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Find Family Hotels in Sheboygan, WI

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Check availability on Sheboygan Family Hotels

Our top choices for Sheboygan family-friendly hotels

Lobby sitting area
Harbor Town Inn, BW Signature Collection

Harbor Town Inn, BW Signature Collection

Harbor Town Inn, BW Signature Collection
2.5 star property
Manitowoc
9.0 out of 10, Wonderful, (1007)
"Clean room and very friendly staff"
United States
Mary
The price is ₩102,971
₩116,872 total
includes taxes & fees
Dec 25 - Dec 26
Harbor Town Inn, BW Signature Collection
Desk, soundproofing, iron/ironing board, free cribs/infant beds
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan
2.0 star property
Sheboygan
8.6 out of 10, Excellent, (1000)
"Nice room and friendly staff "
United States
John
The price is ₩105,406
₩119,636 total
includes taxes & fees
Jan 5 - Jan 6, 2026
AmericInn by Wyndham Sheboygan
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 ₩110,426
₩125,334 total
includes taxes & fees
Dec 22 - Dec 23
La Quinta Inn by Wyndham Sheboygan
Indoor pool
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, (138)
"Great room. I truly re enjoyed my stay."
United States
Thomas
The price is ₩106,292
₩120,641 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Comfort Inn & Suites Sheboygan I-43
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 ₩110,706
₩125,651 total
includes taxes & fees
Dec 25 - Dec 26
Harbor Winds Hotel
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, (744)
"Thank you for the stay."
United States
Todd
The price is ₩105,004
₩119,180 total
includes taxes & fees
Dec 28 - Dec 29
Quality Inn Sheboygan North I-43
Property amenity
The Inn on Maritime Bay, an Ascend Collection Hotel

The Inn on Maritime Bay, an Ascend Collection Hotel

The Inn on Maritime Bay, an Ascend Collection Hotel
2.5 star property
Manitowoc
7.6 out of 10, Good, (1000)
"Room was nice and clean, beautiful view of the lake!!"
United States
Emily
The price is ₩180,918
₩205,336 total
includes taxes & fees
Dec 25 - Dec 26
The Inn on Maritime Bay, an Ascend Collection Hotel
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 ₩95,400
₩108,279 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Wingate by Wyndham Sheboygan
Reception
Wisconsin-Aire Motel By OYO Random Lake

Wisconsin-Aire Motel By OYO Random Lake

Wisconsin-Aire Motel By OYO Random Lake
2.5 star property
Random Lake
7.8 out of 10, Good, (240)
"The woman at the front desk was extremely nice and it was quick & easy to get checked into our room"
United States
Rebecca
The price is ₩118,029
₩136,331 total
includes taxes & fees
Dec 26 - Dec 27
Wisconsin-Aire Motel By OYO Random Lake
Indoor pool, seasonal outdoor pool, cabanas (surcharge), pool umbrellas
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 ₩271,621
₩347,207 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Blue Harbor Resort and Conference Center
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

Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG

10/10 Excellent
"Staff"
Michael 1-night trip
Posted 6 days ago
Holiday Inn Express Sheboygan-Kohler by IHG

Frequently asked questions

What's Sheboygan like for family-friendly vacations?
The destination of Sheboygan is a great choice if you've been thinking about a vacation with your kids. The beaches, lake views, and museums are just some of the things that make this the perfect spot for family trips.
What's the best hotel for a family vacation in Sheboygan?
La Quinta Inn by Wyndham Sheboygan is a hotel with free parking and free continental breakfast, and it's a top choice on Expedia for families. Other options to stay with the kids include AmericInn by Wyndham Sheboygan and Quality Inn Sheboygan North I-43.
When's the best time to book a family-friendly vacation in Sheboygan?
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 with your family in Sheboygan?
While you and your family are vacationing in Sheboygan, you might want to visit some family-friendly attractions such as Stefanie H. Weill Center for the Performing Arts and Blue Harbor Resort & Conference Center Water Park. Make sure you have lots of time for activities like Deer Trace Mall and James Tellen Woodland Sculpture Garden.