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 AED 327 per night from Apr 13 to Apr 14
AED 327
AED 362 total
includes taxes & fees
13 Apr - 14 Apr
9/10 Wonderful! (489 reviews)
"Wonderful staff, but tge bathroom had a large clump of dust/hair under the bathroom door at the noytom hinge and the sink backed up really bad leaving a nasty black ring around the sink."

Reviewed on 31 March 2025

Comfort Inn & Suites Jackson - West Bend
Saint Kate - The Arts Hotel
Saint Kate - The Arts Hotel
4 out of 5
139 E Kilbourn Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AED 554 per night from Apr 20 to Apr 21
AED 554
AED 654 total
includes taxes & fees
20 Apr - 21 Apr
9.6/10 Exceptional! (2,291 reviews)
"We loved the overall service. Checking in was easy and the staff was attentive and friendly. The bar service was wonderful, as was the waitstaff at Aria. The property is beautiful, and it is in a great location. Our king room was VERY small and unexpected after having stayed there before and having ..."

Reviewed on 2 April 2025

Saint Kate - The Arts Hotel
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
4 out of 5
2308 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AED 357 per night from Apr 20 to Apr 21
AED 357
AED 421 total
includes taxes & fees
20 Apr - 21 Apr
9/10 Wonderful! (1,065 reviews)
"The history behind the building and the cleanliness of the property was amazing. Friendly staff awesome bar and restaurant on site."

Reviewed on 4 April 2025

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
See all 1,016 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 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.