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Find Ski Hotels in Sheboygan, WI
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Top Sheboygan Ski Hotels
Victorian Inn Elkhart Lake Wisconsin
Elkhart Lake
8.8 out of 10, Excellent, (3)
"Perfect location, great amenities."
Deirdre
AmericInn by Wyndham Plymouth
Plymouth
8.8 out of 10, Excellent, (435)
"Great place to stay"
Pat
The price is SAR 348
SAR 395 total
includes taxes & fees
5 Jan - 6 January 2026
The Osthoff Resort
Elkhart Lake
9.2 out of 10, Wonderful, (427)
"Everything was amazing!!! Can't wait to go back."
Cassey
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater
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 ."
Brenda J.
The price is SAR 6,755
SAR 12,258 total
includes taxes & fees
17 Dec - 18 Dec
The American Club
Kohler
9.6 out of 10, Exceptional, (233)
"The shower was amazing "
Patrick
The price is SAR 1,655
SAR 1,829 total
includes taxes & fees
18 Dec - 19 Dec
Cozy home near Lake Michigan. Easy drive to Green Bay, Door County & Sheboygan.
Two Rivers
9.8 out of 10, Exceptional, (70)
"The place worked out perfect for our needs"
Paul S.
The price is SAR 1,092
SAR 1,397 total
includes taxes & fees
29 Dec - 30 Dec
Private, Spacious Property, Hot Tub, Sleeps 9, EV Charger
Cascade
10.0 out of 10, Exceptional, (33)
"Such a gem of a place! Beautiful and amazing property and so well appointed! Highly recommend - host is extremely accommodating, wonderful communication and kind. Master bedroom is like a penthouse suite! We are already planning our next stay! "
Lisa W.
The price is SAR 995
SAR 1,790 total
includes taxes & fees
9 Dec - 10 Dec
Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.
Two Rivers
9.8 out of 10, Exceptional, (154)
"We had a great stay! The value of this property related to proximity to beach, two towns and view was great. The house was clean, there were a lot of spiderwebs and spiders in the windows, which did not impact us negatively. Would stay again!"
C K.
The price is SAR 2,056
SAR 3,241 total
includes taxes & fees
30 Dec - 31 Dec
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.
Top Sheboygan Hotel Reviews
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Hotels near popular Sheboygan Attractions
- Hotels near Blue Harbor Resort & Conference Center Water Park
- Hotels near Whistling Straits Golf Course
- Hotels near Stefanie H. Weill Center for the Performing Arts
- Hotels near John Michael Kohler Arts Center
- Hotels near Sheboygan County Historical Museum
- Hotels near Sheboygan South Pier
- Hotels near Above & Beyond Children's Museum
- Hotels near University of Wisconsin-Sheboygan
- Hotels near Bookworm Gardens
- Hotels near Sheboygan Breakwater Lighthouse
Sheboygan Hotels by Star Rating
Explore more hotels
- Fairfield Inn & Suites by Marriott Sheboygan
- Super 8 by Wyndham Sheboygan WI
- Blue Harbor Resort and Conference Center
- Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
- Lake Michigan Home with gorgeous views, great spot for family or golf retreat
- Beach front luxury spacious villa !
- Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX
- NEW Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!
- Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
- Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
- Edgewater Escape: 4 Bedroom, Sleeps 14!
- Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
- REMODELED HOME ON LAKE MICHIGAN
- Perfect Paradise - Lakeview Condo w/ 7 Beds, Jacuzzi, and Balcony
- *NEW* Beautiful & Convenient!
- Lakeview Farm | Beach · Hot Tub · Theater · Views
- A Glorious Getaway Sheboygan - LUX Lake Condo
- BEACHSIDE GETAWAY IN SHEBOYGAN
- LUXE Manor with Modern, Elegant Vibes
- Beachfront Paradise: King Suite - Sleeps 8!