Cloverleaf Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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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.

Top Holiday Package Deals in Cloverleaf

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Louisville Downtown by IHG

Holiday Inn Louisville Downtown by IHG

Downtown Louisville
CA $1,122
per person
Nov 26 - Nov 30
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Louisville (SDF)
8/10 Very good! (1,010 reviews)
My main issue was that the fridge in our room was broken. It was nasty/brown/wet inside and the temperature dial was completely broken off. We reported this to the front desk and they said they would replace it that day at 11 am. We came back later and it hadn’t been replaced. It was gross and disappointing because we couldn’t keep any leftovers from restaurants. The valet was rude to us upon checking in and he forgot to give us a ticket for us to be able to pick up our car after. It was weird in general for us to not be able to access our vehicle without the valet- even just to put things in our car. There is no complementary anything, so definitely plan on paying for all your breakfasts. The free coffee is not good. All in all, bad experience that was extremely expensive for what it was.

Reviewed on Oct 18, 2026

Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

Downtown Louisville
CA $1,446
per person
Nov 26 - Nov 30
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Louisville (SDF)
9.6/10 Exceptional! (507 reviews)
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

Downtown Louisville
CA $1,345
per person
Nov 26 - Nov 30
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Louisville (SDF)
9/10 Wonderful! (4,334 reviews)
Louisville Marriott Downtown

Louisville Marriott Downtown

Downtown Louisville
CA $1,299
per person
Nov 26 - Nov 30
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Louisville (SDF)
9/10 Wonderful! (1,000 reviews)
We really enjoyed our stay here. The hotel is centrally located and convenient to explore different areas of the city. The fitness center and studio spaces are large and top of the line. Our room was incredibly quiet and private.

Reviewed on Oct 18, 2026

The Grady

The Grady

Downtown Louisville
CA $1,360
per person
Nov 26 - Nov 30
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Louisville (SDF)
9.4/10 Exceptional! (1,011 reviews)
Loved every part of our stay! Room was clean and the vibe was very cool! Easy walk to everything we wanted to do!

Reviewed on Oct 19, 2026

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 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 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 large, illuminated two-story house with a prominent front porch and a garage.

Old Louisville

Boasting Victorian architecture and the highest concentration of stained glass windows in residential homes, Old Louisville offers a walkable neighborhood with pedestrian-only streets, diverse dining options, and attractions like Central Park and the Conrad-Caldwell House.

Cloverleaf Hotel Deals

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
CA $198
CA $233 total
Nov 8 - Nov 9
includes taxes & fees
Galt House Hotel Trademark Collection by Wyndham
The Brown Hotel

The Brown Hotel

335 W Broadway Louisville KY
Fully refundableReserve now, pay when you stay
CA $177
CA $208 total
Oct 28 - Oct 29
includes taxes & fees
9.4/10 Exceptional! (1,395 reviews)
"Always a great place to stay when on Louisville."

Reviewed on Oct 19, 2026

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

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

4520 Poplar Level Rd Louisville KY
Fully refundableReserve now, pay when you stay
CA $128
CA $151 total
Oct 28 - Oct 29
includes taxes & fees
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)
See all 2,083 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.

Frequently asked questions

How much does a Cloverleaf vacation package cost?
You'll find cheap prices from CA $1,122 on Expedia for your Cloverleaf break. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Cloverleaf costs.
What are the cheapest months to go to Cloverleaf?
The off-season is the best time to travel to Cloverleaf if you're trying to keep costs down. Another tip for getting cheap Cloverleaf vacation packages? Try to avoid public holidays and any major festivals or events.
How many days is enough for Cloverleaf?
We'd suggest booking a Cloverleaf vacation for at least 2 days. This will give you plenty of time to check off top attractions including Churchill Downs and Louisville Slugger Museum, and check out neighbourhoods like Downtown Louisville and West Main Historic District. You could even fit in one or two day trips outside of Cloverleaf.
How to find the best Cloverleaf package deals?
Use Expedia's handy filters to help you find some of the best Cloverleaf package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Cloverleaf package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Cloverleaf vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can personalize your Cloverleaf trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Cloverleaf?
Secure incredible discounts by booking your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Cloverleaf getaway.
How to plan a trip to Cloverleaf?
  1. Pick your travel dates: The things you'd like to do in Cloverleaf and your favourite season can help you decide when to get away.
  2. Figure out your budget: Make sure you have enough money to cover everything from meals and transportation to experiences and flights. Your accommodations will probably be the largest expense during your trip to Cloverleaf.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you want to get to in Cloverleaf. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalized Cloverleaf vacation package.

Things to do

Louisville: 3-Hour Food and History Tour of NuLu District

Louisville: 3-Hour Food and History Tour of NuLu District

CA $180
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket

Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket

CA $28
per adult
94% of travellers recommend
Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

CA $14
per adult
80% of travellers recommend
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour
See all activities in Louisville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.