Jackson Vacations from $310

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Jackson Vacation

Unforgettable adventures await when you reserve a vacation package to Jackson. Whether you're a history buff, foodie or just a traveler who loves discovering new places, there's something for everyone in this exciting city. Fill your free time with visits to Little Switzerland, Cabelas and Kettle Moraine Ice Center, some of the top attractions you shouldn't miss during a trip to Jackson. Expedia is here to help you escape your routine. Tailor your vacation to Jackson to suit your travel style, whatever that may be.

The Latest Jackson vacation packages

Price found within the past 48 hours. Click for updated prices.
Wildwood Lodge

Wildwood Lodge

2.5 out of 5
Price was $409, price is now $310 per person
$310
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
8.4/10 Very Good! (1,001 reviews)
Everyone was so polite and helpful with area suggestions. Room was very clean. Bed was so comfortable

Reviewed on Feb 28, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Save 100% on your flight
Price was $654, price is now $425 per person
$425
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9/10 Wonderful! (1,357 reviews)
Great stay overall! The rooms were clean, modern, and very comfortable with beautiful city views. The casino floor had a fun, energetic vibe with plenty of gaming options. Dining choices were convenient and the staff was friendly and professional. Close to downtown, which made it easy to explore. Would definitely stay again!

Reviewed on Feb 27, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $599, price is now $429 per person
$429
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9.8/10 Exceptional! (2,425 reviews)
The hotel is beautiful! The staff are friendly and helpful and the room was spotless. I can’t wait to return in two months.

Reviewed on Feb 28, 2026

Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was $481, price is now $364 per person
$364
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9/10 Wonderful! (1,002 reviews)
The front desk staff went over and above themselves to help us from the minute we arrived. The beds were so comfy and the room was very roomy yet cosy.

Reviewed on Feb 19, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Save 100% on your flight
Price was $667, price is now $513 per person
$513
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9.2/10 Wonderful! (1,008 reviews)
We love staying at the Iron Horse. The location is convenient, rooms are cool, and they have onsite food and drink options. Trendy atmosphere.

Reviewed on Mar 1, 2026

Don't see what you're looking for?
See all available trips from Columbus to Jackson
View all trips

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Jackson Hotel Deals

Comfort Inn & Suites Jackson - West Bend

Comfort Inn & Suites Jackson - West Bend

2.5 out of 5
W227 N16890 Tillie Lake Ct Jackson WI
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $88 total per night from Mar 8 to Mar 9
$88 total
Mar 8 - Mar 9
Total with taxes and fees
9/10 Wonderful! (581 reviews)
Good room

Reviewed on Feb 16, 2026

Comfort Inn & Suites Jackson - West Bend
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $167 total per night from Mar 22 to Mar 23
$167 total
Mar 22 - Mar 23
Total with taxes and fees
9.8/10 Exceptional! (2,576 reviews)
Gorgeous hotel and room with lovely entertainment and food options onsite. We’ll be back!

Reviewed on Mar 1, 2026

Saint Kate - The Arts Hotel
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
2308 W Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $90 total per night from Mar 15 to Mar 16
$90 total
Mar 15 - Mar 16
Total with taxes and fees
9/10 Wonderful! (1,297 reviews)
Room could be cleaner, stains all over the couch floor wasn’t too clean

Reviewed on Mar 1, 2026

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
See all 922 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.

Find the Best Jackson Vacation Packages

Jackson Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Population
6,900
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Little Switzerland, Cedar Creek Winery and Sunburst Ski Area

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Jackson vacation package cost?
You'll find cheap prices from $310 on Expedia for your Jackson break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Jackson costs.
What are the cheapest months to go to Jackson?
You're likely to find lower prices and better availability in April, September and October. Check out our cheap Jackson vacation packages and you could get some great off-season discounts.
How many days is enough for Jackson?
Typically, a handful of days is enough to visit the major sights during your Jackson vacation. But if you want to have time to chill out or go on day tours, think about extending your trip.
How to find the best Jackson package deals?
Use Expedia's handy filters to find some of the best Jackson package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Jackson package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Jackson vacation as a package?
You can enjoy significant savings on your Jackson getaway by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to see the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Jackson?
If you're planning a spur-of-the-moment Jackson vacation, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find amazing deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Jackson vacation packages?
Set off on your dream escape to Jackson with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait for the next payday — we've joined forces with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stick to your budget and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.