Deals on vacations and trips to Sheboygan County

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A warm December day took me here for a walk on Lake Michigan in Wisconsin. Wonderful place, I hope it doesn't turn into a golf course. Great campground here too

Sheboygan

Vacations
Sheboygan

Top Sheboygan County hotels deals

The American Club

The American Club

5 out of 5
419 Highland Drive Kohler WI
Free Cancellation
$490 nightly
The price is $541 total per night
$541 total
Dec 21 - Dec 22
Total with taxes and fees
A full-service spa, 3 restaurants, and 4 indoor tennis courts are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Unwind with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and an area shuttle.
Spa
Parking included
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $129 total per night
$129 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
This aparthotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included
Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$120 nightly
The price is $136 total per night
$136 total
Dec 20 - Dec 21
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. A lobby fireplace, express check-out, and a computer station are also on offer.
Breakfast included
Pet friendly
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

2 out of 5
3664 S Taylor Dr Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $81 total per night
$81 total
Dec 28 - Dec 29
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the indoor pool and conveniences like a 24-hour front desk and laundry facilities.
Pool
Breakfast included
The Oasis Hotel & Bar

The Oasis Hotel & Bar

2.5 out of 5
600 N Main St Sheboygan Falls WI
$79 nightly
The price is $87 total per night
$87 total
Dec 21 - Dec 22
Total with taxes and fees
This hotel features an indoor pool and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A fireplace in the lobby and laundry facilities are also provided.
Pool
Breakfast included
The Osthoff Resort

The Osthoff Resort

3.5 out of 5
101 Osthoff Avenue Elkhart Lake WI
$251 nightly
The price is $283 total per night
$283 total
Dec 20 - Dec 21
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Hot Tub
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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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Sheboygan County
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Photo by ed lee schneider
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Photo by Stephanie Kay
Photo by Stephanie Kay

Frequently asked questions

How much are vacation packages to Sheboygan County?
Travelocity offers hotel and flight packages from an incredible . With these kinds of bargains, you'll be exploring all of Sheboygan County before you know it.
Where can I get the best vacation package deals for Sheboygan County?
There are incredible Sheboygan County package deals to be snapped up with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties all over the world? Keep that in mind when you're ready to tick another destination off your list.
Why should I purchase my Sheboygan County vacation bundle with Travelocity?
We make traveling the world easy. Whether you're looking for a new destination to roam around or want to make sure you get the best deal around, we've got you covered. Our 24/7 customer support, high-quality service and Price Match Guarantee mean you can confidently book with Travelocity.
Can I save on my Sheboygan County car rental if I combine it with a hotel or flight?
You sure can with our Sheboygan County vacation packages. With one of these, there are plenty of ways to stretch your travel budget further. Bundle any two or more car, hotel, flight and tour bookings and watch the savings grow. With a rental car, all the popular sights around Sheboygan County are within reach.
Which airport is best for Sheboygan County?
You'll find three main airports for people traveling in and out of Sheboygan County — General Mitchell Intl. Airport (MKE), Appleton Intl. Airport (ATW) and Austin Straubel Intl. Airport (GRB).
What is there to do in Sheboygan County?
Sheboygan County is teeming with incredible things to see and do, however Blue Harbor Resort & Conference Center Water Park and John Michael Kohler Arts Center are two you shouldn't miss.

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