Title: Jefferson County Vacations & Trips 2026 from CA $430 | 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. ![Hyatt Place Chicago/ Schaumburg](https://images.trvl-media.com/lodging/1000000/90000/82300/82257/df623816_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Place Chicago/ Schaumburg CA $430 per person Feb 13 - Feb 16 found 9 hours ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 8.6/10 Excellent! (1,000 reviews) Friendly staff, nice workout room, great breakfast. Reviewed on Dec 14, 2025 ![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Peninsula Chicago Downtown Chicago CA $1,902 per person Jan 31 - Feb 6 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.8/10 Exceptional! (1,003 reviews) Rooms were cozy and comfortable!!!! The staff was very welcoming, we visited in the month of December the Christmas decor was 100% amazing Reviewed on Dec 16, 2025 ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,995 per person Jan 24 - Jan 31 found 6 hours ago Roundtrip non-stop flight included Québec (YQB) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Pablo at reception was the most amazing! Amazing service, beautiful view, convenient location. Excellent hotel. Only thing for improvement would be better lighting in the bathroom. Reviewed on Dec 14, 2025 ![Hilton Orrington / Evanston](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/fbf21c1c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Orrington / Evanston Downtown Evanston CA $874 per person Feb 20 - Feb 28 found 2 hours ago Roundtrip non-stop flight included Vancouver (YVR) to Chicago (ORD) 7.6/10 Good! (1,002 reviews) Clean rooms, great location in Evanston near the university. Helpful staff. Reviewed on Nov 17, 2025 ![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 $1,128 per person Jan 24 - Jan 31 found 6 hours ago Roundtrip non-stop flight included Québec (YQB) to Chicago (ORD) 9.4/10 Exceptional! (1,130 reviews) Concierge not helpful and neither is was the door man, Neither would get me a cab, they said to just stand outside Reviewed on Dec 4, 2025 ## 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 Jan 11 - Jan 12, 2026 includes taxes & fees 8.6/10 Excellent! (3,066 reviews) Waterpark was great! Reviewed on Dec 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%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 $146 CA $168 total Dec 28 - Dec 29 includes taxes & fees 9.2/10 Wonderful! (1,002 reviews) Clean and organised hotel room Reviewed on Dec 11, 2025 [](https://expedia.ca/Hotel-Search?startDate=28%2F12%2F2025&endDate=29%2F12%2F2025&selected=3157&PinnedHotelID=3157&HadPinnedHotel=true®ionId=553248635976433209) ![Lodge Geneva National](https://images.trvl-media.com/lodging/1000000/900000/893400/893361/cb0dfe19_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Lodge Geneva National W4240 WI-50 Lake Geneva WI Fully refundableReserve now, pay when you stay 8.8/10 Excellent! (1,360 reviews) Great staff and location Reviewed on Dec 13, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=31%2F12%2F2025&endDate=01%2F01%2F2026&selected=893361&PinnedHotelID=893361&HadPinnedHotel=true®ionId=553248635976433209) [](https://expedia.ca/Hotel-Search?startDate=31%2F12%2F2025&endDate=01%2F01%2F2026&selected=893361&PinnedHotelID=893361&HadPinnedHotel=true®ionId=553248635976433209) [See all 1,181 properties in Jefferson County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F12%2F2025&endDate=19%2F12%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? ### 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