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Find Hotels with a Pool in Sheboygan, WI

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Check availability on Sheboygan Hotels with a Pool

Our top choices for Sheboygan hotels with a pool

Indoor pool
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
Indoor pool
Cobblestone Hotel & Suites - Two Rivers

Cobblestone Hotel & Suites - Two Rivers

Cobblestone Hotel & Suites - Two Rivers
3.0 star property
Two Rivers
8.8 out of 10, Excellent, (812)
"Room was very nice and had a great view of Lake Michigan "
United States
Michael
Cobblestone Hotel & Suites - Two Rivers
Indoor pool
Lighthouse Inn

Lighthouse Inn

Lighthouse Inn
2.5 star property
Two Rivers
9.0 out of 10, Wonderful, (1000)
"Great place clean room awesome staff and great food at restaurant "
United States
Jason
The price is ₩139,562
₩158,407 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Lighthouse Inn
Interior entrance
Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG
3.0 star property
Manitowoc
8.2 out of 10, Very Good, (545)
"Modern! A lot of food options!"
United States
Roman
The price is ₩128,436
₩145,775 total
includes taxes & fees
Dec 25 - Dec 26
Holiday Inn Manitowoc by IHG
Indoor pool
Best Western Stanton Inn

Best Western Stanton Inn

Best Western Stanton Inn
2.5 star property
Chilton
9.2 out of 10, Wonderful, (504)
"The front desk gentleman was very friendly and helpful. The bed was amazingly comfortable. Wonderful breakfast. "
United States
Loren
The price is ₩206,664
₩218,030 total
includes taxes & fees
Dec 25 - Dec 26
Best Western Stanton Inn
Indoor pool
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
Indoor pool
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 ₩180,918
₩205,341 total
includes taxes & fees
Dec 28 - Dec 29
Baymont by Wyndham Plymouth
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
Indoor pool
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, (1010)
"Would definitely stay here again!"
United States
Donna
The price is ₩184,343
₩209,218 total
includes taxes & fees
Dec 22 - Dec 23
Grandstay Residential Suites Hotel - Sheboygan
Couples treatment rooms, sauna, steam room, body treatments
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 ₩723,377
₩799,332 total
includes taxes & fees
Dec 22 - Dec 23
The American Club
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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Hotels with pools and free breakfast in Sheboygan

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)
The price is ₩180,918
₩205,341 total
includes taxes & fees
Dec 28 - Dec 29
Baymont by Wyndham Plymouth
View all properties

Hotels with pools and hot tubs in Sheboygan

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)
The price is ₩180,918
₩205,341 total
includes taxes & fees
Dec 28 - Dec 29
Baymont by Wyndham Plymouth
View all properties

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 5 days ago
Holiday Inn Express Sheboygan-Kohler by IHG
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

10/10 Excellent
"We had a 2 bedroom suite and it was a nice size, clean and warm. The breakfast was good and it was close to everything. "
Jody 3-night trip
Posted 3 weeks ago
Grandstay Residential Suites Hotel - Sheboygan

Frequently asked questions

What are some hotels with pools in Sheboygan?
Quality Inn Sheboygan North I-43: Features full, an indoor pool, and free self parking. Blue Harbor Resort and Conference Center: Resort, 3-minute walk from Lake Michigan. Offers a seasonal outdoor pool, an indoor pool, and free water-park access. Comfort Inn & Suites Sheboygan I-43: Provides a children's pool, an indoor pool, and buffet.
What is there to see and do in Sheboygan?
Explore places like Lake Michigan while you're in Sheboygan. Make a point to visit attractions like North Side Municipal Beach and Blue Harbor Resort & Conference Center Water Park. Sheboygan appeals to visitors with its beautiful lakeside setting and array of dining options.
When is the best time to book a hotel with a pool in Sheboygan?
Taking into account the local weather in Sheboygan can help you maximize your time at the pool during your trip. 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.