Jefferson Vacations from $453

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Your Jefferson Vacation

Take the hassle out of travel planning by booking a Jefferson vacation package. One of the best neighborhoods to stay in this captivating city is Rockdale, which is great for watersports and plenty more. Fill your days with tours of Johnson Creek Premium Outlets, Jefferson County Fairgrounds and Busy Barns Adventure Farm, some of the things you shouldn't miss during your trip to Jefferson. A couple of clicks is all it takes to put together a tailor-made Jefferson vacation on Expedia.

The Latest Jefferson vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club Christmas Mountain Village

Hilton Vacation Club Christmas Mountain Village

3 out of 5
Price was $537, price is now $453 per person
$453
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Madison (MSN)
8.4/10 Very Good! (135 reviews)
If looking for a peaceful place to get away this is yhe place.Is close to the dells and all the restaurant also walmart.

Reviewed on Mar 26, 2026

The Edgewater

The Edgewater

4.5 out of 5
Downtown Madison
Price was $1,560, price is now $1,172 per person
$1,172
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Madison (MSN)
9.2/10 Wonderful! (1,000 reviews)
We used to come here all of the time in the 90s!!! Loved it then. Love all of the restorations, changes, etc. Loved it now.

Reviewed on Jun 14, 2026

Bluegreen Odyssey Dells

Bluegreen Odyssey Dells

3.5 out of 5
Lake Delton
Price was $664, price is now $520 per person
$520
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Madison (MSN)
9.4/10 Exceptional! (207 reviews)
I absolutely love thi place I would highly recommend

Reviewed on May 22, 2026

Edge-O-Dells Resort - 21 and Older

Edge-O-Dells Resort - 21 and Older

2.5 out of 5
Price was $601, price is now $492 per person
$492
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Madison (MSN)
8.8/10 Excellent! (459 reviews)
They had a problem with the Internet I didn’t have for a little over a day so I called. They sent somebody to fix it then this morning I went to turn on the TV same issue. I rebooted the box like I was shown by staff and it did not work so that was frustrating and the room smelled very musky and almost like mildewy.

Reviewed on May 26, 2026

Best Western Premier Park Hotel

Best Western Premier Park Hotel

4 out of 5
Downtown Madison
Price was $886, price is now $750 per person
$750
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Madison (MSN)
9.6/10 Exceptional! (1,005 reviews)
Clean room, ubicación

Reviewed on Jun 17, 2026

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Stay near popular Jefferson attractions

Jefferson County Fairgrounds

8.6/5 (46 reviews)
This historic fairground has hosted the Jefferson County Fair since 1852, anchoring community traditions for generations. Visit in July to experience Wisconsin's rural heritage through livestock shows.
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Jefferson Hotel Deals

Best Western Plus Jefferson

Best Western Plus Jefferson

2.5 out of 5
1409 W JUNCTION ROAD Jefferson WI
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $119 total per night from Jun 22 to Jun 23
$119 total
Jun 22 - Jun 23
Total with taxes and fees
9.6/10 Exceptional! (390 reviews)
"The ENTIRE staff at the Best Western Plus in Jefferson, WI were fantastic! Friendly and helpful....always a smile to make you feel welcome, too."

Reviewed on May 31, 2026

Best Western Plus Jefferson
AmericInn by Wyndham Jefferson

AmericInn by Wyndham Jefferson

3 out of 5
1456 S Ryan Ave Jefferson WI
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $85 total per night from Jun 18 to Jun 19
$85 total
Jun 18 - Jun 19
Total with taxes and fees
8.2/10 Very Good! (478 reviews)
"HORRIBLE! WORST hotel I’ve stayed at and I travel a lot! Curtain sheers were shredded. Visible stains on bedspreads but when I removed them, there were stains on the duvet underneath. Linens looked worse than my rags; thin, worn and not white. One had washcloths looked like it had been used to white ..."

Reviewed on Jun 15, 2026

AmericInn by Wyndham Jefferson
AmericInn by Wyndham Janesville

AmericInn by Wyndham Janesville

3 out of 5
3900 Milton Ave Janesville WI
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $82 total per night from Jun 28 to Jun 29
$82 total
Jun 28 - Jun 29
Total with taxes and fees
8/10 Very Good! (1,021 reviews)
"Property was exactly what was expected of a hotel. Staff was great, room was clean and tidy. Couldn't ask for anything else. Great experience."

Reviewed on Jun 15, 2026

AmericInn by Wyndham Janesville
See all 351 properties in Jefferson
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.

Find the Best Jefferson Vacation Packages

Jefferson Essential Information

Language
English
Currency
U.S dollars
Population
7,900
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Fireside Dinner Theatre, Cambridge Winery and The Gobbler Theater

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Frequently asked questions

How much does a Jefferson vacation package cost?
You can snap up a vacation package to this top destination from $453 on Expedia. However, how much your vacation to Jefferson costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Jefferson?
January, October and November are great times to search for cheap Jefferson vacation packages. Choosing to travel in less busy months means you can usually find reduced prices on hotels and flights.
How many days is enough for Jefferson?
With a well-organized itinerary, you can easily visit the main Jefferson sights in a handful of days. But if you prefer to explore off the beaten track or go on day trips, think about booking your Jefferson vacation for longer.
Is it worth booking a vacation package to Jefferson?
It's easy to see why a Jefferson vacation is on the to-do list of many travelers. Major attractions like Jefferson County Fairgrounds are just the beginning of things to see and do here.
How to find the best Jefferson package deals?
Use Expedia's handy filters to help you find some tempting Jefferson package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Jefferson package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Jefferson vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Jefferson vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Jefferson?
If you have your Jefferson vacation dates confirmed, book as soon as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for traveling on a whim.
Does Expedia offer Book Now, Pay Later Jefferson vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Jefferson trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.