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

Find Hotels with a Pool in Cleveland, WI

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Check availability on Cleveland Hotels with a Pool

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Cleveland hotels with a pool

An indoor swimming pool with wooden walls and ceiling, surrounded by white lounge chairs and tables.

1. Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
2.5 star property
Sheboygan
8.0 out of 10, Very good, (875 reviews)
  • cleanliness
    Pool paradise awaits at this inviting hotel, where year-round swimming meets pure relaxation.
$80 nightly
The price is $91
Nov 2 - Nov 3
Total with taxes and fees
Quality Inn Sheboygan North I-43
An indoor swimming pool with wooden walls and ceiling, surrounded by tables and chairs.

2. AmericInn by Wyndham Manitowoc

AmericInn by Wyndham Manitowoc
3.0 star property
Manitowoc
8.8 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Indoor pool paradise with a children's pool and hot tub for aquatic fun in Manitowoc.
$101 nightly
The price is $115
Nov 2 - Nov 3
Total with taxes and fees
AmericInn by Wyndham Manitowoc
An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.

3. The Oasis Hotel & Bar

The Oasis Hotel & Bar
2.5 star property
Sheboygan Falls
8.2 out of 10, Very good, (452 reviews)
  • cleanliness
    Splash into serenity at this Lake Michigan hotel with year-round indoor pool and arcade fun.
$71 nightly
The price is $79
Nov 3 - Nov 4
Total with taxes and fees
The Oasis Hotel & Bar
Pool

4. Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
3.0 star property
Sheboygan
9.6 out of 10, Exceptional, (153 reviews)
  • cleanliness
    Sleek indoor pool oasis minutes from Lake Michigan creates a serene retreat for year-round swimming at this modern hotel.
$118 nightly
The price is $134
Nov 8 - Nov 9
Total with taxes and fees
Home2 Suites By Hilton Sheboygan
An indoor swimming pool with multiple lanes, lounge chairs, and a tiled floor.

5. Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG
3.0 star property
Manitowoc
8.0 out of 10, Very good, (655 reviews)
  • cleanliness
    Indoor oasis awaits with divine hot tub and pool for year-round swimming and relaxation.
$93 nightly
The price is $106
Nov 22 - Nov 23
Total with taxes and fees
Holiday Inn Manitowoc by IHG
A swimming pool with a no diving sign, chairs around it, and a max pool capacity sign.

6. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,117 reviews)
  • cleanliness
    Splash into tranquil waters at this Sheboygan retreat with a pristine indoor pool.
$130 nightly
The price is $148
Nov 3 - Nov 4
Total with taxes and fees
Grandstay Residential Suites Hotel - Sheboygan
An indoor swimming pool with lounge chairs and tables, a clear blue pool, and a high ceiling with visible structural beams.

7. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
3.0 star property
Downtown Sheboygan
7.0 out of 10, Good, (240 reviews)
  • cleanliness
    Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
$85 nightly
The price is $97
Nov 15 - Nov 16
Total with taxes and fees
Wingate by Wyndham Sheboygan
A large indoor swimming pool with clear windows, a metal ladder, and a tiled floor.

8. Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
2.5 star property
Sheboygan
8.4 out of 10, Very good, (284 reviews)
  • cleanliness
    Aquatic paradise features waterslide, children's pool, and hot tub for family fun all day long.
$76 nightly
The price is $86
Nov 19 - Nov 20
Total with taxes and fees
Comfort Inn & Suites Sheboygan I-43
An indoor swimming pool with a clear view of the sky through the ceiling, surrounded by lounge chairs and a brick floor.

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

The Inn on Maritime Bay, an Ascend Collection Hotel
2.5 star property
Manitowoc
7.8 out of 10, Good, (1,003 reviews)
  • cleanliness
    Splash into relaxation at this maritime hotel with an indoor pool oasis for all-weather fun.
$118 nightly
The price is $134
Nov 16 - Nov 17
Total with taxes and fees
The Inn on Maritime Bay, an Ascend Collection Hotel
An indoor swimming pool with clear blue water, surrounded by white chairs and tables, and large windows offering views of the outdoors.

10. 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, (411 reviews)
  • cleanliness
    An indoor pool retreat with sunrise views of Lake Michigan beckons at this hotel in Sheboygan, where comfort meets lakeside charm.
$114 nightly
The price is $129
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Express Sheboygan-Kohler by IHG
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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Choose what matters most at hotels with a pool in Cleveland

Breakfast included
4 stars

Top Cleveland Hotel Reviews

Harbor Town, BW Signature Collection

Harbor Town, BW Signature Collection

8/10 Good
"For a quick overnight stay, the location was fine. Older place, but clean and seemingly well maintained. Breakfast was sparse, but also without much waste, which I appreciate. All amenities were discount variety—again, fine for a quick overnight stay. Staff was friendly, and it’s clear the owners are working to create an affordable, pleasant location. My room was on the first floor, and my only frustration was that my options when still light outside were to either pull the blackout curtains or be on display for the parking lot. Some sheers or blinds would be nice for 1st floor. Hallway carpeting was stained, but other common areas looked well cared for. In all, affordable and convenient l."
Pam 1-night trip
Posted 1 day ago
Harbor Town, BW Signature Collection

Frequently asked questions

What are some accommodations with pools in Cleveland?
Insane luxury beachfront estate - complete with indoor pool, arcade and theater!: Vacation home, 1-minute walk from Lake Michigan. Features complimentary wireless internet access, a pool, and kitchens. Hidden Haven - Modern Cottage w/ Hot Tub & Views: Hotel, 1-minute walk from Lake Michigan. Offers a private beach, an indoor pool, and cooked-to-order. Lighthouse Inn: Aparthotel, 14-minute walk from Lake Michigan. Features daily, an indoor pool, and free self parking. Grandstay Residential Suites Hotel - Sheboygan: Hotel, 6-minute walk from Lake Michigan. Features a snack bar/deli, an indoor pool, and continental. Watershed Hotel: Features complimentary wired internet access, 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 Wilke Lake.
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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