Jefferson County Holidays

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Your Jefferson County Holiday

Leave all the planning to us with a Jefferson County holiday package. With everything arranged before you leave home, the only thing you'll need to do is sit back, chill out and enjoy this destination's culture and beauty. Begin your trip to Jefferson County with some time in Fort Atkinson visiting popular sights like Jefferson County Fairgrounds and Lake Koshkonong. Watertown is another city that lures crowds from far and wide. The Gobbler Theatre and Holzhueter Farm State Park are two of the top places to see in this destination. Expedia is your one-stop shop when it comes to planning your Jefferson County holiday. From accommodation and flights, to car rentals and activities, we know how to create a travel experience like no other.

Top Jefferson County Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was £1,126, price is now £767 per person
£767
per person
7 Jul - 12 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,332 reviews)
Really a great hotel. The view was amazing from our room. The room was large and lots of space to hang out. The bed was comfy, and so were the pillows.

Reviewed on 24 May 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,339, price is now £890 per person
£890
per person
7 Jul - 12 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (480 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.

Reviewed on 22 May 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was £1,427, price is now £1,009 per person
£1,009
per person
7 Jul - 12 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,507 reviews)
Walls are paper thin. We literally heard snoring all night from the room next to us. Also, the smell of cigarette smoke kept coming into our room. Rooms were nice and clean. The view was 🔥.

Reviewed on 23 May 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was £1,113, price is now £810 per person
£810
per person
7 Jul - 12 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (2,163 reviews)
Perfect location to sight see Chicago. Staff were not friendly and when I asked a question felt like it was too much effort for them to respond in a professional helpful manner. Saying that the hotel was beautiful and the rooms were perfect. Great view.

Reviewed on 24 May 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,087, price is now £796 per person
£796
per person
7 Jul - 12 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very Good! (2,711 reviews)
Great location and helpful staff. Small rooms and public areas.

Reviewed on 25 May 2026

Jefferson County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Top Sights
Lake Koshkonong, Busy Barns Adventure Farm and Glacial River Bike Trail

Top hotels in Jefferson County

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 £121 per night from 26 May to 27 May
£121
26 May - 27 May
includes taxes & fees
9.2/10 Wonderful! (1,343 reviews)
"Happy"

Reviewed on 25 May 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 £183 per night from 26 May to 27 May
£183
26 May - 27 May
includes taxes & fees
8.6/10 Excellent! (3,262 reviews)
"This resort is 100 percent family water park bowling for the kids arcade we enjoy are staying"

Reviewed on 24 May 2026

Timber Ridge Lodge and Waterpark
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 £87 per night from 31 May to 1 Jun
£87
31 May - 1 Jun
includes taxes & fees
9.4/10 Exceptional! (1,008 reviews)
"Great friendly and very clean . Loved the big screen tv ."

Reviewed on 25 May 2026

DoubleTree by Hilton Madison East
See all 1,204 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Jefferson County travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Jefferson County from just £767. And the more you bundle, the more cash you save. The getaway of your dreams has never been so affordable.
If I'm not able to travel, can I cancel my Jefferson County travel package?
It is possible to cancel your Jefferson County booking if your travel plans have changed. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.
How do I get a cheap travel package to Jefferson County?
Just imagine all the wonderful things you could do in Jefferson County with a wad of extra cash in your pocket. Watch your savings stack up when you combine your hotel and airfare bookings into a Jefferson County holiday package. You have plenty of choice when you book with Expedia too. In fact, you can select from more than 550 air carriers and 1,000,000 hotels around the world. Whether you're taking a holiday with the entire family or going it alone, organising a trip to Jefferson County is better with a package.
Does Expedia offer Book Now, Pay Later Jefferson County holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has come up with a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book a dream getaway without drying up your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's convenient monthly instalment plans. If paying small amounts each month sounds right for you, choose this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your trip over multiple transactions.
  • Low deposit holidays: When you stumble on an unbeatable deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you get what you want.

What are the top hotels in Jefferson County?
AmericInn by Wyndham Jefferson and Country Inn & Suites by Radisson, Ft. Atkinson, WI know how to make their guests feel welcome in Fort Atkinson. If your itinerary also includes Watertown, look up AmericInn by Wyndham Jefferson and Country Inn & Suites by Radisson, Ft. Atkinson, WI. Both are top picks with travellers.
How far in advance should I book my Jefferson County holiday?
It depends on the airline, but you can generally compare international fares on Expedia nearly a year in advance. While it's a good idea to book ahead of time, lucky travellers will occasionally score a cheaper flight just weeks prior to their intended journey.
What does an Expedia Jefferson County travel package include?
It comes down to what sort of escape you're thinking about. Jefferson County holiday deals can include hotels, car rentals and flights. You can mix and match to find the bundle that works for you! You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking a Jefferson County travel package?
You'll enjoy excellent savings when you combine your hotels, flights and rental cars into a travel package. Plus, booking everything together just makes things easier. So why waste your money or time? Whether you're organising a luxury city stay with your love or an affordable family break, take a look at our travel packages today.
Can I choose my airline with a Jefferson County Expedia travel package?
Yes, you can. We offer more than 550 partner airlines all over the world, so select the carrier that's a good fit for your needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.