Photo by John Sukowaty

Book Sheboygan County Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top Cities in Sheboygan County

HotelsHotels

Plymouth

Plymouth

Check prices for these dates

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Sheboygan County 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 NZ$928
includes taxes & fees
29 Dec - 30 Dec
The American Club
Ice skating
The Osthoff Resort

The Osthoff Resort

The Osthoff Resort
3.5 star property
Elkhart Lake
9.2 out of 10, Wonderful, (429)
"Everything was amazing!!! Can't wait to go back."
United States
Cassey
The Osthoff Resort
Breakfast, dinner, brunch served; Regional cuisine, beach views
Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center
3.0 star property
Sheboygan
8.4 out of 10, Very good, (445)
"Nice property right on the water "
United States
bud
The price is NZ$403
includes taxes & fees
7 Jan - 8 Jan 2026
Blue Harbor Resort and Conference Center
Exterior
Watershed Hotel

Watershed Hotel

Watershed Hotel
3.0 star property
Sheboygan
9.8 out of 10, Exceptional, (468)
"Beautiful place I will be staying here anytime I am in Sheboygan "
United States
Matt
The price is NZ$210
includes taxes & fees
3 Jan - 4 Jan 2026
Watershed Hotel
Exterior
Inn On Woodlake

Inn On Woodlake

Inn On Woodlake
3.5 star property
Kohler
9.4 out of 10, Exceptional, (257)
"Clean and friendly"
United States
Graeme
The price is NZ$434
includes taxes & fees
28 Dec - 29 Dec
Inn On Woodlake
Lobby
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1013)
"Would definitely stay here again!"
United States
Donna
The price is NZ$243
includes taxes & fees
25 Jan - 26 Jan 2026
Grandstay Residential Suites Hotel - Sheboygan
Lobby
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan
2.0 star property
Sheboygan
8.6 out of 10, Excellent, (1001)
"Room was clean food was ok"
United States
Rosa
The price is NZ$132
includes taxes & fees
4 Jan - 5 Jan 2026
AmericInn by Wyndham Sheboygan
Standard Room, 2 Queen Beds, Non Smoking
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
2.5 star property
Sheboygan
8.6 out of 10, Excellent, (139)
"Great room. I truly re enjoyed my stay."
United States
Thomas
The price is NZ$140
includes taxes & fees
26 Jan - 27 Jan 2026
Comfort Inn & Suites Sheboygan I-43
Terrace/patio
Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
3.0 star property
Sheboygan
9.6 out of 10, Exceptional, (92)
"Great place to stay "
United States
BEE
The price is NZ$190
includes taxes & fees
4 Jan - 5 Jan 2026
Home2 Suites By Hilton Sheboygan
Seasonal outdoor pool
Siebkens Resort

Siebkens Resort

Siebkens Resort
3.0 star property
Elkhart Lake
9.2 out of 10, Wonderful, (242)
"I loved the historic atmosphere… short walk to the lake and a quaint on site bar and restaurant. I really enjoyed their house made granola for breakfast."
United States
Jessica
The price is NZ$229
includes taxes & fees
29 Dec - 30 Dec
Siebkens Resort
Suite, Multiple Beds, Accessible, Non Smoking
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
2.5 star property
Sheboygan
8.2 out of 10, Very good, (745)
"Thank you for the stay."
United States
Todd
The price is NZ$138
includes taxes & fees
5 Jan - 6 Jan 2026
Quality Inn Sheboygan North I-43
Reception
The Oasis Hotel & Bar

The Oasis Hotel & Bar

The Oasis Hotel & Bar
2.5 star property
Sheboygan Falls
8.2 out of 10, Very good, (340)
"Great place to stay"
United States
Sherry
The price is NZ$135
includes taxes & fees
28 Dec - 29 Dec
The Oasis Hotel & Bar
Exterior
La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan
3.0 star property
Sheboygan
8.2 out of 10, Very good, (1000)
"Room was very clean Check-in was a breeze "
United States
Bryan
The price is NZ$145
includes taxes & fees
29 Dec - 30 Dec
La Quinta Inn by Wyndham Sheboygan
Free buffet breakfast
Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG
2.5 star property
Sheboygan
8.8 out of 10, Excellent, (372)
"Clean, friendly staff, comfortable beds, and great breakfast! "
United States
Valerie
The price is NZ$173
includes taxes & fees
18 Jan - 19 Jan 2026
Holiday Inn Express Sheboygan-Kohler by IHG
Reception
Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
2.0 star property
Downtown Sheboygan
7.0 out of 10, Good, (148)
"Good workout room."
United States
Joseph
The price is NZ$127
includes taxes & fees
29 Dec - 30 Dec
Wingate by Wyndham Sheboygan
Exterior
Harbor Winds Hotel

Harbor Winds Hotel

Harbor Winds Hotel
2.0 star property
Sheboygan
8.6 out of 10, Excellent, (932)
"Shower worth 5 stars alone, water pressure was 🔥"
United States
Michele
The price is NZ$140
includes taxes & fees
5 Jan - 6 Jan 2026
Harbor Winds Hotel
Reception
Bonne Belle Motel

Bonne Belle Motel

Bonne Belle Motel
2.0 star property
Kewaskum
7.8 out of 10, Good, (54)
"Always a great place to stay. Love the old time motel feel and tile bathroom and shower."
United States
Paul
The price is NZ$103
includes taxes & fees
26 Jan - 27 Jan 2026
Bonne Belle Motel
Lobby
Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
2.5 star property
Plymouth
9.0 out of 10, Wonderful, (567)
"Great place to Stay "
United States
Marvin
The price is NZ$238
includes taxes & fees
4 Jan - 5 Jan 2026
Baymont by Wyndham Plymouth
Property amenity
Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan
2.5 star property
Sheboygan
9.6 out of 10, Exceptional, (263)
"Staff professional and respectful. Rooms clean, quiet and comfortable. Check in and out easy. Location convenient. Recommend "
United States
Lisa
The price is NZ$208
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield Inn & Suites by Marriott Sheboygan
Indoor pool
AmericInn by Wyndham Plymouth

AmericInn by Wyndham Plymouth

AmericInn by Wyndham Plymouth
2.0 star property
Plymouth
8.8 out of 10, Excellent, (436)
"Great place to stay"
United States
Pat
The price is NZ$180
includes taxes & fees
4 Jan - 5 Jan 2026
AmericInn by Wyndham Plymouth
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.
View all properties

Great weekend hotel deals in Sheboygan County, WI

Showing deals for:2 Jan - 4 Jan

Image gallery for 4BR Villa on 25 Acres – 10min to Road America Fire Pit & Chef’s Kitchen

Interior

4BR Villa on 25 Acres – 10min to Road America Fire Pit & Chef’s Kitchen

Plymouth
9.8/10Exceptional (8 reviews)
8% off
Price is NZ$4,181
for 2 nights, 1 home
NZ$2,090 per night
includes taxes & fees
4BR Villa on 25 Acres – 10min to Road America Fire Pit & Chef’s Kitchen
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sheboygan County Hotel Reviews

Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan

10/10 Excellent
"Staff professional and respectful. Rooms clean, quiet and comfortable. Check in and out easy. Location convenient. Recommend "
Lisa 1-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Sheboygan

Explore a world of travel with Expedia