Jackson Holidays

Book a Hotel + Flight or Car together to unlock savings

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 2.318.290 ₫ per night from 1 Sept to 2 Sept
2.318.290 ₫
2.561.712 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (530 reviews)
"The hotel property itself could use some updates like carpet on stairs in lobby & down hallways. The beds were comfortable. Rooms had just basics of bar soap,hairdryer,coffee maker. It fit the purpose for our stay."

Reviewed on 11 Aug 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
The price is 2.494.890 ₫ per night from 19 Aug to 20 Aug
2.494.890 ₫
2.891.578 ₫ total
19 Aug - 20 Aug
includes taxes & fees
7.4/10 Good! (1,567 reviews)
"Parking was convenient"

Reviewed on 11 Aug 2025

Sonesta Milwaukee West Wauwatosa
AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

2.5 out of 5
5110 N Port Washington Rd, (772), Milwaukee, WI
The price is 1.890.864 ₫ per night from 7 Sept to 8 Sept
1.890.864 ₫
2.191.564 ₫ total
7 Sept - 8 Sept
includes taxes & fees
7.6/10 Good! (1,016 reviews)
"All was good"

Reviewed on 10 Aug 2025

AmericInn by Wyndham Glendale/Milwaukee
See all 989 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.