Book Exclusive Sheboygan County Vacation Packages

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Search vacation packages deals in Sheboygan County's top destinations

A winding wooden boardwalk through a grassy field with a pine tree and a distant view of a body of water and mountains.

Kohler

Vacations
Kohler

Sheboygan County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Appleton

Super 8 by Wyndham Appleton

2 out of 5
Price was CA $1,139, price is now CA $1,095 per person
CA $1,095
per person
Sep 23 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Appleton (ATW)
Book a stay at this business-friendly motel in Appleton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Fox River Mall and Fox River Antique Mall are located nearby.
Wyndham Garden Appleton

Wyndham Garden Appleton

2.5 out of 5
Price was CA $1,355, price is now CA $1,234 per person
CA $1,234
per person
Sep 23 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Appleton (ATW)
Book a stay at this business-friendly hotel in Appleton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fox River Mall and Time Warner Cable Field at Fox Cities Stadium are located nearby.
Days Inn & Suites by Wyndham Kaukauna WI

Days Inn & Suites by Wyndham Kaukauna WI

2 out of 5
Price was CA $1,290, price is now CA $1,216 per person
CA $1,216
per person
Sep 23 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Appleton (ATW)
Book a stay at this business-friendly hotel in Kaukauna. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Charles A. Grignon Mansion and Thousand Island State Conservancy Area are located nearby.
Best Western Plus Paper Valley Hotel

Best Western Plus Paper Valley Hotel

2.5 out of 5
Price was CA $1,232, price is now CA $1,164 per person
CA $1,164
per person
Sep 23 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Appleton (ATW)
Book a stay at this business-friendly hotel in Appleton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fox River Mall and Fox River Antique Mall are located nearby.
AmericInn by Wyndham Appleton Downtown

AmericInn by Wyndham Appleton Downtown

3 out of 5
Price was CA $1,259, price is now CA $1,191 per person
CA $1,191
per person
Sep 23 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Appleton (ATW)
Stay at this hotel in Appleton. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions Fox River Mall and Fox River Antique Mall are located nearby.

Top Sheboygan County hotels deals

Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St Sheboygan WI
The price is CA $231 per night
CA $231
CA $262 total
Jul 23 - Jul 24
includes taxes & fees
Book a stay at this business-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blue Harbor Resort & Conference Center Water Park and Above & Beyond Children's Museum are located nearby.
Breakfast included
Pet-friendly
The American Club

The American Club

5 out of 5
419 Highland Drive Kohler WI
Free cancellation
The price is CA $904 per night
CA $904
CA $999 total
Aug 9 - Aug 10
includes taxes & fees
Book a stay at this luxury hotel in Kohler. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Blue Harbor Resort & Conference Center Water Park and Kohler Design Center are located nearby.
Spa
Parking included
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

3 out of 5
3664 S Taylor Dr Sheboygan WI
Free cancellation
Reserve now, pay when you stay
The price is CA $130 per night
CA $130
CA $147 total
Aug 16 - Aug 17
includes taxes & fees
Book a stay at this business-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Blue Harbor Resort & Conference Center Water Park and Deer Trace Mall are located nearby.
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue Sheboygan WI
The price is CA $237 per night
CA $237
CA $269 total
Jul 23 - Jul 24
includes taxes & fees
Book a stay at this business-friendly aparthotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blue Harbor Resort & Conference Center Water Park and Stefanie H. Weill Center for the Performing Arts are located nearby.
Pool
Breakfast included
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

2.5 out of 5
4332 N 40th St Sheboygan WI
Free cancellation
Reserve now, pay when you stay
The price is CA $128 per night
CA $128
CA $146 total
Aug 9 - Aug 10
includes taxes & fees
Book a stay at this business-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blue Harbor Resort & Conference Center Water Park and Sheboygan County Historical Museum are located nearby.
The Osthoff Resort

The Osthoff Resort

3.5 out of 5
101 Osthoff Avenue Elkhart Lake WI
The price is CA $364 per night
CA $364
CA $419 total
Aug 2 - Aug 3
includes taxes & fees
Book a stay at this beach resort in Elkhart Lake. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Road America and Farmers Market are located nearby.
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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.

Stay near popular Sheboygan County attractions

Road America

9.4/10 (240 reviews)
You can take time to visit Road America during your travels to Plymouth. Discover the area's waterfalls and coffeehouses.
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Photos of local treasures

Browse Sheboygan County vacation photos for more inspiration

A wooden boardwalk along a sandy beach with dunes and a clear sky.
A sandy beach with gentle waves, sparse vegetation, and a cloudy sky.
A beach with a wooden bench, sand dunes, and the ocean.
A wooden boardwalk winding through a sandy beach area with sparse vegetation and a clear view of the ocean.
A winding wooden boardwalk through a grassy landscape with a clear blue sky and a distant shoreline.

Frequently asked questions

How much are vacation packages to Sheboygan County?
Travelocity offers hotel and flight packages from an incredible CA $1,095. 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.