Title: Jefferson County Vacation Packages & Trips 2025 from CA $405 | Expedia.ca [Jefferson County Hotels](https://expedia.ca/Destinations-In-Jefferson-County.d553248635976433209.Hotel-Destinations)[Vacation Rentals in Jefferson County](https://expedia.ca/Destinations-In-Jefferson-County.d553248635976433209.Vacation-Rental-Destinations)[Jefferson County Car Rentals](https://expedia.ca/Destinations-In-Jefferson-County.d553248635976433209.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/133698/44817bc6-7a9f-46ac-a1c2-52338bceb881.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Jefferson County Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Matt Anderson Photography - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 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 Jefferson County Vacation With a Jefferson County vacation package, you can forget about planning stresses and simply focus on experiencing what this wonderful destination has on offer. A trip to Jefferson County wouldn't be complete without spending some time in its most renowned cities, starting with [Fort Atkinson](https://www.expedia.ca/Fort-Atkinson.d6059836.Destination-Travel-Guides). A couple of the top attractions here include Jefferson County Fairgrounds and Lake Koshkonong. [Watertown](https://www.expedia.ca/Watertown.d56036.Destination-Travel-Guides) is another favourite with Jefferson County travellers. Visitors to this exciting city love The Gobbler Theatre and Holzhueter Farm State Park. Expedia has everything you need for planning your Jefferson County vacation. From hotels and flights, to activities and more, we know how to create a travel experience like no other. ## Top Jefferson County Vacation Deals Price found within the past 48 hours. Click for updated prices. ![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### theWit Chicago, a Hilton Hotel Downtown Chicago CA $405 per person Jan 17 - Jan 20 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Chicago (ORD) 9/10 Wonderful! (1,011 reviews) Our guests that are not from Chicago there should be some sort of a quick tips handout that gives an overview of the events that are taking place over the next week popular restaurants things that are within walking distance of the hotel Reviewed on Oct 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-17/2026-01-20/?FromAirport=YHM&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2463437&paandie=true&dealMarker=92d7CaqPSq2GV42U8ooj1ZCi0yuzFfmzPGl1wcGYHRh2CYDdyiD-dtsJXrHOgE9I) ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $495 per person Jan 17 - Jan 20 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Chicago (ORD) 9.4/10 Exceptional! (1,110 reviews) Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly. Reviewed on Oct 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-17/2026-01-20/?FromAirport=YHM&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&dealMarker=92d7CaqPSq2GV42U8ooj1e4mzQbfW8G7dHazc-Yw07FpGTSF_wm8eyqP6IvlcGSO) ![Park Hyatt Chicago](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Hyatt Chicago Downtown Chicago CA $1,565 per person Dec 28 - Jan 2 found 15 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.6/10 Exceptional! (1,006 reviews) This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend! Reviewed on Oct 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20695&paandie=true&dealMarker=VCE7QcuKn8xLCDGDCnmXgAO6FZfIZtFrwDZfTzd5jr1kDAwoOBoh_MVlVvjgjbFG) ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago CA $912 per person Dec 29 - Jan 2 found 1 day ago Roundtrip flight included Montreal (YUL) to Chicago (ORD) 9/10 Wonderful! (367 reviews) We booked a two-bedroom corner suite which was very spacious (especially the kitchen/living room area), and we had very good view of the old town overlooking from the big porch. The location of the hotel was pretty nice, only 15 min to Michigan Avenue. However, a few things were disappointing: 1) The check-in process was longer than expected which took 15-20 min to get the room keys; 2) The floor of the suite was quite dusty and the door of the master bedroom was broken (could not be locked); 3) The room phone didn't work at all and we had to use our phone to call the hotel front desk to ask questions; 4) This was the one and only hotel we'd stayed worldwide that did not provide foam pillows (feather pillows only to which one of our family members was allergic). Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-02/?FromAirport=YUL&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=39805843&paandie=true&dealMarker=j8BypNWI3qNytJIf8GYV9Re5JPvo-iqkQbpIh65X1kB-gFIyQHlosdKrEPiBS2tc) ![Hilton Grand Vacations Club Chicago Magnificent Mile](https://images.trvl-media.com/lodging/38000000/37650000/37641700/37641670/843f6e73_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Grand Vacations Club Chicago Magnificent Mile Downtown Chicago CA $466 per person Jan 17 - Jan 20 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Chicago (ORD) 9.2/10 Wonderful! (303 reviews) Food price was high but everything was fine Reviewed on Oct 4, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-17/2026-01-20/?FromAirport=YHM&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37641670&paandie=true&dealMarker=92d7CaqPSq2GV42U8ooj1e4mzQbfW8G7dHazc-Yw07EltVaPuoQXenH7PQa4aJ8f) ## Jefferson County Hotel Deals ![Timber Ridge Lodge and Waterpark](https://images.trvl-media.com/lodging/2000000/1050000/1043900/1043867/6d6345d6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Timber Ridge Lodge and Waterpark 7020 Grand Geneva Way, Lake Geneva, WI Fully refundableReserve now, pay when you stay CA $189 CA $264 total Oct 27 - Oct 28 includes taxes & fees 8.6/10 Excellent! (3,012 reviews) Amazing stay for a family trip with young kids. The waterpark and various activities are perfect for little kids. Our room was a little beat up and needed a fresh coat of paint in a few areas, but other than that it was very clean and well maintained. Reviewed on Oct 18, 2025 [](https://expedia.ca/Hotel-Search?startDate=27%2F10%2F2025&endDate=28%2F10%2F2025&selected=1043867&PinnedHotelID=1043867&HadPinnedHotel=true®ionId=553248635976433209) ![Motel 6 Madison, WI - East](https://images.trvl-media.com/lodging/1000000/10000/1800/1719/b06e2cee_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Motel 6 Madison, WI - East 4202 E Towne Blvd, Madison, WI Fully refundableReserve now, pay when you stay CA $57 CA $65 total Nov 9 - Nov 10 includes taxes & fees 6.6/10 (1,025 reviews) A regular visitor of this location. It’s convenient for my job. Reviewed on Oct 17, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=1719&PinnedHotelID=1719&HadPinnedHotel=true®ionId=553248635976433209) ![Harbor Shores on Lake Geneva](https://images.trvl-media.com/lodging/1000000/10000/4700/4614/5cc62c75_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Harbor Shores on Lake Geneva 300 Wrigley Dr, Lake Geneva, WI Fully refundableReserve now, pay when you stay CA $157 CA $206 total Nov 10 - Nov 11 includes taxes & fees 9/10 Wonderful! (1,309 reviews) We have good time Reviewed on Oct 19, 2025 [](https://expedia.ca/Hotel-Search?startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&selected=4614&PinnedHotelID=4614&HadPinnedHotel=true®ionId=553248635976433209) [See all 1,223 properties in Jefferson County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025®ionId=553248635976433209) 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. ![](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.ca/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 [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](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.ca/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.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Jefferson County vacation package cost? > Custom make your Jefferson County package from just CA $405. Choose from any combination of rental cars, flights and hotels to craft the getaway you've been dreaming about for ages. Be sure to add on a few experiences or tours! ### How do I get a cheap travel package to Jefferson County? > Track down flights that fit your busy schedule, add a hotel room to your booking and watch the savings rack up with a Jefferson County vacation package. It's that easy! From hotels and flights to tours and rental cars, Expedia makes traveling cheaply a cinch. And with more than 550 air carriers and 1,000,000 hotel options throughout the world to choose from, you won't be short of choice. ### What are the top hotels in Jefferson County? > When it comes to properties in Fort Atkinson, [Comfort Suites Johnson Creek Conference Center](https://www.expedia.ca/Fort-Atkinson-Hotels-Comfort-Suites-Johnson-Creek-Conference-Center.h1340603.Hotel-Information) and [Best Western Watertown](https://www.expedia.ca/Fort-Atkinson-Hotels-Best-Western-Watertown.h43136.Hotel-Information) are two popular options. If you're also spending time in Watertown, [AmericInn by Wyndham Fort Atkinson](https://www.expedia.ca/Fort-Atkinson-Hotels-Quality-Inn-Suites.h33301232.Hotel-Information) and [Days Inn by Wyndham Johnson Creek](https://www.expedia.ca/Fort-Atkinson-Hotels-Days-Inn-By-Wyndham-Johnson-Creek.h24041.Hotel-Information) will make you feel right at home. ### How far in advance should I book my Jefferson County vacation? > Reserving your flights early with Expedia means one less thing to have to worry about. Most carriers advertise tickets up to 12 months prior to departure dates. This is typically the cheapest time to book. If circumstances have left you booking late, incredible deals to Jefferson County sometimes become available just a few weeks before departure. ### What does an Expedia Jefferson County travel package include? > Hotels, flights and a cool car for all your fun road trip adventures. Simply select your preferred bundle and gain access to great discounts. Once you've made your booking, add on a few tours and experiences and watch your savings grow. When it comes to creating your Jefferson County vacation, you're in charge! ### What should I know before booking a Jefferson County travel package? > So many places to go, so many things to see. With a travel package, you'll be able to cross more of them off your list. Bundle your flights, hotels and rental cars and score big savings. ### Can I choose my airline with a Jefferson County Expedia vacation package? > Yes — and it's easy too. Expedia has access to more than 550 partner airlines globally. Our vacation packages give you the flexibility to take your pick of available flights, hotels and activities that suit you. ### If I'm not able to travel, can I cancel my Jefferson County vacation package? > Don't worry if you're rethinking your Jefferson County vacation package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We get that life can throw the occasional spanner in the works, so make your way to our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105) if that occurs. When you're ready to make changes, we'll be here to help. ## Explore a world of travel with Expedia \* 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 on select hotels and earn double points 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 ![QR code to download the app](data:image/png;base64,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)