Jackson Trips (flight + hotel)

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Top hotels in Jackson

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 P5,329 per night from Jul 6 to Jul 7
P5,329
P5,888 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (509 reviews)
"Good experience. Friendly staff. Comfortable room. And coffee when we needed it!"

Reviewed on Jun 19, 2025

Comfort Inn & Suites Jackson - West Bend
Sheraton Milwaukee Brookfield Hotel
Sheraton Milwaukee Brookfield Hotel
3.5 out of 5
375 S Moorland Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is P4,924 per night from Jul 7 to Jul 8
P4,924
P5,687 total
Jul 7 - Jul 8
includes taxes & fees
8.4/10 Very Good! (285 reviews)
"overall good experience"

Reviewed on Jun 20, 2025

Sheraton Milwaukee Brookfield Hotel
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 P4,641 per night from Jul 28 to Jul 29
P4,641
P5,360 total
Jul 28 - Jul 29
includes taxes & fees
8/10 Very Good! (1,109 reviews)
For the $100/night price it was great.
"The pool area is definitely not in good condition… there is no hot tub there looks like it was filled in. Windows behind where it was are really clouded unable to see out, room for pool is just dingy. The hallways had a dirty diaper old food smell but we weren’t there long. The rooms were great except ..."

Reviewed on Jun 26, 2025

Sonesta Select Milwaukee Brookfield
See all 1,019 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.