Book Exclusive Sheboygan Vacation Packages
Sheboygan flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson Kenosha - Pleasant Prairie
per person
Nov. 9 - Nov. 16
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Kenosha. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions America's Action Territory Family Fun Park and Pleasant Prairie RecPlex are located nearby.
Top Sheboygan hotels deals
La Quinta Inn by Wyndham Sheboygan
2932 Kohler Memorial Dr, Sheboygan, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $128 per night
CA $128
per night
Oct. 20 - Oct. 21
Book a stay at this golf 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 Sheboygan County Historical Museum and Old Plank Road Trail Head are located nearby.
Blue Harbor Resort and Conference Center
725 Blue Harbor Drive, Sheboygan, WI
The price is CA $288 per night
CA $288
per night
Oct. 6 - Oct. 7
Stay at this 3-star beach resort in Sheboygan. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Blue Harbor Resort & Conference Center Water Park and John Michael Kohler Arts Center are located nearby.
Pool
Hot tub
AmericInn by Wyndham Sheboygan
3664 S Taylor Dr, Sheboygan, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $113 per night
CA $113
per night
Oct. 6 - Oct. 7
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 Blackwolf Run and The Waelderhaus are located nearby.
Wingate by Wyndham Sheboygan
723 Center Avenue, Sheboygan, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $93 per night
CA $93
per night
Oct. 20 - Oct. 21
Book a stay at this business-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Popular attractions John Michael Kohler Arts Center and Stefanie H. Weill Center for the Performing Arts are located nearby.
Pool
Breakfast included
Watershed Hotel
838 N 15th St, Sheboygan, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $249 per night
CA $249
per night
Sep. 29 - Sep. 30
Stay at this 3-star 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 Above & Beyond Children's Museum and Stefanie H. Weill Center for the Performing Arts are located nearby.
Breakfast included
Pet-friendly
Grandstay Residential Suites Hotel - Sheboygan
708 Niagara Avenue, Sheboygan, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $200 per night
CA $200
per night
Oct. 6 - Oct. 7
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 Stefanie H. Weill Center for the Performing Arts and Above & Beyond Children's Museum are located nearby.
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.
Popular places to visit
Blue Harbor Resort & Conference Center Water Park
Enjoy a fun-filled day at Blue Harbor Resort & Conference Center Water Park during your trip to Sheboygan. Wander the lakeside in this family-friendly area.
Whistling Straits Golf Course
Enjoy a round of golf in Sheboygan at Whistling Straits Golf Course. Wander the lakeside and beautiful beaches in this family-friendly area.
John Michael Kohler Arts Center
You can spend time browsing the exhibits at John Michael Kohler Arts Center during your travels in Sheboygan. Wander the lakeside in this family-friendly area.
Sheboygan Vacations
Whether you're organizing a short break or a long and leisurely getaway, it's wise to know a little bit about Sheboygan before setting off.
To help you find your feet, Sheboygan is 50 miles (80 kilometers) north of the prominent city of Milwaukee.
This part of Northeast Wisconsin is home to around 49,000 residents, some of whom will surely be willing to provide you with a few travel tips.
Places to visit in Sheboygan
Nothing compares to seeing top-level art when your mind needs to be nourished. As you marvel at the fabulous pieces at John Michael Kohler Arts Center, see if you can find a deeper meaning. Need some more options? Leave the history journals! Witness the past jump off the page at Sheboygan County Historical Museum. But that's not all. Live theater can challenge our expectations and asks us to aspire to more. Attend a performance at Stefanie H. Weill Center for the Performing Arts and open your mind to some new ideas.Where do you fly into for Sheboygan?
The thrill of exploring a new destination will never get old. Once you've arrived at Austin Straubel International Airport (GRB), the center of Sheboygan will be just 55 miles (89 kilometers) away.Frequently asked questions
Photos of local treasures
Browse Sheboygan vacation photos for more inspiration
