Jackson Vacations from $465
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Your Jackson Vacation
Unforgettable adventures await when you reserve a vacation package to Jackson. Whether you're a history buff, foodie or just a traveler who loves discovering new places, there's something for everyone in this exciting city. Fill your free time with visits to Little Switzerland, Cabelas and Kettle Moraine Ice Center, some of the top attractions you shouldn't miss during a trip to Jackson. Expedia is here to help you escape your routine. Tailor your vacation to Jackson to suit your travel style, whatever that may be.
The Latest Jackson vacation packages
Price found within the past 48 hours. Click for updated prices.
Kinn Guesthouse Bay View
Bay View
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Milwaukee (MKE)
9.6/10 Exceptional! (402 reviews)
The beds are so comfortable and the decor is great! There is really no staff there to connect with, which is different. You go and leave like its an apartment- they just send codes and there is no service desk. I loved the place! Very steep stairs for older people to go up.
Reviewed on Aug 10, 2025
DoubleTree by Hilton Milwaukee - Brookfield
per person
Oct 9 - Oct 14
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Milwaukee (MKE)
8.4/10 Very Good! (1,000 reviews)
It was a wonderful experience. The staff was super friendly and kind. We found it kid friendly and felt safe.
Reviewed on Aug 15, 2025
Abbey Resort and Avani Spa
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Washington (IAD) to Milwaukee (MKE)
8.6/10 Excellent! (1,429 reviews)
Food options were great and the property has a lot of charm and character. Very fitting for the lakefront. Room was good but there was some minor damage and dirtiness in areas along the floor. The bed mattress was also sunken in on one side so I slept on the opposite end.
Reviewed on Aug 17, 2025
Jackson Hotel Deals
Comfort Inn & Suites Jackson - West Bend
W227 N16890 Tillie Lake Ct, Jackson, WI
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $101 total per night from Sep 7 to Sep 8
$101 total
Sep 7 - Sep 8
Total includes taxes and fees
8.8/10 Excellent! (531 reviews)
"Staff nice"
Reviewed on Aug 16, 2025
AmericInn by Wyndham Glendale/Milwaukee
5110 N Port Washington Rd, (772), Milwaukee, WI
$71 nightly
The price is $82 total per night from Sep 8 to Sep 9
$82 total
Sep 8 - Sep 9
Total includes taxes and fees
7.6/10 Good! (1,017 reviews)
"Good stay"
Reviewed on Aug 17, 2025
Sonesta Milwaukee West Wauwatosa
10499 W Innovation Dr, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $117 total per night from Sep 7 to Sep 8
$117 total
Sep 7 - Sep 8
Total includes taxes and fees
7.4/10 Good! (1,573 reviews)
"Great experience"
Reviewed on Aug 14, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.