Hotels with Swimming Pool in Cleveland, Wisconsin

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Our top choices for Cleveland hotels with a pool

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
The price is P4,230
P4,801 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Comfort Inn & Suites Sheboygan 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 P4,177
P4,741 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Quality Inn Sheboygan North I-43

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
The price is P3,995
P4,534 total
includes taxes & fees
Jan 4 - Jan 5, 2026
AmericInn by Wyndham Sheboygan

Lighthouse Inn

Lighthouse Inn
2.5 star property
Two Rivers
9.0 out of 10, Wonderful, (1002)
"Great place clean room awesome staff and great food at restaurant "
United States
Jason
The price is P5,234
P5,942 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Lighthouse Inn

Cobblestone Hotel & Suites - Two Rivers

Cobblestone Hotel & Suites - Two Rivers
3.0 star property
Two Rivers
8.8 out of 10, Excellent, (817)
"The room was clean and the bed super comfortable."
United States
Susan
The price is P5,287
P6,265 total
includes taxes & fees
Dec 29 - Dec 30
Cobblestone Hotel & Suites - Two Rivers

Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG
3.0 star property
Manitowoc
8.2 out of 10, Very Good, (550)
"Perfect thank you!"
United States
Terry
The price is P5,111
P5,801 total
includes taxes & fees
Dec 30 - Dec 31
Holiday Inn Manitowoc by IHG

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 P5,733
P6,506 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Home2 Suites By Hilton Sheboygan

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
The price is P6,991
P7,865 total
includes taxes & fees
Dec 29 - Dec 30
Siebkens Resort

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
The price is P4,177
P4,615 total
includes taxes & fees
Dec 29 - Dec 30
The Oasis Hotel & Bar

Fairway Inn & Suites

Fairway Inn & Suites
3.0 star property
Mishicot
7.8 out of 10, Good, (487)
"Nice staff, had the place basically to ourselves"
United States
Mark
The price is P4,177
P4,741 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairway Inn & Suites
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.

Top Cleveland Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Cleveland?
The American Club: Vacation home, 1-minute walk from Lake Michigan. Provides complimentary wireless internet access, a pool, and kitchens. Grandstay Residential Suites Hotel - Sheboygan: Aparthotel, 14-minute walk from Lake Michigan. Offers daily, an indoor pool, and free self parking. Watershed Hotel: Hotel, 1-minute walk from Lake Michigan. Offers a private beach, an indoor pool, and cooked-to-order. Lighthouse Inn: Provides complimentary wired internet access, an indoor pool, and free self parking. Holiday Inn Manitowoc by IHG: Hotel located near Lake Michigan. Features daily, an indoor pool, and free self parking.
What is there to see and do in Cleveland?
Explore places like Lake Michigan while you're in Cleveland. Take in the natural beauty with a stop at Dairyland Park.
When is the best time to book a hotel with a pool in Cleveland?
Taking into account the local weather in Cleveland is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Cleveland are January, March, February, and October, with each month seeing an average of 7 inches of snowfall.

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