Sheboygan County Vacations & Trips from $589

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Your Sheboygan County Vacation

Make planning your next big adventure simple with a Sheboygan County vacation package. Whether it's the cuisine, history or something else entirely that draws you here, our package deals will help you discover it all. With so many things to see and do on a trip to Sheboygan County, it can be difficult to know where to begin. Kick off your travels in Sheboygan at Blue Harbor Resort & Conference Center Water Park and Kohler-Andrae State Park — two leading attractions here. Another city worth adding to your itinerary is Random Lake. Don't miss Ozaukee County Pioneer Village and Luxembourg American Cultural Center. From the instant you book your Sheboygan County vacation to when you get back home, Expedia has your back each step of the way.

Top destinations in Sheboygan County

The Latest Sheboygan County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Cobblestone Suites Oshkosh
AmericInn by Wyndham New London
Wyndham Garden Appleton
CopperLeaf Hotel BW Premier Collection
Best Western Plus Paper Valley Hotel

Find the Best Sheboygan County Vacation Packages

Sheboygan County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Top Sights
James Tellen Woodland Sculpture Garden, Old Plank Road Trailhead and Sheboygan County Historical Museum

Sheboygan County Hotel Deals

Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St Sheboygan WI
Fully refundableReserve now, pay when you stay
$180 nightly
The price is $205 total per night from Jul 14 to Jul 15
$205 total
Jul 14 - Jul 15
Total with taxes and fees
9.6/10 Exceptional! (583 reviews)
"The property was clean, new, smaller and right on the Sheboygan River. I appreciated the nice towels and good TP and Kleenex. They left a bag of goodies on our door for the 4th of July which was a nice touch. We had a small balcony overlooking the river. The only complaint I have is that the breakfast ..."

Reviewed on Jul 4, 2026

Watershed Hotel
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

3 out of 5
3664 S Taylor Dr Sheboygan WI
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $115 total per night from Jul 12 to Jul 13
$115 total
Jul 12 - Jul 13
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
"Overall a good experience. Good breakfast with hot food options. The bathtub had grime in it tho. It was also missing shampoo but someone brought some on request."

Reviewed on Jul 3, 2026

AmericInn by Wyndham Sheboygan
The American Club

The American Club

5 out of 5
419 Highland Drive Kohler WI
Fully refundable
$568 nightly
The price is $627 total per night from Jul 5 to Jul 6
$627 total
Jul 5 - Jul 6
Total with taxes and fees
9.6/10 Exceptional! (254 reviews)
"AMAZING stay, can't wait to come back!!"

Reviewed on Jun 28, 2026

The American Club
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.

Stay near popular Sheboygan County attractions

What to do in Sheboygan County

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