Title: Jackson Vacation Packages 2026 from $427 | 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 $427 ## 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. ![Wildwood Lodge](https://images.trvl-media.com/lodging/1000000/70000/62400/62392/01f74bde_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wildwood Lodge $427 per person Jun 5 - Jun 9 found 10 hours ago Roundtrip flight included Boston (BOS) to Milwaukee (MKE) 8.6/10 Excellent! (1,011 reviews) The bedroom was not cleaned. Next to the bed on the floor was a spoon, a playing card, a used bandage, and coffee cup lid. There was hair in the tub. It just was not cleaned well at all. I talked to the front desk people and they apologized, but that was it. The breakfast was okay but they ran out of plates and no one filled them for a while so people had to wait. The front lobby has some games for families to play, so that was nice. The pool and hot tub were also nice. Reviewed on Mar 27, 2026 ![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 Save 100% on your flight $740 per person Jun 5 - Jun 9 found 10 hours ago Roundtrip flight included Boston (BOS) to Milwaukee (MKE) 9/10 Wonderful! (1,004 reviews) Honestly 5+ stars to the women running this place. They’re doing their jobs and doing it with kindness, friendliness and above all helpful and professional. Give them a raise!! It was spotless and comfortable. Good reason why their ratings are above other hotels in the area charging twice as much for the name. Reviewed on Mar 26, 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 Save 100% on your flight $624 per person Jun 5 - Jun 9 found 10 hours ago Roundtrip flight included Boston (BOS) to Milwaukee (MKE) 9/10 Wonderful! (1,417 reviews) Beautiful casino and great staff! Reviewed on Mar 27, 2026 ![County Clare Irish Hotel & Pub](https://images.trvl-media.com/lodging/2000000/1570000/1561000/1560944/2365da9a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### County Clare Irish Hotel & Pub Downtown Milwaukee $440 per person Jun 5 - Jun 9 found 10 hours ago Roundtrip flight included Boston (BOS) to Milwaukee (MKE) 9.6/10 Exceptional! (1,000 reviews) I didn't use the shuttle. Reviewed on Mar 21, 2026 ![The Brewhouse Inn & Suites](https://images.trvl-media.com/lodging/8000000/7090000/7084400/7084340/50aef5ef_edited_b657_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Brewhouse Inn & Suites Westown Save 100% on your flight $818 per person Jun 5 - Jun 9 found 10 hours ago Roundtrip flight included Boston (BOS) to Milwaukee (MKE) 9.6/10 Exceptional! (1,040 reviews) Absolutely. Will only book this hotel whenever I stay i. Milwaukee. Will use it as a quick getaway. Reviewed on Mar 27, 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/2026-04-28/2026-05-05/?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! (594 reviews) The breakfast is breakfast. It's eggs and Sausage and danishes with juice and milk that the same meals in all hotels. I didn't eat it but it looked and smelled good. I ate cereal and milk. My room was spotless when I got it. Nothing bad to grade on. Reviewed on Mar 28, 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 $179 nightly $211 total Apr 19 - Apr 20 Total with taxes and fees 9.8/10 Exceptional! (2,616 reviews) Great property, room was awesome Reviewed on Mar 26, 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 3 - Apr 4 Total with taxes and fees 8.4/10 Very Good! (669 reviews) Everything was great Reviewed on Mar 28, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F3%2F2026&endDate=4%2F4%2F2026&selected=9488&PinnedHotelID=9488&HadPinnedHotel=true®ionId=602318) [See all 916 properties in Jackson](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F29%2F2026&endDate=3%2F30%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://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