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Find Luxury Hotels in Sheboygan, WI

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Check availability on Sheboygan Luxury Hotels

Our top choices for Sheboygan luxury hotels

Exterior
The American Club

The American Club

The American Club
5.0 star property
Kohler
9.6 out of 10, Exceptional, (233)
"The shower was amazing "
United States
Patrick
The price is AED 1,800
AED 1,989 total
includes taxes & fees
22 Dec - 23 Dec
The American Club
Interior
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater

Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater

Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater
4.0 star property
Fond du Lac
10.0 out of 10, Exceptional, (1)
"Our large family had a magical Christmas! Our beautifully decorated rented home had everything we needed . We were all very comfortable during the day and night time sleeping . We had private spaces and family get together areas ."
United States
Brenda J.
The price is AED 6,611
AED 11,997 total
includes taxes & fees
18 Dec - 19 Dec
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater
Bar (on property)
Victorian Inn Elkhart Lake Wisconsin

Victorian Inn Elkhart Lake Wisconsin

Victorian Inn Elkhart Lake Wisconsin
4.0 star property
Elkhart Lake
8.8 out of 10, Excellent, (3)
"Perfect location, great amenities."
United States
Deirdre
Victorian Inn Elkhart Lake Wisconsin
Lobby
Hotel Retlaw, Trademark Collection by Wyndham

Hotel Retlaw, Trademark Collection by Wyndham

Hotel Retlaw, Trademark Collection by Wyndham
4.0 star property
Fond du Lac
9.4 out of 10, Exceptional, (867)
"Friendly staff at check in."
United States
Thomas S
The price is AED 390
AED 443 total
includes taxes & fees
4 Jan - 5 January 2026
Hotel Retlaw, Trademark Collection by Wyndham
Lobby
Oshkosh Marriott Waterfront Hotel & Convention Center

Oshkosh Marriott Waterfront Hotel & Convention Center

Oshkosh Marriott Waterfront Hotel & Convention Center
4.0 star property
Oshkosh
9.2 out of 10, Wonderful, (1001)
"The rooms are VERY clean! The whole hotel was decorated nicely and pleasant people."
United States
Sheri
The price is AED 433
AED 509 total
includes taxes & fees
18 Dec - 19 Dec
Oshkosh Marriott Waterfront Hotel & Convention Center
Snack bar
DoubleTree by Hilton Neenah

DoubleTree by Hilton Neenah

DoubleTree by Hilton Neenah
4.0 star property
Neenah
8.6 out of 10, Excellent, (1002)
"Comfortable beds, friendly staff, nice facility"
United States
Courtney
The price is AED 343
AED 395 total
includes taxes & fees
29 Dec - 30 Dec
DoubleTree by Hilton Neenah
Exterior
Washington House Inn

Washington House Inn

Washington House Inn
4.0 star property
Cedarburg
9.2 out of 10, Wonderful, (1002)
"Location and beautiful room"
United States
Shawn
Washington House Inn
Breakfast, lunch and dinner served
Best Western Premier Bridgewood Resort Hotel

Best Western Premier Bridgewood Resort Hotel

Best Western Premier Bridgewood Resort Hotel
4.0 star property
Neenah
9.4 out of 10, Exceptional, (699)
"Great stay! "
United States
Ashley
The price is AED 442
AED 509 total
includes taxes & fees
28 Dec - 29 Dec
Best Western Premier Bridgewood Resort Hotel
Blue Room Suite | Egyptian cotton sheets, premium bedding, pillowtop beds, blackout drapes
Braywood Inn

Braywood Inn

Braywood Inn
4.0 star property
Oshkosh
9.2 out of 10, Wonderful, (26)
"Great communication, nice location We will be back "
United States
Artur
The price is AED 496
AED 571 total
includes taxes & fees
16 Dec - 17 Dec
Braywood Inn
Lobby
DoubleTree by Hilton Appleton

DoubleTree by Hilton Appleton

DoubleTree by Hilton Appleton
4.0 star property
Appleton
9.0 out of 10, Wonderful, (1385)
"Nice shower"
United States
Andrew
The price is AED 328
AED 379 total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Appleton
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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Top Sheboygan Hotel Reviews

Harbor Winds Hotel

Harbor Winds Hotel

10/10 Excellent
"Could use a better selection of foods. "
Steve 3-night trip
Posted 4 days ago
Harbor Winds Hotel

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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. Known for its marinas and riverfront, Sheboygan also has some interesting things to see and do including Lake Michigan, so you may want to take in the local sights during your visit.
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 Lake Michigan, John Michael Kohler Arts Center, and Stefanie H. Weill Center for the Performing Arts. If you have a little extra time during your trip, you might want to make a stop at Blue Harbor Resort & Conference Center Water Park and Sheboygan South Pier.