Find Luxury Hotels in Downtown Sheboygan, WI

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Check availability on Downtown Sheboygan Luxury Hotels

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Sep 28 - Sep 29
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Sep 29 - Sep 30
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Oct 3 - Oct 5
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Oct 10 - Oct 12

Top Downtown Sheboygan Luxury Hotels

Top Downtown Sheboygan Hotel Reviews

Harbor Winds Hotel

Harbor Winds Hotel

10/10 Excellent
"Delilah was very welcoming when we arrived. When we told her that we were going fishing in the morning, she made sure the breakfast bar and a fresh pot of coffee was ready for us - that was 4:00am! We will definitely stay here again."
Sandra 3-night trip
Posted 6 days ago
Harbor Winds Hotel

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Frequently asked questions

Are you searching for the perfect hotel for your luxury holiday in Downtown Sheboygan?
Amenities are an important consideration when you plan a vacation, so we make it easy to get what you want to make your stay relaxing and comfortable. If you want a posh hotel that has fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Downtown Sheboygan has to offer. Downtown Sheboygan has some interesting things to see and do including Stefanie H. Weill Center for the Performing Arts and John Michael Kohler Arts Center, so you might want to take in the local sights during your visit.
What's there to see and do in Downtown Sheboygan?
Experience all that Downtown Sheboygan has to offer when you visit Stefanie H. Weill Center for the Performing Arts, John Michael Kohler Arts Center, and Above & Beyond Children's Museum. If you have extra time while you're in the area, you might want to see Blue Harbor Resort & Conference Center Water Park and Bookworm Gardens.