Jackson Holidays

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Your Jackson Holiday

The vibrant city of Jackson is calling your name. Discover all its secrets with a Jackson holiday package that's customised to you. Every trip to Jackson needs a well-designed itinerary. Fill yours with leading attractions like Little Switzerland, Cabelas and Kettle Moraine Ice Centre. Whoever you're escaping with and whatever the size of your budget, your dream Jackson holiday is just clicks away with Expedia.

Jackson Holiday

Jackson Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Population
6,900
Max Temp Winter
-3.89ºC
Max Temp Summer
24ºC
Top Sights
Sunburst Ski Area, Little Switzerland and Cedar Creek Winery

Our pick of the best 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
The price is AU$163 per night from 10 Aug to 11 Aug
AU$163
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (519 reviews)
Just ok
"Front desk staff was not friendly, the lobby was not clean."

Reviewed on 27 Jul. 2025

Comfort Inn & Suites Jackson - West Bend
Sonesta Select Milwaukee Brookfield

Sonesta Select Milwaukee Brookfield

3 out of 5
16865 W Bluemound Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is AU$148 per night from 17 Aug to 18 Aug
AU$148
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (1,191 reviews)
"Another pleasant stay at the Sonesta Select in Brookfield. Breakfast was a little weak, but the room was comfortable and clean."

Reviewed on 25 Jul. 2025

Sonesta Select Milwaukee Brookfield
Four Points by Sheraton Milwaukee North Shore

Four Points by Sheraton Milwaukee North Shore

3 out of 5
8900 N Kildeer Ct, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$189 per night from 24 Aug to 25 Aug
AU$189
24 Aug - 25 Aug
includes taxes & fees
8/10 Very Good! (1,004 reviews)
"Everything was very nice. Clean comfortable room and the staff was friendly and welcoming."

Reviewed on 24 Jul. 2025

Four Points by Sheraton Milwaukee North Shore
See all 1,013 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Jackson holiday package cost?
You'll find cheap prices 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 holiday to Jackson costs.
What are the cheapest months to go to Jackson?
You're likely to find lower rates and greater availability in January, February and October. Take a look at our cheap Jackson holiday packages and you could land some great off-season discounts.
How many days is enough for Jackson?
Typically, a handful of days is enough to tick off the top attractions during your Jackson holiday. But if you'd like to have more time to chill out or take day trips, consider 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 holiday package as soon as possible.
Is it cheaper to book a Jackson holiday as a package?
You can enjoy significant savings on your Jackson getaway by booking a personalised holiday 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 holiday package to Jackson?
If you're planning a spur-of-the-moment Jackson holiday, 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.
How to plan a trip to Jackson?

  1. Choose your travel dates: The things you plan to do in Jackson and your preferred season will help you decide when to go.
  2. Calculate your budget: Ensure you have enough money to cover everything from dining out and transportation to flights and activities. Your hotel will likely be the largest expense during your trip to Jackson.
  3. Work out your trip length: Think about how long you'd like to spend discovering Jackson. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Jackson holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.