Jackson Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Jackson

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 2.146.760 ₫ per night from 28 Jul to 29 Jul
2.146.760 ₫
2.479.508 ₫ total
28 Jul - 29 Jul
includes taxes & fees
8/10 Very Good! (1,123 reviews)
Nice hotel, reasonable price
"Everything was good. My only complaint was that there was a large sticky spot on the carpet."

Reviewed on 1 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 2.801.260 ₫ per night from 13 Jul to 14 Jul
2.801.260 ₫
3.246.661 ₫ total
13 Jul - 14 Jul
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"It was a convenient location, with clean accommodations but could use some improved upkeep."

Reviewed on 3 Jul 2025

Four Points by Sheraton Milwaukee North Shore
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 2.277.660 ₫ per night from 14 Jul to 15 Jul
2.277.660 ₫
2.639.807 ₫ total
14 Jul - 15 Jul
includes taxes & fees
7.4/10 Good! (1,376 reviews)
Expensive pet fee
"On Hotels.com the description says "pet friendly" but does not say $75 non refundable. That seems unusually steep and should be in writing."

Reviewed on 4 Jul 2025

Sonesta Milwaukee West Wauwatosa
See all 1,025 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 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.