A rocky shoreline with waves crashing against the rocks and a large weeping willow tree in the background.

Hotels with Swimming Pool in Cleveland, Wisconsin

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Check availability on Cleveland Hotels with Swimming Pool

Tonight
Aug 12 - Aug 13
Tomorrow
Aug 13 - Aug 14
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Cleveland hotels with a pool

1. Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
Sheboygan
  • Pool paradise awaits at this inviting hotel, where year-round swimming meets pure relaxation.
P5,025
P5,703 total
includes taxes & fees
Sep 1 - Sep 2
Quality Inn Sheboygan North I-43

2. AmericInn by Wyndham Manitowoc

AmericInn by Wyndham Manitowoc
Manitowoc
  • Indoor pool paradise with a children's pool and hot tub for aquatic fun in Manitowoc.
P6,145
P6,974 total
includes taxes & fees
Aug 23 - Aug 24
AmericInn by Wyndham Manitowoc

3. Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
Sheboygan
  • Sleek indoor pool oasis minutes from Lake Michigan creates a serene retreat for year-round swimming at this modern hotel.
P8,489
P9,635 total
includes taxes & fees
Aug 23 - Aug 24
Home2 Suites By Hilton Sheboygan

4. Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG
Manitowoc
  • Indoor oasis awaits with divine hot tub and pool for year-round swimming and relaxation.
P6,378
P7,240 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn Manitowoc by IHG

5. The Oasis Hotel & Bar

The Oasis Hotel & Bar
Sheboygan Falls
  • Splash into serenity at this Lake Michigan hotel with year-round indoor pool and arcade fun.
P4,866
P5,377 total
includes taxes & fees
Aug 16 - Aug 17
The Oasis Hotel & Bar

6. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
P5,749
P6,525 total
includes taxes & fees
Sep 2 - Sep 3
Wingate by Wyndham Sheboygan

7. The Inn on Maritime Bay, an Ascend Collection Hotel

The Inn on Maritime Bay, an Ascend Collection Hotel
Manitowoc
  • Splash into relaxation at this maritime hotel with an indoor pool oasis for all-weather fun.
P7,694
P8,732 total
includes taxes & fees
Sep 1 - Sep 2
The Inn on Maritime Bay, an Ascend Collection Hotel

8. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
Downtown Sheboygan
  • Splash into tranquil waters at this Sheboygan retreat with a pristine indoor pool.
P7,780
P8,830 total
includes taxes & fees
Sep 1 - Sep 2
Grandstay Residential Suites Hotel - Sheboygan

9. Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
Sheboygan
  • Aquatic paradise features waterslide, children's pool, and hot tub for family fun all day long.
P5,467
P6,205 total
includes taxes & fees
Sep 3 - Sep 4
Comfort Inn & Suites Sheboygan I-43

10. Cobblestone Hotel & Suites - Two Rivers

Cobblestone Hotel & Suites - Two Rivers
Two Rivers
  • Luxurious indoor pool retreat beckons with year-round swimming and riverside relaxation in a clean, modern hotel setting.
P5,155
P6,108 total
includes taxes & fees
Aug 18 - Aug 19
Cobblestone Hotel & Suites - Two Rivers
View all properties

Choose what matters most at hotels with a pool in Cleveland

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Cleveland Hotel Reviews

The Inn on Maritime Bay, an Ascend Collection Hotel

The Inn on Maritime Bay, an Ascend Collection Hotel

8/10 Good
"Gorgeous location. Needs updates to physical plant."
Mary 1-night trip
Posted 16 hours ago
The Inn on Maritime Bay, an Ascend Collection Hotel
AmericInn by Wyndham Manitowoc

AmericInn by Wyndham Manitowoc

10/10 Excellent
"Great breakfast. Nice staff and clean room."
Joyce 1-night trip
Posted 1 day ago
AmericInn by Wyndham Manitowoc
Harbor Town, BW Signature Collection

Harbor Town, BW Signature Collection

10/10 Excellent
"Simple breakfast was good Location was good Motel was remodeled very good Very helpful staff Our room was quiet"
Lon 1-night trip
Posted 1 day ago
Harbor Town, BW Signature Collection
Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG

8/10 Good
"This hotel 15 years ago was probably great. It’s kind of worn out now."
Nancy 2-night trip
Posted 1 day ago
Holiday Inn Manitowoc by IHG
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

10/10 Excellent
"The beds were very comfortable. We love the pool and hot tub."
Leonard 1-night trip
Posted 1 day ago
Comfort Inn & Suites Sheboygan I-43
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

10/10 Excellent
"Breakfast was good. Staff friendly."
Mishelle 2-night trip
Posted 2 days ago
Grandstay Residential Suites Hotel - Sheboygan
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

8/10 Good
"Breakfast was very crowded so we grabbed something and sat outside, juat a quick stay after a brewers game. Staff was very helpful with our late night checkin."
Lindsay 1-night trip
Posted 3 days ago
Quality Inn Sheboygan North I-43
The Osthoff Resort

The Osthoff Resort

10/10 Excellent
"Great family trip! Loved the multiple pools, the beach was perfect, bars/restaurants at the lake and pool! Perfect for families."
JESSICA HARAMIS 4-night trip
Posted 4 days ago
The Osthoff Resort

Frequently asked questions

What are some accommodations with pools in Cleveland?
Lighthouse Inn: Vacation home, 1-minute walk from Lake Michigan. Offers complimentary wireless internet access, a pool, and kitchens. Holiday Inn Manitowoc by IHG: Hotel, 1-minute walk from Lake Michigan. Features a private beach, an indoor pool, and cooked-to-order. Cobblestone Hotel & Suites - Two Rivers: Offers complimentary wired internet access, an indoor pool, and free self parking. Watershed Hotel: Hotel, 6-minute walk from Lake Michigan. Features a snack bar/deli, an indoor pool, and continental. Grandstay Residential Suites Hotel - Sheboygan: Aparthotel, 14-minute walk from Lake Michigan. Provides 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. Make a point to visit attractions like North Side Municipal Beach and Bookworm Gardens.
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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