Southside 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 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.

    A steamboat docked at a pier with a bridge in the background.

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

    A large baseball bat sculpture in front of a brick building with the words "Louisville Slugger" on it.

    Photo by Deanna Rodrigues

    A large baseball bat sculpture in front of a brick building with a sign for the Louisville Slugger Store.

    Photo by Lesley B

    A Louisville Slugger baseball bat with a signature.

    Photo by Sophie R

    View properties in map for Downtown Louisville

    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.

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

    A group of ducks on a wet pavement near a bridge and trees.

    Photo by Dawn Madden

    View properties in map for St. Matthews

    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.

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    A historical marker for the Conrad-Caldwell House, detailing its architectural style and history.

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

    A room with a wooden sofa, a table with books, a teapot, and a framed picture on the wall.

    A grand staircase with ornate woodwork, a fireplace, and floral-patterned wallpaper.

    A grand staircase with ornate woodwork and a patterned wall.

    View properties in map for Old Louisville

    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.

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    A nighttime hot air balloon festival with colorful balloons, including one labeled "OLIVER WINERY."

    Photo by Hyelsinta

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

    View properties in map for Fairgrounds

    Fairgrounds

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

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

    A city skyline with a river reflecting the buildings, a bridge in the foreground, and a sunset sky.

    A city skyline with prominent buildings, including a KFC Yum! Center and a hotel.

    An arched stone entrance with 'LOUISVILLE' inscribed on it, metal beams, and a stop sign.

    A city skyline with a prominent bridge spanning a calm river, reflecting the buildings and sky.

    View properties in map for Jeffersontown

    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.

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    Southside Hotel Deals

    Fairfield Inn & Suites by Marriott Louisville Airport

    A Fairfield Inn & Suites hotel with a modern design, featuring a covered entrance and a landscaped area with small shrubs.
    • Address: 653 Phillips Lane, Louisville, KY, 40209, US
    • Location: 2.6 km from Southside
    • Star rating: 3/5
    • Guest rating: 8.8/10 (Excellent, 835 reviews)
    • Price: CA $131, CA $155 total, includes taxes & fees, Nov 27 - Nov 28

    Staybridge Suites Louisville Expo Center by IHG

    A modern reception area with a wooden reception desk, a seating area with a sofa and chairs, and a kitchen area with a refrigerator and microwave.
    • Address: 380 FARMINGTON AVE, Louisville, KY, 40209, US
    • Location: Fairgrounds, 3.2 km from Southside
    • Star rating: 3/5
    • Guest rating: 9.2/10 (Wonderful, 608 reviews)
    • Price: CA $148, CA $190 total, includes taxes & fees, Nov 27 - Nov 28
    • Review: the room had everything we needed to stay comfortably for the week. Beds were comfortable, breakfast was good with many options. Very helpful having a free laundry room on site

    Courtyard by Marriott Louisville Airport

    A Courtyard by Marriott hotel with a modern facade, multiple floors, and a well-lit entrance.
    • Address: 819 Phillips Lane, Louisville, KY, 40209, US
    • Location: 2.8 km from Southside
    • Star rating: 3/5
    • Guest rating: 9.2/10 (Wonderful, 503 reviews)
    • Price: CA $139, CA $164 total, includes taxes & fees, Nov 27 - Nov 28

    Tru by Hilton Louisville Airport

    A modern indoor seating area with wooden tables and chairs, large windows offering a view of the outdoors, and a mix of red and beige seating.
    • Address: 810 Phillips Lane, Louisville, KY, 40209, US
    • Location: Fairgrounds, 2.7 km from Southside
    • Star rating: 2.5/5
    • Guest rating: 9/10 (Wonderful, 1000 reviews)
    • Price: CA $138, CA $162 total, includes taxes & fees, Nov 22 - Nov 23

    Homewood Suites By Hilton Louisville Airport

    An outdoor patio with a brick wall, a flat-screen TV mounted above a fireplace, and a seating area with sofas and round tables.
    • Address: 130 Central Avenue, Louisville, KY, 40209, US
    • Location: Fairgrounds, 3.4 km from Southside
    • Star rating: 3/5
    • Guest rating: 9.4/10 (Exceptional, 628 reviews)
    • Price: CA $120, CA $141 total, includes taxes & fees, Nov 29 - Nov 30

    Hampton Inn Louisville-Airport

    A modern hotel room with a bed, two chairs, a small table, and a TV.
    • Address: 800 Phillips Ln, Louisville, KY, 40209, US
    • Location: Fairgrounds, 2.7 km from Southside
    • Star rating: 2.5/5
    • Guest rating: 8.6/10 (Excellent, 1004 reviews)
    • Price: CA $136, CA $160 total, includes taxes & fees, Nov 27 - Nov 28

    Home2 Suites by Hilton Louisville Airport/Expo Center, KY

    A multi-story hotel with a modern design, featuring a covered entrance and a visible American flag.
    • Address: 3000 Crittenden Drive, Louisville, KY, 40209, US
    • Location: Fairgrounds, 3.3 km from Southside
    • Star rating: 3/5
    • Guest rating: 8.8/10 (Excellent, 631 reviews)
    • Price: CA $127, CA $149 total, includes taxes & fees, Nov 27 - Nov 28
    • Review: The breakfast was wonderful so many items to choose from! We were very impressed at the size of the room! It was decorated so cute! Luv it!

    Springhill Suites by Marriott Louisville Airport

    A hotel with a modern facade, multiple floors, and a parking lot with several cars.
    • Address: 820 Phillips Lane, Louisville, KY, 40209, US
    • Location: Fairgrounds, 2.7 km from Southside
    • Star rating: 3/5
    • Guest rating: 8.8/10 (Excellent, 1001 reviews)
    • Price: CA $132, CA $155 total, includes taxes & fees, Dec 13 - Dec 14

    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.

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    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.