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Find Luxury Hotels in Sheboygan, WI

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Pick from 7 Sheboygan Luxury Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

The Inn on Maritime Bay, Ascend Hotel Collection
Exterior
The Inn on Maritime Bay, Ascend Hotel Collection
2.5 star property
7.6 out of 10, Good, (1001)
"Staff were extremely kind and helpful! Stay was wonderful. "
The price is AED 468
AED 528 total
includes taxes & fees
5 Dec - 6 Dec
The Inn on Maritime Bay, Ascend Hotel Collection
Super 8 by Wyndham Sheboygan WI
Exterior
Super 8 by Wyndham Sheboygan WI
2.0 star property
6.6 out of 10, (763)
"Very comfortable "
The price is AED 235
AED 267 total
includes taxes & fees
24 Nov - 25 Nov
Super 8 by Wyndham Sheboygan WI
Harbor Winds Hotel
Exterior
Harbor Winds Hotel
2.0 star property
8.4 out of 10, Very Good, (835)
"Beautiful area and great staff "
The price is AED 331
AED 375 total
includes taxes & fees
24 Nov - 25 Nov
Harbor Winds Hotel
Wingate by Wyndham Sheboygan
Indoor pool
Wingate by Wyndham Sheboygan
2.0 star property
5.4 out of 10, (619)
"I stay there a couple times a month. The owners have been renovating the place since summertime. Looks better every time I go there. The beds are very comfortable, and the staff is very friendly. It's also very convenient having a store in the same building as the hotel. Great accommodations for the price!"
The price is AED 244
AED 277 total
includes taxes & fees
24 Nov - 25 Nov
Wingate by Wyndham Sheboygan
Days Inn by Wyndham Manitowoc
Room
Days Inn by Wyndham Manitowoc
2.0 star property
6.8 out of 10, (456)
"Staff were very friendly. Rooms were nice and clean."
The price is AED 238
AED 269 total
includes taxes & fees
25 Nov - 26 Nov
Days Inn by Wyndham Manitowoc
Harbor Town Inn
Exterior
Harbor Town Inn
2.5 star property
8.8 out of 10, Excellent, (1008)
"Greenbay tripp"
The price is AED 235
AED 266 total
includes taxes & fees
5 Dec - 6 Dec
Harbor Town Inn
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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Frequently asked questions

Are you looking for a luxury hotel for your stay in Sheboygan?
Amenities are important 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 an upscale hotel that has fine dining, a spa, or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Sheboygan has to offer. During your visit, you might want to enjoy the marinas and riverfront which Sheboygan is known for.
How many luxury hotels are there in Sheboygan?
Lie in the lap of luxury during your getaway to Sheboygan in one of Expedia’s 10 luxury hotels.
When can I expect good weather in Sheboygan?
Planning for the weather is a good way to make your trip to Sheboygan relaxing and enjoyable, especially when you’re splurging. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 27°F. The snowiest months in Sheboygan are January, March, February, and October, with each month seeing an average of 7 inches of snowfall.
What's there to see and do in Sheboygan?
Enjoy Sheboygan and visit John Michael Kohler Arts Center, Blue Harbor Resort & Conference Center Water Park, and Kohler-Andrae State Park. If you have a little extra time during your trip, you might want to make a stop at Whistling Straits Golf Course and Lake Michigan.