Southside Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

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

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

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    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.

Price found within the past 48 hours. Click for updated prices.
  • Dining
    Jul 22 - Jul 25

    Cottonwood Airport & Expo Hotel Louisville + Flight

    Shively
    3 nights
    3.5 star property
    8.6/10 - Excellent (1,005 reviews)
    "Excelente todo,lo más rico su desayuno y las habitaciones bien limpias"
    Reviewed June 7, 2026
    Roundtrip • Toronto (YYZ) - Louisville (SDF)
    YYZ - SDF • 1 stop SDF - YYZ • 1 stop
    CA $1,202
    CA $1,043
    per traveller
    found 3 hours ago
    Cottonwood Airport & Expo Hotel Louisville
  • Desk, blackout drapes, iron/ironing board, rollaway beds
    Jul 27 - Aug 4

    Ramada by Wyndham Sparta/At Speedway + Flight

    Sparta
    8 nights
    2.5 star property
    7.8/10 - Good (1,008 reviews)
    "Front desk staff very helpful with tips on what to do in the area"
    Reviewed June 6, 2026
    Roundtrip • Calgary (YYC) - Cincinnati (CVG)
    YYC - CVG • 1 stop CVG - YYC • 1 stop
    CA $1,228
    CA $1,070
    per traveller
    found 19 hours ago
    Ramada by Wyndham Sparta/At Speedway
  • Interior entrance
    Jul 22 - Jul 25

    Moxy Louisville Downtown + Flight

    Downtown Louisville
    3 nights
    3.5 star property
    9.2/10 - Wonderful (771 reviews)
    "Does not apply "
    Reviewed June 2, 2026
    Roundtrip • Toronto (YYZ) - Louisville (SDF)
    YYZ - SDF • 1 stop SDF - YYZ • 1 stop
    CA $1,482
    CA $1,294
    per traveller
    found 3 hours ago
    Moxy Louisville Downtown
  • Exterior
    Jul 26 - Jul 29

    Louisville Marriott Downtown + Flight

    Downtown Louisville
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,000 reviews)
    "Excellent customer service. Centrally located."
    Reviewed June 1, 2026
    Roundtrip • Toronto (YYZ) - Louisville (SDF)
    YYZ - SDF • 1 stop SDF - YYZ • 1 stop
    CA $1,245
    CA $1,092
    per traveller
    found 1 day ago
    Louisville Marriott Downtown
  • Lobby
    Jul 22 - Jul 25

    The Brown Hotel + Flight

    Downtown Louisville
    3 nights
    4.5 star property
    9.4/10 - Exceptional (1,248 reviews)
    "Loved the beautiful historic architecture. Had my first Hot Brown & loved it. Sunset on the 16 th floor was spectacular."
    Reviewed June 6, 2026
    Roundtrip • Toronto (YYZ) - Louisville (SDF)
    YYZ - SDF • 1 stop SDF - YYZ • 1 stop
    CA $1,383
    CA $1,234
    per traveller
    found 3 hours ago
    The Brown Hotel

Where to stay in Southside

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

Downtown Louisville

3 out of top 10 points of interest in this area
4/5(37 area reviews)

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

Southside Hotel Deals

Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
830 Phillips Lane Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Jun 14 to Jun 15
CA $123
CA $144 total
Jun 14 - Jun 15
includes taxes & fees
8.8/10 Excellent! (1,512 reviews)
"Very good value and a nice hotel. Only issue was an excessively loud, ineffective A/C unit which was implied that might have been rectified had we been IHG members. Staff quickly brought a box fan which doesn’t help slot at 80 degrees in the room. That was the only issue. Would have been 5 stars ..."

Reviewed on Jun 7, 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Jun 21 to Jun 22
CA $203
CA $239 total
Jun 21 - Jun 22
includes taxes & fees
Galt House Hotel Trademark Collection by Wyndham
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $244 per night from Jun 21 to Jun 22
CA $244
CA $287 total
Jun 21 - Jun 22
includes taxes & fees
9.4/10 Exceptional! (1,914 reviews)
"Lovely, well-maintained property with professional, helpful staff. The restaurant is fantastic, and make sure you get a croissant! The only imperfect aspect was the valet parking which took an impossibly long time. I think I might still be waiting in that line..."

Reviewed on Jun 5, 2026

Omni Louisville Hotel
See all 2,146 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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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.

Discover the most popular places to visit in Southside

Kentucky Exposition Center

Kentucky Exposition Center

During your trip, find out what's happening at Kentucky Exposition Center, a top convention center in Louisville. Experience the area's acclaimed theater scene and great live music.

Kentucky Exposition Center
Churchill Downs

Churchill Downs

Find more than mint juleps to enjoy at this iconic racetrack, best known as the annual host of the Kentucky Derby.

Churchill Downs
Panorama Ohio River waterway riverboats and bridges leading to heart of downtown Louisville KY

KFC Yum Center

Catch an event at KFC Yum Center during your trip to Louisville. Stroll along the riverfront or attend a sporting event in the area.

KFC Yum Center

Things to do

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

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

CA $178
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
Lace, Lunacy, and Loss: Louisville Ghost Tours

Lace, Lunacy, and Loss: Louisville Ghost Tours

CA $44
per adult
Lace, Lunacy, and Loss: Louisville Ghost Tours
Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket

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

CA $28
per adult
92% of travellers recommend
Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket
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.