Jackson Vacation Packages

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Top Holiday Package Deals in Jackson

Price found within the past 48 hours. Click for updated prices.
Ramada by Wyndham Sparta/At Speedway

Ramada by Wyndham Sparta/At Speedway

CA $786
per person
Sep 10 - Sep 13
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
8/10 Very good! (1,004 reviews)
The room was exceptionally clean, the decor in the halls and lobby seem to be a bit dated, but was clean and orderly. Siding on the building as you drove up that had recently sustained some damage from a storm and was literally hanging off of the building. Being in management myself, I found that to be a hazard if it were to fall off, it could have hit a pedestrian or vehicles. The groundskeeper needed to have cut the grass and definitely needed to trim back trees that were impeding being able to walk on the sidewalk. It looked like they were going through a transitional period as there were pallets sitting around in the hallways and outside for upgrades to the facilities. There was only one icemaker working and another icemaker was waiting for an electrician to hook it up.The counter staff was kind and made every attempt to be accommodating. The ladies that served the breakfast did an impeccable job. The breakfast was served in a clean, orderly manner, they were consistently refreshing the food and cleaning off tables that had been occupied. There was, however, an odd assortment of food. One example was chopped up, hard-boiled eggs, served in the warmer along with biscuits. I don’t feel that the breakfast staff was responsible for the food that had been ordered and they were simply making the best out of a situation they had no control over. I would definitely stay there again as it was an overall good experience and I would recommend others to stay there as well.

Reviewed on Aug 10, 2026

Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

Shively
CA $2,087
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Louisville (SDF)
8.8/10 Excellent! (1,013 reviews)
Holiday Inn Louisville Downtown by IHG

Holiday Inn Louisville Downtown by IHG

Downtown Louisville
CA $1,701
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Louisville (SDF)
8/10 Very good! (973 reviews)
Days Inn by Wyndham Louisville Airport Fair and Expo Center

Days Inn by Wyndham Louisville Airport Fair and Expo Center

Edgewood
CA $1,634
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Louisville (SDF)
6.2/10 (452 reviews)
Good experience.

Reviewed on Aug 11, 2026

Aloft by Marriott Louisville Downtown

Aloft by Marriott Louisville Downtown

Downtown Louisville
CA $1,797
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Louisville (SDF)
9/10 Wonderful! (1,005 reviews)

Where to stay in Jackson

Find the best Jackson areas and neighborhoods for the activities you enjoy most. Learn more about Jackson
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.

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.

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.

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 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.

Jackson Hotel Deals

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
CA $199
CA $235 total
Aug 22 - Aug 23
includes taxes & fees
Galt House Hotel Trademark Collection by Wyndham
Omni Louisville Hotel

Omni Louisville Hotel

400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
CA $222
CA $261 total
Aug 16 - Aug 17
includes taxes & fees
Omni Louisville Hotel
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

4520 Poplar Level Rd Louisville KY
Fully refundableReserve now, pay when you stay
CA $153
CA $180 total
Aug 12 - Aug 13
includes taxes & fees
9.4/10 Exceptional! (2,421 reviews)
"Clean spacious rooms and good location"

Reviewed on Aug 11, 2026

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)
See all 2,105 properties in Jackson
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 Jackson vacation package cost?
From as little as CA $786. Yes, you read that correctly. Our Jackson vacation packages are the quickest way to make your budget last longer. Bundle your favorite flights, hotels and rental car and get out and explore this vibrant destination.
How do I get a cheap travel package to Jackson?
One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we've got everything you need. Pick a combination that best fits you and see your savings stack up. Of course, a travel package is never a one-size-fits-all. That's why we offer over 550 air carriers and 1,000,000 hotel options from all over the world, which lets you customize your Jackson getaway.
Where should I stay in Jackson?
Take the hassle out of sightseeing by staying someplace within walking distance of Jackson's fantastic attractions. Churchill Downs and Muhammad Ali Center are two of the most popular.
What are the top hotels in Jackson?
If it's comfort and convenience you're seeking, you won't beat Breaking Records - Steps From Paristown Hall. Spend your evenings relaxing here and your days discovering Jackson's most well-known attractions.
How far in advance should I book my Jackson vacation?
It can be tricky to know when the best time is to book your Jackson trip. But typically the earlier you book, the cheaper the prices. In some cases, you can secure your flights and hotels up to a year prior to departure. If you're hoping for a last-minute getaway, no need to panic! There are fantastic bargains announced on Expedia every single day.
What does an Expedia Jackson travel package include?
With Expedia, you can choose any combination of hotels, car rentals and flights to create your perfect Jackson package. Once you've made your booking, you can add on all the fun stuff like sightseeing tours and activities. Remember, the more you bundle, the more you'll save!
What should I know before booking a Jackson travel package?
Our prices are already low. However, you'll snap up even better deals if you book your flights, hotels and car rentals together. With an Expedia package, you'll get transparent pricing and loads of choice.
Can I choose my airline with a Jackson Expedia vacation package?
Expedia offers access to more than 550 partner airlines worldwide, so you certainly can. Just choose the carrier that suits you and put together the perfect Jackson vacation.
If I'm not able to travel, can I cancel my Jackson vacation package?
It's difficult to predict what the future holds, so it's good to know that you can change or cancel your Jackson vacation package. If you booked in the last 24 hours, you may be eligible for a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for further details.

Things to do

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

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

CA $181
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

CA $14
per adult
80% of travellers recommend
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour
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.