Title: Jackson Vacation Packages 2026 from $593 | Expedia.com [Jackson Travel Guide](https://expedia.com/Jackson.dx602318)[Hotels in Jackson](https://expedia.com/Jackson-Hotels.d602318.Travel-Guide-Hotels)[Vacation Rentals in Jackson](https://expedia.com/Jackson-Vacation-Rentals.d602318.Travel-Guide-VacationRentals)[Flights to Jackson](https://expedia.com/Cheap-Flights-To-Jackson.d602318.Travel-Guide-Flights)[Car Rentals in Jackson](https://expedia.com/Car-Rentals-In-Jackson.d602318.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Jackson Vacations from $593 ## Book a Hotel + Flight or Car together to unlock savings ## 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](https://www.expedia.com/Little-Switzerland-Slinger.d6335509.Vacation-Attraction), [Cabelas](https://www.expedia.com/Cabelas-Richfield.d553248621532659426.Vacation-Attraction) and [Kettle Moraine Ice Center](https://www.expedia.com/Kettle-Moraine-Ice-Center-West-Bend.d6335535.Vacation-Attraction), 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 Milwaukee Downtown by IHG](https://images.trvl-media.com/lodging/58000000/57140000/57132500/57132464/cf4024e5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express Milwaukee Downtown by IHG Downtown Milwaukee $593 per person May 28 - Jun 1 found 4 hours ago Roundtrip flight included Dallas (DFW) to Milwaukee (MKE) 9/10 Wonderful! (1,004 reviews) 10/10!!! Convenient, Nice Staff and Clean! I’d definitely stay here again! Reviewed on Mar 22, 2026 ![Kinn Guesthouse Bay View](https://images.trvl-media.com/lodging/21000000/20240000/20233300/20233264/4e3a3faa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kinn Guesthouse Bay View Bay View Save 100% on your flight $669 per person May 10 - May 16 found 2 hours ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE) 9.4/10 Exceptional! (450 reviews) The room was very spacious and clean. We loved the convenience of the area and the many amenities es provided on site. The team did an amazing job of communicating with rapid speed. Reviewed on Mar 23, 2026 ![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/w1201h762x12y0-0e8e5e6d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Iron Horse Hotel Fifth Ward $823 per person May 28 - Jun 1 found 4 hours ago Roundtrip flight included Dallas (DFW) to Milwaukee (MKE) 9.2/10 Wonderful! (1,030 reviews) Room and hotel where extremely well Reviewed on Mar 24, 2026 ![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/2e421f60_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Potawatomi Hotel & Casino Menomonee River Valley $799 per person May 28 - Jun 1 found 4 hours ago Roundtrip flight included Dallas (DFW) to Milwaukee (MKE) 9/10 Wonderful! (1,417 reviews) The Staff was absolutely awesome! Everyone we encountered was so helpful and friendly. We stayed 5 nights and from check in to check out we had the best time. Security, housekeeping, servers, bartenders, Marketplace workers, front desk, Cream City Coffee, Sportsbook cashiers were all great and made you feel welcome. Our room on the 19th floor was awesome with the floor to ceiling windows. The hotel is very clean. The Sportsbook for the March Madness Tourney was organized and ran so well, kudos to ALL the employees who worked that, they did amazing. Reviewed on Mar 23, 2026 ![Country Inn & Suites By Radisson, Brown Deer - Milwaukee North](https://images.trvl-media.com/lodging/124000000/123950000/123948300/123948214/a5255d5a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Country Inn & Suites By Radisson, Brown Deer - Milwaukee North Brown Deer $602 per person May 10 - May 16 found 2 hours ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE) 9.6/10 Exceptional! (43 reviews) Nicely renovated property. Large lounge area on the main floor with a bar that's open on weekend nights for a few hours. Decent breakfast. Good size room. Would stay again Reviewed on Mar 22, 2026 Don't see what you're looking for? See all available trips from Columbus to Jackson [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-24/2026-05-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Jackson Hotel Deals ![Comfort Inn & Suites Jackson - West Bend](https://images.trvl-media.com/lodging/1000000/670000/661000/660970/e910adbc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfort Inn & Suites Jackson - West Bend W227 N16890 Tillie Lake Ct Jackson WI Fully refundable $92 nightly $101 total Apr 19 - Apr 20 Total with taxes and fees 9/10 Wonderful! (589 reviews) Good Reviewed on Mar 22, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F19%2F2026&endDate=4%2F20%2F2026&selected=660970&PinnedHotelID=660970&HadPinnedHotel=true®ionId=602318) ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/3a9f7f5d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Saint Kate - The Arts Hotel 139 E Kilbourn Ave Milwaukee WI Fully refundableReserve now, pay when you stay $170 nightly $201 total Apr 19 - Apr 20 Total with taxes and fees 9.8/10 Exceptional! (2,617 reviews) Lovely hotel and wonderful bars! Fun, artsy hotel to stay in. Love the albums in the lobby to bring back to your room and okay on the turntable 👍 Reviewed on Mar 24, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F19%2F2026&endDate=4%2F20%2F2026&selected=23253&PinnedHotelID=23253&HadPinnedHotel=true®ionId=602318) ![Sheraton Milwaukee Brookfield Hotel](https://images.trvl-media.com/lodging/1000000/10000/9500/9488/w3995h2667x0y0-0e2042cd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sheraton Milwaukee Brookfield Hotel 375 S Moorland Rd Brookfield WI Fully refundableReserve now, pay when you stay $95 nightly $110 total Apr 2 - Apr 3 Total with taxes and fees 8.4/10 Very Good! (661 reviews) The pool was closed for our entire stay with no explanation why. Reviewed on Mar 24, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F2%2F2026&endDate=4%2F3%2F2026&selected=9488&PinnedHotelID=9488&HadPinnedHotel=true®ionId=602318) [See all 919 properties in Jackson](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F25%2F2026&endDate=3%2F26%2F2026®ionId=602318) 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. ## Find the Best Jackson Vacation Packages ## Jackson Essential Information | Language | English | | --------------- | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | General Mitchell Intl. Airport (MKE) | | Population | 6,900 | | Max Temp Winter | 25ºF | | Max Temp Summer | 75ºF | | Top Sights | [Little Switzerland](https://www.expedia.com/Little-Switzerland-Slinger.d6335509.Vacation-Attraction), [Cedar Creek Winery](https://www.expedia.com/Cedar-Creek-Winery-Cedarburg.d6333625.Vacation-Attraction) and [Sunburst Ski Area](https://www.expedia.com/Sunburst-Ski-Area-Kewaskum.d553248621532659361.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations 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How many days is enough for Jackson? ### How to find the best Jackson package deals? ### Is it cheaper to book a Jackson vacation as a package? ### When to book a vacation package to Jackson? ### Does Expedia offer Book Now, Pay Later Jackson vacation packages? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.