Jackson Vacations

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Find the Best Jackson Vacation Packages

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 ￥13,151 per night from Sep 21 to Sep 22
￥13,151
￥14,531 total
Sep 21 - Sep 22
includes taxes & fees
8.8/10 Excellent! (532 reviews)
"Staff nice"

Reviewed on Aug 16, 2025

Comfort Inn & Suites Jackson - West Bend
Sonesta Milwaukee West Wauwatosa

Sonesta Milwaukee West Wauwatosa

3.5 out of 5
10499 W Innovation Dr, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is ￥13,743 per night from Aug 28 to Aug 29
￥13,743
￥15,927 total
Aug 28 - Aug 29
includes taxes & fees
7.4/10 Good! (1,586 reviews)
Clean and secure
"Property is secure and fairly clean. I would stay here again. They are nearing a renovation time so the restaurant wasnt open. Coffee in room is K cup style so you can bring your own but the 2 pods provided were good. Shower had decent pressure. Would like to see more chains offering bidets, but ..."

Reviewed on Aug 21, 2025

Sonesta Milwaukee West Wauwatosa
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 ￥12,905 per night from Aug 28 to Aug 29
￥12,905
￥14,905 total
Aug 28 - Aug 29
includes taxes & fees
8/10 Very Good! (1,255 reviews)
"Very nice weekend stay"

Reviewed on Aug 18, 2025

Sonesta Select Milwaukee Brookfield
See all 979 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?
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 vacation 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 vacation 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 vacation. 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 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.
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 vacation package.

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