Jackson Holidays from £1,009

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Your Jackson Holiday

Unforgettable adventures await when you reserve a holiday package to Jackson. Whether you're a history buff, foodie or just a traveller 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 Centre, 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 holiday to Jackson to suit your travel style, whatever that may be.

Top Jackson Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Antioch Hotel & Suites
2708 Harbor Court
2728 Harbor Court
Lake Lawn Resort
Sky Lodge Inn & Suites

Jackson Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Population
6,900
Max Temp Winter
-3.89ºC
Max Temp Summer
24ºC
Top Sights
Little Switzerland, Cedar Creek Winery and Sunburst Ski Area

Top hotels in Jackson

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is £90 per night from 26 Apr to 27 Apr
£90
26 Apr - 27 Apr
includes taxes & fees
8.4/10 Very Good! (732 reviews)
Beds were clean which we were thankful for because the rest of the room felt pretty dirty. The bathroom was dirty and the a/c unit was so loud and never stopped running. Our room was right next to the elevator so we it was extremely loud. The entrance at the back of the building was filled with cigarette ...

Reviewed on 19 Apr 2026

Sheraton Milwaukee Brookfield 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 £79 per night from 17 May to 18 May
£79
17 May - 18 May
includes taxes & fees
9/10 Wonderful! (1,325 reviews)
Shower was great.

Reviewed on 16 Apr 2026

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
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 £134 per night from 10 May to 11 May
£134
10 May - 11 May
includes taxes & fees
9.8/10 Exceptional! (2,634 reviews)
Beautiful hotel and the staff was kind and professional.

Reviewed on 18 Apr 2026

Saint Kate - The Arts Hotel
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. Flight-inclusive packages are ATOL protected.