Old Louisville Vacations from $332

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Your Old Louisville Vacation

Let our Old Louisville vacation packages transport you to a destination where long-lasting memories are waiting to be made. While it's especially noted for its history, there's plenty to love about this neighborhood. When it's time to sightsee, you'll find loads of big-name attractions nearby including Churchill Downs, Muhammad Ali Center and KFC Yum Center. Visit one, two or all during your trip to Old Louisville. Whatever your dream Old Louisville vacation looks like, you can make it a reality with Expedia.

The Latest Old Louisville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Regina's Country Livin'

Regina's Country Livin'

$332
per person
Dec 11 - Dec 14
found 12 hours ago
Roundtrip flight included
Miami (MIA) to Louisville (SDF)
9.6/10 Exceptional! (14 reviews)
If I am ever doing something between Louisville and Lexington, I will be visiting Regina. This house was well-designed as a true BNB with excellent access/security, thoughtful decor, and an extremely welcoming atmosphere. The reviews praising the breakfast are true - but don't just go for the biscuits and gravy, go for the full experience.

Reviewed on Sep 28, 2026

Pillow and Paddock B&B

Pillow and Paddock B&B

Save 100% on your flight
$721
per person
Dec 11 - Dec 14
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Louisville (SDF)
10/10 Exceptional! (52 reviews)
Courteous staff and the room was outstanding. It was our second stay at the inn. Everything is first class. We highly recommend it.

Reviewed on Dec 22, 2025

Hyatt Regency Louisville

Hyatt Regency Louisville

Downtown Louisville
$623
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Louisville (SDF)
8.8/10 Excellent! (1,004 reviews)
Room was nice and clean. At the same time, both the on site parking garage and the garage elevator were extremely dirty. Especially garage and elevator floors.

Reviewed on Oct 17, 2026

The Purple Martin

The Purple Martin

$545
per person
Dec 11 - Dec 14
found 6 hours ago
Roundtrip flight included
Miami (MIA) to Louisville (SDF)
10/10 Exceptional! (2 reviews)
Amazing property… I would come back in a heartbeat!

Reviewed on Jun 19, 2025

The Grady

The Grady

Downtown Louisville
$698
per person
Dec 24 - Dec 28
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Louisville (SDF)
9.4/10 Exceptional! (1,011 reviews)

Where to stay in Old Louisville

Find the best Old Louisville areas and neighborhoods for the activities you enjoy most. Learn more about Old Louisville
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 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 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 narrow stream with a rocky bridge, surrounded by trees and greenery.

Phoenix Hill

While Phoenix Hill isn't home to many top sights, Nulu Market Place and Louisville Slugger Field are some notable places to visit nearby.

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Old Louisville Hotel Deals

Hotel Louisville

Hotel Louisville

120 W Broadway Louisville KY
Fully refundableReserve now, pay when you stay
$96 nightly
$112 total
Oct 19 - Oct 20
Total with taxes and fees
6.4/10 (1,005 reviews)
"Y"

Reviewed on Oct 17, 2026

Hotel Louisville
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
$140 nightly
$165 total
Nov 8 - Nov 9
Total with taxes and 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
$142 nightly
$167 total
Nov 18 - Nov 19
Total with taxes and fees
9.4/10 Exceptional! (1,390 reviews)
"A little run down in the room. It had a musty smell. The most uncomfortable bed I have slept on."

Reviewed on Oct 17, 2026

The Brown Hotel
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Stay near popular Old Louisville attractions

Conrad-Caldwell House Museum

Learn about history as you tour this magnificent mansion in the surroundings of a busy metropolis. Be alert for its alleged supernatural hosts.
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Asia Institute Crane House

Take the family on an outing to Asia Institute Crane House during your trip to Louisville. Amble around this romantic area's riverfront or attend a sporting event.
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Historic Old Louisville Visitors Center

Historic Old Louisville Visitors Center is just one of the places to see in Louisville, so why not enjoy the other things to explore during your travels? While you're here, you can savor the top-notch restaurants.
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Landward House

You can learn about the history of Louisville when you stop by Landward House. Amble around the area's riverfront or attend a sporting event.
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Louisville Auto Museum

You can spend an afternoon exploring the galleries in Louisville Auto Museum in Louisville. Amble around the area's riverfront or attend a sporting event.
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Columbia Gym

You can learn about the history of Louisville with a trip to Columbia Gym. While you're here, you can savor the top-notch restaurants.
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Things to do

Kentucky Derby Museum

Kentucky Derby Museum - General Admission and Guided Track Visit

$24
per adult
94% of travellers recommend
Kentucky Derby Museum - General Admission and Guided Track Visit
Louisville: 3-Hour Food and History Tour of NuLu District

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

$129
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby

Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby

$29
per adult
92% of travellers recommend
Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby
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.