Southside Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Where to stay in Southside

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

Downtown Louisville

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.

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.

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.

Fairgrounds

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

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.

Southside Hotel Deals

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 Southside vacation package cost?

Handcraft your Southside package from an affordable . 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.