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Top Cities in Sheboygan County

A warm December day took me here for a walk on Lake Michigan in Wisconsin. Wonderful place, I hope it doesn't turn into a golf course. Great campground here too
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Sheboygan

Sheboygan

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Dec 28 - Dec 29
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Dec 29 - Dec 30
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Jan 2 - Jan 4
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Jan 9 - Jan 11

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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
$490 nightly
The price is $541
Dec 29 - Dec 30
Total with taxes and fees
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
$251 nightly
The price is $283
Dec 29 - Dec 30
Total with taxes and fees
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
$207 nightly
The price is $235
Jan 4 - Jan 5, 2026
Total with taxes and fees
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
$120 nightly
The price is $136
Dec 29 - Dec 30
Total with taxes and fees
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
$229 nightly
The price is $253
Dec 29 - Dec 30
Total with taxes and fees
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
$113 nightly
The price is $129
Dec 31 - Jan 1, 2026
Total with taxes and fees
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)
"Room was clean food was ok"
United States
Rosa
$68 nightly
The price is $77
Jan 4 - Jan 5, 2026
Total with taxes and fees
AmericInn by Wyndham Sheboygan
Standard Room, 2 Queen Beds, Non Smoking | In-room safe, desk, iron/ironing board, cribs/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, (140)
"Great room. I truly re enjoyed my stay."
United States
Thomas
$72 nightly
The price is $82
Jan 5 - Jan 6, 2026
Total with taxes and fees
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
$98 nightly
The price is $111
Jan 4 - Jan 5, 2026
Total with taxes and fees
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, (243)
"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
$119 nightly
The price is $134
Dec 29 - Dec 30
Total with taxes and fees
Siebkens Resort
Suite, Multiple Beds, Accessible, Non Smoking | Pillowtop 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
$71 nightly
The price is $81
Jan 6 - Jan 7, 2026
Total with taxes and fees
Quality Inn Sheboygan North I-43
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
$75 nightly
The price is $85
Dec 30 - Dec 31
Total with taxes and fees
La Quinta Inn by Wyndham Sheboygan
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, (341)
"Great place to stay"
United States
Sherry
$79 nightly
The price is $87
Dec 29 - Dec 30
Total with taxes and fees
The Oasis Hotel & Bar
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, (373)
"Clean, friendly staff, comfortable beds, and great breakfast! "
United States
Valerie
$89 nightly
The price is $101
Jan 18 - Jan 19, 2026
Total with taxes and fees
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
$65 nightly
The price is $74
Dec 30 - Dec 31
Total with taxes and fees
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
$70 nightly
The price is $80
Dec 31 - Jan 1, 2026
Total with taxes and fees
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
$57 nightly
The price is $60
Dec 29 - Dec 30
Total with taxes and fees
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, (568)
"Great place to Stay "
United States
Marvin
$123 nightly
The price is $139
Jan 4 - Jan 5, 2026
Total with taxes and fees
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
$107 nightly
The price is $121
Jan 4 - Jan 5, 2026
Total with taxes and fees
Fairfield Inn & Suites by Marriott Sheboygan
Front of property - evening/night
The Rochester Inn, A Historic Hotel

The Rochester Inn, A Historic Hotel

The Rochester Inn, A Historic Hotel
3.0 star property
Sheboygan Falls
9.6 out of 10, Exceptional, (318)
"Beautiful place to stay, everything was lovely and the breakfast was delicious. "
United States
Ruby
$202 nightly
The price is $224
Dec 31 - Jan 1, 2026
Total with taxes and fees
The Rochester Inn, A Historic Hotel
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:Jan 9 - Jan 11

Image gallery for Cozy Lakefront Escape: Perfect for Seasonal Getaways & Large Groups

Fridge, microwave, oven, stovetop

Cozy Lakefront Escape: Perfect for Seasonal Getaways & Large Groups

2.5 star property
Random Lake
9.6/10Exceptional (4 reviews)
7% off
$628 nightly
Price is $1,748
Total with taxes and fees
Cozy Lakefront Escape: Perfect for Seasonal Getaways & Large Groups
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Top Sheboygan County Hotel Reviews

Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan

10/10 Excellent
"Good workout room."
Joseph 1-night trip
Posted 5 days ago
Wingate by Wyndham Sheboygan

Price trends for hotels in Sheboygan County

Less expensive
More expensive
Next month
December
July
$107
Month
Price
January
$107
February
$121
March
$120
April
$118
May
$173
June
$207
July
$210
August
$204
September
$169
October
$150
November
$120
December
$102
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Sheboygan County. Select dates and complete search for nightly totals inclusive of taxes and fees.

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