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Sheboygan County Accommodation: Most Popular Cities to Stay

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Sheboygan

Sheboygan

Check prices for these dates

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21 Dec - 22 Dec
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22 Dec - 23 Dec
Next weekend
26 Dec - 28 Dec
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2 Jan - 4 Jan

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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 12.894.350 ₫
14.248.257 ₫ total
includes taxes & fees
22 Dec - 23 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 4.841.697 ₫
6.189.025 ₫ total
includes taxes & fees
4 Jan - 5 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, (467)
"Beautiful place I will be staying here anytime I am in Sheboygan "
United States
Matt
The price is 2.842.020 ₫
3.225.693 ₫ total
includes taxes & fees
22 Dec - 23 Dec
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 6.026.135 ₫
6.659.011 ₫ total
includes taxes & fees
22 Dec - 23 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, (1012)
"Would definitely stay here again!"
United States
Donna
The price is 3.285.954 ₫
3.729.362 ₫ total
includes taxes & fees
22 Dec - 23 Dec
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, (1002)
"Nice room and friendly staff "
United States
John
The price is 1.878.891 ₫
2.132.542 ₫ total
includes taxes & fees
28 Dec - 29 Dec
AmericInn by Wyndham Sheboygan
Standard Room, 2 Queen Beds, Non Smoking | In-room safe, desk, iron/ironing board, cots/infant beds
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 1.894.680 ₫
2.150.462 ₫ total
includes taxes & fees
5 Jan - 6 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 2.567.818 ₫
2.914.474 ₫ total
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, (241)
"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 3.131.485 ₫
3.522.920 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Siebkens Resort
Suite, Multiple Beds, Accessible, Non Smoking | Pillow-top beds, in-room safe, individually furnished, desk
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 1.870.997 ₫
2.123.582 ₫ total
includes taxes & fees
30 Dec - 31 Dec
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 1.870.996 ₫
2.067.451 ₫ total
includes taxes & fees
22 Dec - 23 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, (1001)
"Room was very clean Check-in was a breeze "
United States
Bryan
The price is 1.968.362 ₫
2.234.091 ₫ total
includes taxes & fees
24 Dec - 25 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, (371)
"Clean, friendly staff, comfortable beds, and great breakfast! "
United States
Valerie
The price is 2.342.035 ₫
2.658.209 ₫ total
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, (147)
"Room was clean, staff was very nice, and accommodating."
United States
NICK
The price is 1.700.518 ₫
1.930.088 ₫ total
includes taxes & fees
15 Jan - 16 Jan 2026
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 1.973.362 ₫
2.239.766 ₫ total
includes taxes & fees
25 Dec - 26 Dec
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 1.496.534 ₫
1.578.844 ₫ total
includes taxes & fees
22 Dec - 23 Dec
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, (565)
"very nice room staff was spot on great stay"
United States
KEVIN
The price is 3.224.903 ₫
3.660.264 ₫ total
includes taxes & fees
28 Dec - 29 Dec
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, (262)
"Easy to get to off the highway and super clean and quiet."
United States
Don
The price is 2.661.762 ₫
3.021.101 ₫ total
includes taxes & fees
28 Dec - 29 Dec
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 2.438.085 ₫
2.767.226 ₫ total
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.
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Great weekend hotel deals in Sheboygan County, WI

Showing deals for:2 Jan - 4 Jan

Image gallery for The Osthoff Resort

Ice skating

The Osthoff Resort

3.5 star property
Elkhart Lake
9.2/10Wonderful (429 reviews)
15% off
Price is 5.480.099 ₫
12.638.305 ₫ total
includes taxes & fees
The Osthoff Resort
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