
Jackson Vacations from $308
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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.

Holiday Inn Express Hotel & Suites Milwaukee Airport by IHG
College Heights
Price was $388, price is now $308 per person
$308
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
8/10 Very Good! (972 reviews)
If the dryer is broken and at check in someone asks where the laundry room is at, you should probably mention the dryer is broken! Finding out hours aftet checking in that the dryer is broken is not the time to find out. We wouldve canceled our stay as we needed to wash cloths during our vacation.
Reviewed on Aug 25, 2025

Abbey Resort and Avani Spa
Price was $728, price is now $546 per person
$546
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
New York (JFK) to Milwaukee (MKE)
8.6/10 Excellent! (1,471 reviews)
I was really glad to have found a last minute option, at a fair price.
Reviewed on Aug 25, 2025


Potawatomi Hotel & Casino
Price was $669, price is now $530 per person
$530
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9/10 Wonderful! (1,340 reviews)
The rooms are very nice and clean. I liked that they had adjoining rooms for two families. Easy uber picked to go to Summerfest grounds.
Reviewed on Aug 25, 2025

The Pfister Hotel
Downtown Milwaukee
Price was $634, price is now $508 per person
$508
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.6/10 Exceptional! (1,698 reviews)
This is a great property to stay at, the hotel is very nice with lots of artwork and ambience. I highly recommend if you’re ever in Milwaukee..
Reviewed on Aug 23, 2025
Jackson Hotel Deals

Comfort Inn & Suites Jackson - West Bend
W227 N16890 Tillie Lake Ct, Jackson, WI
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $104 total per night from Sep 21 to Sep 22
$104 total
Sep 21 - Sep 22
Total with taxes and fees
8.8/10 Excellent! (534 reviews)
"Staff nice"
Reviewed on Aug 16, 2025

Sonesta Milwaukee West Wauwatosa
10499 W Innovation Dr, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Sep 2 to Sep 3
$107 total
Sep 2 - Sep 3
Total with taxes and fees
7.4/10 Good! (1,601 reviews)
"It was actually very comfortable bed needs some updates but still very clean people at the desk were awesome!"
Reviewed on Aug 24, 2025

AmericInn by Wyndham Glendale/Milwaukee
5110 N Port Washington Rd, (772), Milwaukee, WI
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $83 total per night from Sep 7 to Sep 8
$83 total
Sep 7 - Sep 8
Total with taxes and fees
7.6/10 Good! (1,006 reviews)
"Nice room"
Reviewed on Aug 23, 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.