Jackson Vacation Packages
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Top Holiday Package Deals in Jackson
Price found within the past 48 hours. Click for updated prices.
Cottonwood Airport & Expo Hotel Louisville
Shively
CA $781
per person
Nov 27 - Nov 30
found 22 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Louisville (SDF)
8.6/10 Excellent! (1,008 reviews)
Checked in at 4 on a Saturday and there was only one desk clerk. Brittany was awesome but was drowning as she was by herself. Cleaning staff didn’t have the rooms ready for not just us but multiple others. We didn’t get into our room until an hour after arriving at the hotel. When booking, a bar was listed as an amenity. It is not open. There is a little bar behind the hotel called Ott’s. If you want a beverage locally check them out.
Reviewed on Oct 26, 2026
21c Museum Hotel Louisville
Downtown Louisville
CA $990
per person
Nov 27 - Nov 30
found 15 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Louisville (SDF)
9.4/10 Exceptional! (1,001 reviews)
Booked a king room, they overbooked and bumped us to a double bed. When asked why we got bumped it was because we booked with Expedia. We had a gift card that we confirmed before we booked that we could use and confirmed the dollar amount when we checked in with a receipt suddenly couldn’t be used. The hotel couldn’t figure out why the gift card couldn’t be applied and they left our account open until the Accounting department calls us tomorrow. The hotel call 2 General Managers with no response.
Reviewed on Oct 26, 2026
Where to stay in Jackson
Find the best Jackson areas and neighborhoods for the activities you enjoy most. Learn more about Jackson
Downtown Louisville
3 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.
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.
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.
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.
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.
Jackson Hotel Deals
Galt House Hotel Trademark Collection by Wyndham
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
CA $191
CA $224 total
Nov 8 - Nov 9
includes taxes & fees
9/10 Wonderful! (4,434 reviews)
"The room was clean and roomy"
Reviewed on Oct 26, 2026
The Brown Hotel
335 W Broadway Louisville KY
Fully refundableReserve now, pay when you stay
CA $189
CA $223 total
Nov 23 - Nov 24
includes taxes & fees
9.4/10 Exceptional! (1,427 reviews)
"Kind helpful staff, beautiful architecture"
Reviewed on Oct 26, 2026
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)
4520 Poplar Level Rd Louisville KY
Fully refundableReserve now, pay when you stay
CA $125
CA $147 total
Oct 27 - Oct 28
includes taxes & fees
9.4/10 Exceptional! (2,591 reviews)
"Third visit and have had great food, drinks and service. 5 stars in my book."
Reviewed on Oct 26, 2026
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 $781. 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: 3-Hour Food and History Tour of NuLu District
CA $182
per adult
94% of travellers recommend
Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket
CA $28
per adult
94% of travellers recommend
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour
CA $14
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.