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Find Luxury Hotels in Sheboygan, WI

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Compare Sheboygan Luxury Hotels room rates, reviews, and availability. Most hotels are fully refundable.

The Inn on Maritime Bay, Ascend Hotel Collection
Lobby

The Inn on Maritime Bay, Ascend Hotel Collection

2.5 star property
7.6 out of 10, Good, (1001)
"Front desk help was great and helped out by being flexible when we arrived early for check in. Clean and comfortable room."
The price is SAR 503
SAR 569 total
includes taxes & fees
23 Dec - 24 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, (766)
"Very comfortable "
The price is SAR 240
SAR 273 total
includes taxes & fees
23 Dec - 24 Dec
Super 8 by Wyndham Sheboygan WI
Harbor Winds Hotel
Exterior

Harbor Winds Hotel

2.0 star property
8.4 out of 10, Very Good, (839)
"Great stay. Would like to see how it is after the updates"
The price is SAR 294
SAR 334 total
includes taxes & fees
26 Dec - 27 Dec
Harbor Winds Hotel
Wingate by Wyndham Sheboygan
Indoor pool

Wingate by Wyndham Sheboygan

2.0 star property
5.4 out of 10, (624)
"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 SAR 260
SAR 295 total
includes taxes & fees
24 Dec - 25 Dec
Wingate by Wyndham Sheboygan
Days Inn by Wyndham Manitowoc
Room

Days Inn by Wyndham Manitowoc

2.0 star property
6.8 out of 10, (460)
"Recently updated and nice rooms. Staff was friendly and helpful."
Days Inn by Wyndham Manitowoc
Harbor Town Inn
Exterior

Harbor Town Inn

2.5 star property
8.8 out of 10, Excellent, (1000)
"Double rooms are small. Very clean property, no frills basic rooms and amenities. Would stay again."
The price is SAR 228
SAR 258 total
includes taxes & fees
6 Jan - 7 January 2025
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 North Side Municipal Beach. If you have a little extra time during your trip, you might want to make a stop at Kohler-Andrae State Park and Whistling Straits Golf Course.