Jacobs Vacations from $417

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Your Jacobs Vacation

Our vacation packages to Jacobs give you endless opportunities to uncover new sights, sounds and tastes. And with all of the travel arrangements taken care of, you can breathe easy and enjoy your city adventure without a worry in the world. Like to start exploring your surroundings? Churchill Downs, Muhammad Ali Center and KFC Yum Center are some of the most popular places to visit during a trip to Jacobs. Browse Expedia's extensive range of travel options and book your ultimate vacation to Jacobs now.

The Latest Jacobs Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A spacious lobby with leather seating, a reception desk, and a staircase.
    Dec 24 - Dec 27

    Distill-Inn + Flight

    Bardstown
    3 nights
    2.5 star property
    9.4/10 - Exceptional (1,658 reviews)
    "Very clean, friendly staff Continental breakfast was very good. Would stay here again if we came back to the area."
    Reviewed November 9, 2026
    Roundtrip • Orlando (MCO) - Louisville (SDF)
    MCO - CVG • Nonstop CVG - MCO • Nonstop
    $474
    $417
    per traveler
    found 1 day ago
    Distill-Inn
  • A Holiday Inn Express hotel with a covered parking area and a well-lit facade.
    Dec 30 - Jan 3

    Holiday Inn Express Louisville Airport Expo Center by IHG + Flight

    Hayfield Dundee
    4 nights
    2.5 star property
    8.6/10 - Excellent (1,011 reviews)
    "Everything was good and happy with stay."
    Reviewed November 9, 2026
    Roundtrip • Miami (MIA) - Louisville (SDF)
    MIA - SDF • 1 stop SDF - MIA • 1 stop
    $649
    $547
    per traveler
    found 22 hours ago
    Holiday Inn Express Louisville Airport Expo Center by IHG
  • A spacious lobby with a bar area, seating arrangements, and a visible kitchen bar.
    Dec 18 - Dec 21

    Louisville Marriott Downtown + Flight

    Downtown Louisville
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,000 reviews)
    Roundtrip • New York (JFK) - Louisville (SDF)
    JFK - SDF • 1 stop SDF - JFK • 1 stop
    $951
    $805
    per traveler
    found 1 day ago
    Louisville Marriott Downtown
  • A grand staircase with a wooden handrail and carpeted steps, leading to an upper floor.
    Dec 30 - Jan 3

    Louisville Bourbon Inn + Flight

    Old Louisville
    4 nights
    5.0 star property
    10/10 - Exceptional (25 reviews)
    "My stay at the Bourbon Inn was simply amazing. Everything was fresh and clean and the service simply awesome! Directly across the street from the Bourbon Inn is Central Park with tons of trees, flowers, and other vegetation contributing to the fresh air space occupied by the Bourbon Inn. The breakfast cooked fresh each and every morning was excellent! I wholeheartedly recommend the Bourbon Inn, a peaceful place to relax, meditate, have a vacation, or just a place to retreat from the stress..."
    Reviewed August 25, 2026
    Roundtrip • Miami (MIA) - Louisville (SDF)
    MIA - SDF • 1 stop SDF - MIA • 1 stop
    $1,148
    $996
    per traveler
    found 22 hours ago
    Louisville Bourbon Inn
  • A multi-story hotel with a classic facade, large windows, and a modern glass building adjacent to it.
    Dec 18 - Dec 21

    Hotel Distil, Autograph Collection + Flight

    Downtown Louisville
    3 nights
    4.0 star property
    9.6/10 - Exceptional (519 reviews)
    "Excellent location and room!"
    Reviewed November 6, 2026
    Roundtrip • New York (JFK) - Louisville (SDF)
    JFK - SDF • 1 stop SDF - JFK • 1 stop
    $945
    $831
    per traveler
    found 1 day ago
    Hotel Distil, Autograph Collection

Where to stay in Jacobs

Find the best Jacobs areas and neighborhoods for the activities you enjoy most.
A steamboat docked at a pier with a bridge in the background.

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.

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.

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

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.

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

Fairgrounds

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

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.

Jacobs Hotel Deals

A multi-story hotel with a sign reading 'Cottonwood Airport & Expo.'

Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville
3.5 star property
1 mi from Jacobs
8.8 out of 10, Excellent, (1,010 reviews)
"I have stayed here multiple times staff is always friendly and the place is clean."
$75 nightly
The price is $88
Dec 8 - Dec 9
Total with taxes and fees
Cottonwood Airport & Expo Hotel Louisville
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.
See all properties in Jacobs
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.