Sheboygan County Vacations & Trips from $1,027

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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

FlightsFlightsHotelsHotels

Kohler

Kohler

The Latest Sheboygan County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Quality Inn Appleton West

Quality Inn Appleton West

2.5 out of 5
Price was $1,194, price is now $1,027 per person
$1,027
per person
Dec 25 - Dec 30
found 11 hours ago
Roundtrip flight included
Idaho Falls (IDA) to Appleton (ATW)
7/10 Good! (722 reviews)
Relatively clean but very outdated and in need of a little TLC. Worked out well as a place to crash after a Packer game.

Reviewed on Nov 11, 2025

Four Points by Sheraton Appleton

Four Points by Sheraton Appleton

3 out of 5
Price was $1,410, price is now $1,183 per person
$1,183
per person
Dec 25 - Dec 30
found 11 hours ago
Roundtrip flight included
Idaho Falls (IDA) to Appleton (ATW)
8.6/10 Excellent! (1,000 reviews)
Check in person was very friendly and helpful.

Reviewed on Aug 23, 2025

Wingate by Wyndham Appleton

Wingate by Wyndham Appleton

2.5 out of 5
Price was $1,315, price is now $1,111 per person
$1,111
per person
Dec 25 - Dec 30
found 11 hours ago
Roundtrip flight included
Idaho Falls (IDA) to Appleton (ATW)
8.6/10 Excellent! (1,014 reviews)
The front desk lady was incredibly rude and curt.

Reviewed on Nov 11, 2025

Fairfield Inn & Suites by Marriott Appleton

Fairfield Inn & Suites by Marriott Appleton

3.5 out of 5
Price was $1,339, price is now $1,194 per person
$1,194
per person
Dec 25 - Dec 30
found 11 hours ago
Roundtrip flight included
Idaho Falls (IDA) to Appleton (ATW)
9.6/10 Exceptional! (221 reviews)
good average hotel in the right location near airport, friendly staff

Reviewed on Oct 6, 2025

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

The American Club

The American Club

5 out of 5
419 Highland Drive, Kohler, WI
Fully refundable
$490 nightly
The price is $541 total per night from Nov 13 to Nov 14
$541 total
Nov 13 - Nov 14
Total with taxes and fees
9.6/10 Exceptional! (232 reviews)
The shower was amazing

Reviewed on Nov 7, 2025

The American Club
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue, Sheboygan, WI
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $136 total per night from Nov 27 to Nov 28
$136 total
Nov 27 - Nov 28
Total with taxes and fees
8.6/10 Excellent! (996 reviews)
Perfect.

Reviewed on Nov 5, 2025

Grandstay Residential Suites Hotel - Sheboygan
Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St, Sheboygan, WI
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $123 total per night from Nov 14 to Nov 15
$123 total
Nov 14 - Nov 15
Total with taxes and fees
9.6/10 Exceptional! (445 reviews)
Great service!

Reviewed on Nov 10, 2025

Watershed Hotel
See all 432 properties in Sheboygan 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.
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