Jackson Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

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 ₩134,444 per night from Aug 3 to Aug 4
₩134,444
₩148,560 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (513 reviews)
"Should have elevator"

Reviewed on Jul 4, 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
The price is ₩116,546 per night from Aug 4 to Aug 5
₩116,546
₩134,611 total
Aug 4 - Aug 5
includes taxes & fees
8/10 Very Good! (1,156 reviews)
Nice place!
"Everything was great except the toilet was so loud when flushed it woke the other person when used during the night."

Reviewed on Jul 13, 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 ₩148,457 per night from Aug 3 to Aug 4
₩148,457
₩172,061 total
Aug 3 - Aug 4
includes taxes & fees
8/10 Very Good! (1,007 reviews)
"I had a lovely evening. Thank you."

Reviewed on Jul 10, 2025

Four Points by Sheraton Milwaukee North Shore
See all 1,030 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.