Southside Vacation Packages

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Your Southside Vacation

Take away the hard part of planning your next epic adventure with a Southside vacation package. Whether you're here for its food, history, art or other highlights, this city offers endless possibilities for fun. If a sightseeing tour is on the cards during your trip to Southside, stop by major attractions like Churchill Downs, Muhammad Ali Center and KFC Yum Center. No matter your travel plans or the size of your budget, organizing your ultimate tailored Southside vacation is a walk in the park with Expedia.

Top Holiday Package Deals in Southside

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

The Brown Hotel

Downtown Louisville
CA $913
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Louisville (SDF)
9.4/10 Exceptional! (1,289 reviews)
Really enjoyed our stay here and the historical look of the hotel.

Reviewed on Sep 14, 2026

Louisville Marriott Downtown

Louisville Marriott Downtown

Downtown Louisville
CA $1,078
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Louisville (SDF)
9/10 Wonderful! (1,000 reviews)
The staff was amazing and the hotel was very nice and clean however, the biggest issues was the hotel was incredibly hot everywhere! The ladies restrooms were like saunas and it was difficult to maintain a decent temperature. The hotel really needs to address the temperature issues.

Reviewed on Sep 14, 2026

Moxy Louisville Downtown

Moxy Louisville Downtown

Downtown Louisville
CA $1,062
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Louisville (SDF)
9.2/10 Wonderful! (823 reviews)
Hyatt Regency Louisville

Hyatt Regency Louisville

Downtown Louisville
CA $1,031
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Louisville (SDF)
8.8/10 Excellent! (1,007 reviews)
SpringHill Suites by Marriott Louisville Downtown

SpringHill Suites by Marriott Louisville Downtown

Downtown Louisville
CA $951
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Louisville (SDF)
8.6/10 Excellent! (1,002 reviews)
Clean room, great parking, and the rooms were nicely sized!

Reviewed on Sep 14, 2026

Where to stay in Southside

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

Find hotels in Downtown Louisville
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.

Find hotels in Fairgrounds
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.

Find hotels in St. Matthews
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.

Find hotels in Jeffersontown
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.

Find hotels in Old Louisville

Southside 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 $225
CA $265 total
Oct 5 - Oct 6
includes taxes & fees
9/10 Wonderful! (4,286 reviews)
"We stayed in a one bedroom suite and SO worth the upgrade. This hotel was a perfect location. Walkable to many restaurants and bars. Silly thing to say but the elevators were so fast. We were on the 15th floor and took seconds for one to arrive. The only thing I would suggest is to bring your own ..."

Reviewed on Sep 15, 2026

Galt House Hotel Trademark Collection by Wyndham
Holiday Inn Express & Suites Louisville Downtown by IHG

Holiday Inn Express & Suites Louisville Downtown by IHG

800 W Market St Louisville KY
CA $164
CA $193 total
Oct 4 - Oct 5
includes taxes & fees
Holiday Inn Express & Suites Louisville Downtown by IHG
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

830 Phillips Lane Louisville KY
CA $143
CA $168 total
Oct 14 - Oct 15
includes taxes & fees
8.8/10 Excellent! (1,841 reviews)
"P"

Reviewed on Sep 14, 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG
See all 2,115 properties in Southside
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.
All Inclusive Vacations
All Inclusive Vacations
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Frequently asked questions

How much does a Southside vacation package cost?
Handcraft your Southside package from an affordable CA $913. Choose from any combination of hotels, flights and rental cars to craft the trip you've long been dreaming about. Be sure to add on a few experiences or activities!
How do I get a cheap travel package to Southside?
Find flights that fit your schedule, add a hotel room to your booking and watch the savings grow with a Southside vacation package. It's that simple! From hotels and flights to rental cars and activities, Expedia makes traveling cheaply a cinch. And with over 550 partner airlines and 1,000,000 hotel options across the globe to select from, you won't be short of choice.
Where should I stay in Southside?
Most visitors to Southside put both Churchill Downs and Muhammad Ali Center on their to-do lists. Why not book a hotel as close as possible to these top attractions?
How far in advance should I book my Southside vacation?
It depends on the air carrier, but it's usually possible to look up international fares on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky customers occasionally nab a cheaper seat just weeks before the date of departure.
What does an Expedia Southside travel package include?
Rental cars, flights and hotels, or any combination of the three — you decide! Whether you're visiting Southside with the family or adventuring with your friends, there's a package to match every style and budget. Once you've made your booking, why not add on one or two tours as well?
What should I know before booking a Southside travel package?
You can look forward to saving with an Expedia travel package. Combine your flights, rental cars and hotels and enjoy great discounts. Hotels aren't your only choice, though. Book with us and select from beach villas, rural cottages and even treehouses and ranches!
Can I choose my airline with a Southside Expedia vacation package?
You can, and with over 550 airlines to choose from around the world, you have plenty of choice. Take a look at the available options and find out which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Southside vacation package?
Don't worry if you're rethinking your Southside vacation package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We totally understand your circumstances can change suddenly, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.

Things to do

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

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

CA $179
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.