Title: Jackson Vacation Packages 2026 from $539 | 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 $539 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## 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. ![The Stella Hotel & Ballroom](https://images.trvl-media.com/lodging/34000000/33550000/33542800/33542786/5eb9597a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Stella Hotel & Ballroom Downtown Kenosha $539 per person Apr 23 - Apr 26 found 1 day ago Roundtrip flight included Boston (BOS) to Milwaukee (MKE) 9.4/10 Exceptional! (1,001 reviews) Nice Place to stay, room was clean and the staff was very good. The young man and young lady in the bar were excellent on the night of 02/07\. The only that was a problem for me was there was no coffee or tea amenties before 7:00 am, but the young man at the front desk on 02/08 went and took care of us. Very impressed! Reviewed on Feb 9, 2026 ![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Potawatomi Hotel & Casino Menomonee River Valley $687 per person Apr 23 - Apr 26 found 1 day ago Roundtrip flight included Dallas (DFW) to Milwaukee (MKE) 9/10 Wonderful! (1,357 reviews) Great staff and excellent experience overall. Plan to come back. Reviewed on Feb 14, 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 $597 per person Apr 23 - Apr 26 found 1 day ago Roundtrip flight included Dallas (DFW) to Milwaukee (MKE) 9.6/10 Exceptional! (428 reviews) The room was great, location was perfect. I loved the loft vibe and exposed brick. It would have been a 5 star review if the TV was working. We couldn't get the TV to turn on. Reviewed on Nov 5, 2025 ![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Iron Horse Hotel Fifth Ward $809 per person Apr 23 - Apr 26 found 1 day ago Roundtrip flight included Dallas (DFW) to Milwaukee (MKE) 9.2/10 Wonderful! (1,008 reviews) Staff was great and helpful, food was delicious and the room was amazing! Reviewed on Feb 9, 2026 ![Embassy Suites by Hilton Milwaukee Brookfield](https://images.trvl-media.com/lodging/1000000/30000/27300/27215/d5967899_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Embassy Suites by Hilton Milwaukee Brookfield $603 per person Apr 23 - Apr 26 found 1 day ago Roundtrip flight included Dallas (DFW) to Milwaukee (MKE) 8.8/10 Excellent! (1,003 reviews) Love the breakfast buffet, the large lobby for gathering. Comfy spacious rooms! Reviewed on Feb 8, 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/2026-03-15/2026-03-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_602318) ## Jackson Hotel Deals ![Comfort Inn & Suites Jackson - West Bend](https://images.trvl-media.com/lodging/1000000/670000/661000/660970/aea83804_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfort Inn & Suites Jackson - West Bend W227 N16890 Tillie Lake Ct Jackson WI Fully refundableReserve now, pay when you stay $80 nightly $88 total Feb 22 - Feb 23 Total with taxes and fees 8.8/10 Excellent! (577 reviews) Spacious room! We would have enjoyed the pool more if the water was 3\* warmer. Also the hot tub floor surface is very rough. Otherwise, good value. Reviewed on Feb 9, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=660970&PinnedHotelID=660970&HadPinnedHotel=true®ionId=602318) ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_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 $121 nightly $142 total Feb 22 - Feb 23 Total with taxes and fees 9.6/10 Exceptional! (2,550 reviews) Check in was a breeze and loved the glass of champagne amenity upon check in. Nice value-add. Enjoyed the in-room amenities, especially the record player and selection of oldies albums. Reviewed on Feb 13, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=23253&PinnedHotelID=23253&HadPinnedHotel=true®ionId=602318) ![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/c32357bf_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham 2308 W Wisconsin Ave Milwaukee WI Fully refundableReserve now, pay when you stay $76 nightly $90 total Mar 1 - Mar 2 Total with taxes and fees 9/10 Wonderful! (1,296 reviews) Weird elevator but nice place Reviewed on Feb 10, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=117078&PinnedHotelID=117078&HadPinnedHotel=true®ionId=602318) [See all 913 properties in Jackson](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F16%2F2026&endDate=2%2F17%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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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Jackson vacation package cost? ### What are the cheapest months to go to Jackson? ### 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. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app