Jefferson County Vacations & Trips from ¥252,916

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    Save up to ¥45,448 when you book a flight and hotel together*
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The Latest Jefferson County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Aloft Chicago Downtown River North
Hotel Riu Plaza Chicago
Fairmont Chicago at Millennium Park
LondonHouse Chicago, Curio Collection by Hilton
The Emily Hotel

Jefferson County Hotel Deals

DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave Madison WI
Fully refundableReserve now, pay when you stay
The price is ¥16,702 per night from Jan 13 to Jan 14
¥16,702
¥19,290 total
Jan 13 - Jan 14
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
Great amenities and really friendly staff.

Reviewed on Jan 9, 2026

DoubleTree by Hilton Madison East
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is ¥22,190 per night from Jan 20 to Jan 21
¥22,190
¥30,904 total
Jan 20 - Jan 21
includes taxes & fees
8.6/10 Excellent! (3,104 reviews)
Perfect place to stay and catch the trolley to the ski hill! Has everything you need to park your car for the weekend and have a great time. Something for everyone!

Reviewed on Jan 10, 2026

Timber Ridge Lodge and Waterpark
Lodge Geneva National

Lodge Geneva National

4 out of 5
W4240 WI-50 Lake Geneva WI
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,370 reviews)
Very clean room. Absolutely a great stay

Reviewed on Jan 8, 2026

Lodge Geneva National
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.

Frequently asked questions

How much does a Jefferson County vacation package cost?
Custom make your Jefferson County package from just ¥252,916. 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 and Best Western Watertown are two popular options. If you're also spending time in Watertown, AmericInn by Wyndham Fort Atkinson and Days Inn by Wyndham Johnson Creek 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 if that occurs. When you're ready to make changes, we'll be here to help.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.