Title: Jefferson County Vacations & Trips 2026 from CA $707 | 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/553248635976433209/8137ce5e-5465-4629-ad98-59d95ccbde8b.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Jefferson County Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## 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. ![JW Marriott Chicago](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/232aa080_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### JW Marriott Chicago Downtown Chicago CA $707 per person May 1 - May 3 found 10 hours ago Roundtrip non-stop flight included Montreal (YUL) to Chicago (ORD) 9.2/10 Wonderful! (1,000 reviews) Bottle of waters were not stocked in the refrigerator. Reviewed on Jan 6, 2026 ![La Banque Hotel](https://images.trvl-media.com/lodging/15000000/14710000/14702200/14702161/a8c9af9e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Banque Hotel CA $743 per person Apr 9 - Apr 12 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (447 reviews) Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring. Reviewed on Jan 26, 2026 ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago CA $828 per person Apr 17 - Apr 20 found 1 day ago Roundtrip flight included Montreal Metropolitan Airport (YHU) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Everything was amazing, specially the breakfast buffet. Reviewed on Feb 7, 2026 ![Level Chicago - River North](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/668d065a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago - River North Downtown Chicago CA $708 per person Apr 17 - Apr 20 found 1 day ago Roundtrip flight included Montreal Metropolitan Airport (YHU) to Chicago (ORD) 9/10 Wonderful! (766 reviews) Great stay. Would come again. Reviewed on Jan 19, 2026 ![Holiday Inn Club Vacations at Lake Geneva Resort by IHG](https://images.trvl-media.com/lodging/2000000/1690000/1681300/1681285/bf062b0f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Club Vacations at Lake Geneva Resort by IHG CA $723 per person Apr 21 - Apr 25 found 15 hours ago Roundtrip non-stop flight included Calgary (YYC) to Chicago (ORD) 8.8/10 Excellent! (1,003 reviews) My room was very clean, which I appreciated. We booked a suite, but the first one opened directly into the bedroom, and being on the first floor, I didn’t feel comfortable with that layout. I requested a room change, and the staff handled it quickly and professionally, which I really appreciated. One thing that was a bit confusing was the inconsistency between suites—some had a full kitchen while others only had a range top. It would be helpful to know that in advance when booking. Overall, the stay was quiet and peaceful during the week, which was exactly what we wanted. When we arrived on Saturday afternoon, the atmosphere was completely different—lots of people, plenty of activity, and a lively environment. The only real downside was that the room felt drafty. We ended up putting a towel under the door to help block the cold air. Aside from those small issues, it was a comfortable stay with a good stay. Reviewed on Jan 16, 2026 ## 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 $194 CA $270 total Feb 18 - Feb 19 includes taxes & fees 8.6/10 Excellent! (3,126 reviews) Front desk staff was excellent. Water park was great Reviewed on Jan 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=18%2F02%2F2026&endDate=19%2F02%2F2026&selected=1043867&PinnedHotelID=1043867&HadPinnedHotel=true®ionId=553248635976433209) ![DoubleTree by Hilton Madison East](https://images.trvl-media.com/lodging/1000000/10000/3200/3157/a90c37bb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Madison East 4402 E Washington Ave Madison WI Fully refundableReserve now, pay when you stay CA $145 CA $167 total Feb 9 - Feb 10 includes taxes & fees 9.4/10 Exceptional! (1,001 reviews) Great staff, nice room , great bartender , great shuttle driver Reviewed on Feb 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=3157&PinnedHotelID=3157&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 $65 CA $75 total Feb 26 - Feb 27 includes taxes & fees 6.4/10 (1,003 reviews) Ohh, absolutely, the room was very clean. It's just a great place to bring kids and grandma, you know, and they don't mind that kids get loud. You know, they run up and down the aisles make all kinds of roaring noises and banging. Hi, I'm sure you'll enjoy your visit. Besides, the prices are so reasonable ... Reviewed on Jan 20, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F02%2F2026&endDate=27%2F02%2F2026&selected=1719&PinnedHotelID=1719&HadPinnedHotel=true®ionId=553248635976433209) [See all 1,189 properties in Jefferson County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®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? ### How do I get a cheap travel package to Jefferson County? ### What are the top hotels in Jefferson County? ### How far in advance should I book my Jefferson County vacation? ### What does an Expedia Jefferson County travel package include? ### What should I know before booking a Jefferson County travel package? ### Can I choose my airline with a Jefferson County Expedia vacation package? ### If I'm not able to travel, can I cancel my Jefferson County vacation package? \* 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