Title: Jackson Vacation Packages 2026 from $405 | 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 $405 ## 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. ![DoubleTree by Hilton Milwaukee - Brookfield](https://images.trvl-media.com/lodging/1000000/30000/26100/26053/fb600f8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Milwaukee - Brookfield $405 per person May 14 - May 19 found 9 hours ago Roundtrip flight included Boston (BOS) to Milwaukee (MKE) 8.4/10 Very Good! (1,001 reviews) Clean room. Nice staff. Had to pay additional fee for the breakfast buffet. Reviewed on Mar 1, 2026 ![Crowne Plaza Milwaukee Airport by IHG](https://images.trvl-media.com/lodging/1000000/30000/24700/24676/a34858fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Crowne Plaza Milwaukee Airport by IHG College Heights $455 per person May 14 - May 19 found 9 hours ago Roundtrip flight included Boston (BOS) to Milwaukee (MKE) 8/10 Very Good! (1,002 reviews) Great location for airport. Friendly staff. BEST INDIAN FOOD EVER!! Reviewed on Mar 7, 2026 ![Comfort Suites Milwaukee West](https://images.trvl-media.com/lodging/1000000/50000/40200/40153/7b7c6100_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Comfort Suites Milwaukee West Timmerman West $505 per person May 14 - May 19 found 9 hours ago Roundtrip flight included Boston (BOS) to Milwaukee (MKE) 7.6/10 Good! (1,001 reviews) Staff was nice, room was clean, we were there just for a weekend trip so it met our basic needs. Reviewed on Feb 25, 2026 ![Candlewood Suites Milwaukee Airport by IHG](https://images.trvl-media.com/lodging/3000000/2560000/2553600/2553582/50c7a50f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Candlewood Suites Milwaukee Airport by IHG $942 per person May 26 - Jun 2 found 19 hours ago Roundtrip non-stop flight included Denver (DEN) to Milwaukee (MKE) 8.6/10 Excellent! (446 reviews) The room was excellent of of many stay at other hotel I give 4.5 front seat was friendly Reviewed on Feb 8, 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 $530 per person May 22 - May 24 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Milwaukee (MKE) 9/10 Wonderful! (1,400 reviews) yes, everything worked just fine. Reviewed on Mar 10, 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/2026-04-11/2026-04-18/?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/e910adbc_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 $92 nightly $101 total Mar 15 - Mar 16 Total with taxes and fees 9/10 Wonderful! (586 reviews) The area was clean and well lit. Reviewed on Mar 9, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F15%2F2026&endDate=3%2F16%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 $145 nightly $170 total Mar 29 - Mar 30 Total with taxes and fees 9.8/10 Exceptional! (2,589 reviews) Have had an excellent experience at the Saint Kate in the past, however this time we had a couple of room issues that took a long time to get addressed. The first issue was with the in-room record player, however someone was sent right away to fix, so that was fine. But the second issue was with ... Reviewed on Mar 10, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%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 $81 nightly $93 total Mar 13 - Mar 14 Total with taxes and fees 8.4/10 Very Good! (619 reviews) TV and internet intermittent problems. Reviewed on Mar 10, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F13%2F2026&endDate=3%2F14%2F2026&selected=9488&PinnedHotelID=9488&HadPinnedHotel=true®ionId=602318) [See all 924 properties in Jackson](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F12%2F2026&endDate=3%2F13%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/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure 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