverleaf Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Hyatt Regency Louisville

Downtown Louisville

$551

per person

Oct 30 - Nov 2

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Louisville (SDF)

8.8/10 Excellent! (1,004 reviews)

Great location and modern decor

Reviewed on Aug 12, 2026

Louisville Marriott Downtown

Downtown Louisville

Save 100% on your flight

$1,258

per person

Oct 26 - Nov 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Louisville (SDF)

9/10 Wonderful! (1,000 reviews)

Great location and very helpful staff!

Reviewed on Aug 12, 2026

Cottonwood Airport & Expo Hotel Louisville

Shively

$910

per person

Sep 17 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Louisville (SDF)

8.8/10 Excellent! (1,013 reviews)

Service

Reviewed on Aug 12, 2026

Hotel Distil, Autograph Collection

Downtown Louisville

$1,243

per person

Oct 26 - Nov 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Louisville (SDF)

9.6/10 Exceptional! (489 reviews)

Love this hotel. The bed was incredibly comfortable for a hotel bed. Linens were high end. Staff were great - neighborhood was great. Restaurant had a great breakfast. Would definitely stay again.

Reviewed on Aug 5, 2026

Moxy Louisville Downtown

Downtown Louisville

$1,008

per person

Oct 26 - Nov 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Louisville (SDF)

9.2/10 Wonderful! (807 reviews)

Where to stay in Cloverleaf

Find the best Cloverleaf areas and neighborhoods for the activities you enjoy most. Learn more about Cloverleaf

A city skyline with various buildings, including a prominent KFC and a green-roofed structure.

Downtown Louisville

4 out of top 10 points of interest in this area

Explore "Museum Row" in the West Main District, catch a game at Louisville Slugger Field, or stroll across the pedestrian-only Big Four Bridge. Enjoy diverse attractions, restaurants, and the Louie Link skywalk.

A brown horse with a red halter, a person in a black shirt, and a crowd of people in the background.

Fairgrounds

1 out of top 10 points of interest in this area

While visiting Fairgrounds, you might make a stop by sights like Freedom Hall and Kentucky Kingdom.

A nighttime cityscape with a brightly lit bridge and a skyline featuring a prominent dome-shaped building.

St. Matthews

Major shopping destination with the fifth-largest mall in Kentucky, Mall St. Matthews, and smaller centers along Shelbyville Road. Don't miss the historic St. Matthew's Episcopal Church and Holy Trinity.

A city skyline at dusk with illuminated buildings reflecting on the water.

Jeffersontown

Jeffersontown is known for its abundant dining options, and you can plan a trip to Jeffersontown Commons Shopping Center and Bluegrass Indoor Karting while you're in town.

A narrow stream with a rocky bridge, surrounded by trees and greenery.

Phoenix Hill

While Phoenix Hill isn't home to many top sights, Nulu Market Place and Louisville Slugger Field are some notable places to visit nearby.

Cloverleaf Hotel Deals

Galt House Hotel Trademark Collection by Wyndham

140 North Fourth Street Louisville KY

Fully refundableReserve now, pay when you stay

$139 nightly

$163 total

Sep 1 - Sep 2

Total with taxes and fees

9/10 Wonderful! (4,228 reviews)

"great"

Reviewed on Aug 12, 2026

Omni Louisville Hotel

400 S. 2nd Street Louisville KY

Fully refundableReserve now, pay when you stay

$119 nightly

$141 total

Aug 16 - Aug 17

Total with taxes and fees

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

4520 Poplar Level Rd Louisville KY

Fully refundableReserve now, pay when you stay

$109 nightly

$129 total

Aug 13 - Aug 14

Total with taxes and fees

9.4/10 Exceptional! (2,426 reviews)

"Rooms are modern and clean with nice furnishings. Drinks in the casino (gaming area) were relatively inexpensive. Non-alcoholic drinks were free."

Reviewed on Aug 12, 2026

See all 2,090 properties in Cloverleaf

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.