Jefferson County Vacations & Trips from ￥297,118

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The Latest Jefferson County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Elk Grove Village/O'Hare

Wyndham Garden Elk Grove Village/O'Hare

3 out of 5
Price was ￥338,472, price is now ￥297,118 per person
￥297,118
per person
Aug 31 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
8.6/10 Excellent! (1,002 reviews)
Good location to ORD with easy access to I-90.

Reviewed on Jun 12, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was ￥526,999, price is now ￥390,000 per person
￥390,000
per person
Aug 31 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.2/10 Wonderful! (491 reviews)
Great place near the fun spots

Reviewed on Jun 12, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥468,123, price is now ￥404,550 per person
￥404,550
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (4,319 reviews)
Very good customer service

Reviewed on Jun 13, 2026

Hotel Zachary Chicago, a Tribute Portfolio Hotel

Hotel Zachary Chicago, a Tribute Portfolio Hotel

4 out of 5
Lakeview
Price was ￥812,867, price is now ￥708,766 per person
￥708,766
per person
Aug 31 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.6/10 Exceptional! (1,006 reviews)
Right across the street from Wrigley this place is the place to stay if watching cubs game and visiting Wrigley. Gallagher way. Brand new. Fabulous staff that accommodated my early arrival bag storage & changing in rest room pre game. Only issue is parking. Not clear signage but it’s off Clark street look for big on building. Once you leave u pre pay but pull all the way up to exit doors or they won’t open spent 15 minutes figuring out how to trigger the exit Fabulous pregame or other entertainment area for snacks and drinks pre game. Unassociates Mordecai is great for dinner and steingolds for bagels and coffee.

Reviewed on Jun 8, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was ￥581,620, price is now ￥509,230 per person
￥509,230
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Chicago (ORD)
9.6/10 Exceptional! (1,893 reviews)
The fitness center & spa was top notch. The on site restaurant had amazing food and service.

Reviewed on Jun 12, 2026

Jefferson County Hotel Deals

Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is ￥25,815 per night from Jun 15 to Jun 16
￥25,815
￥32,853 total
Jun 15 - Jun 16
includes taxes & fees
9.2/10 Wonderful! (1,370 reviews)
"Everything was great We love the view from the balcony"

Reviewed on Jun 12, 2026

Harbor Shores on Lake Geneva
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 ￥39,028 per night from Jul 7 to Jul 8
￥39,028
￥49,769 total
Jul 7 - Jul 8
includes taxes & fees
8.6/10 Excellent! (3,287 reviews)
"Amazing location and waterpark. Rooms were very nice and clean. Spacious space for the three of us. The waterpark was amazing and not too busy. I liked the fact that you can’t get day passes for the waterpark like a lot of the other waterpark/hotels do now."

Reviewed on Jun 13, 2026

Timber Ridge Lodge and Waterpark
The Cove Of Lake Geneva

The Cove Of Lake Geneva

3.5 out of 5
111 Center St Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is ￥25,789 per night from Jun 16 to Jun 17
￥25,789
￥33,277 total
Jun 16 - Jun 17
includes taxes & fees
9/10 Wonderful! (1,498 reviews)
"The Tv in the rooms are not the best"

Reviewed on Jun 12, 2026

The Cove Of Lake Geneva
See all 1,192 properties in Jefferson County
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 ￥297,118. 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.

Stay near popular Jefferson County attractions

The Octagon House

4.2/5 (11 reviews)
You can spend an afternoon studying the exhibits at The Octagon House during your trip to Watertown. Stroll along this family-friendly area's riverfront, or simply enjoy its restaurants.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.