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

Tonight
Sep 26 - Sep 27
Tomorrow
Sep 27 - Sep 28
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

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.
A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.
A hotel room with a bed, a sofa, a desk, and a painting on the wall.
A hotel room with a bed, a sofa, a desk, and a television.

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.
$92 nightly
$104 total
Oct 18 - Oct 19
Total with taxes and fees
Quality Inn Sheboygan North I-43
An indoor swimming pool with a geometric ceiling design, a seating area with chairs, and a view of the outdoors through large windows.
A multi-story hotel with a modern design, featuring a covered outdoor seating area and a visible fire feature.
An outdoor patio area with tables and chairs, string lights, and a view of the building in the background.
A modern hotel room with two beds, a desk, and a view of the outdoors.

2. 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.
$130 nightly
$148 total
Oct 4 - Oct 5
Total with taxes and fees
Home2 Suites By Hilton Sheboygan
A family sitting by a poolside with chairs and a tiled wall in the background.
A coffee station with a chalkboard sign reading "Welcome to the Beginning of Day!" and various coffee-making equipment.
A spacious living area with a stone fireplace, comfortable seating, and a balcony with a railing.
A reception area with two desks, a TV, and orange chairs.

3. AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan
Sheboygan
  • Splash into warmth and comfort at this hotel's indoor pool oasis with year-round swim escapes.
$88 nightly
$100 total
Oct 4 - Oct 5
Total with taxes and fees
AmericInn by Wyndham Sheboygan
A hotel lobby with a glass door leading to a pool area.
A hotel room with a sofa, armchair, and a small table. There is a mirror on the wall and a lamp. The room has a carpeted floor and a picture of a sunset on the wall.
A modern hotel lobby with a high ceiling, a zebra-patterned carpet, and a glass partition with a view of the lobby area.

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.
$99 nightly
$112 total
Oct 25 - Oct 26
Total with taxes and fees
Holiday Inn Manitowoc by IHG
An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.
A reception area with two counters, a marble wall, an ATM, and a staircase.
A bar area with a long counter, multiple stools, and a selection of beverages.
A neatly made bed with white bedding, two bedside lamps, a dark headboard, and a small bedside table with a phone and a lamp.

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.
$63 nightly
$70 total
Oct 18 - Oct 19
Total with taxes and fees
The Oasis Hotel & Bar
A swimming pool with a no diving sign, chairs around it, and a max pool capacity sign.
A spacious dining area with multiple wooden tables and chairs, a ceiling fan, and a bar area in the background.
A GrandStay hotel with a modern design, featuring a prominent entrance and a clear view of the parking area.
A spacious living area with a fireplace, a sofa, and a dining area in the background.

6. 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.
$112 nightly
$127 total
Sep 30 - Oct 1
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.
A reception area with a wooden reception desk, a flat-screen TV, and a seating area with two chairs and a small table.
A hotel room with two beds, a desk, a chair, a TV, and an air conditioning unit.
A conference room with a long table, six chairs, and a wooden accent wall.

7. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
$92 nightly
$105 total
Oct 26 - Oct 27
Total with taxes and fees
Wingate by Wyndham Sheboygan
An indoor swimming pool with clear water, wooden walls, and a tiled floor.
A hotel room with a bed, a fireplace, a television, a sauna, a dining table, and a kitchen area.
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a wooden table and chairs.
A garden with a bench, a tree, and a view of the water.

8. Village Inn on the Lake

Village Inn on the Lake
Two Rivers
  • Sparkling indoor pool retreat near Lake Michigan offers warm swimming and relaxing hot tub soaks in any season.
$90 nightly
$102 total
Oct 19 - Oct 20
Total with taxes and fees
Village Inn on the Lake
An indoor swimming pool with a clear view of the sky through the ceiling, surrounded by lounge chairs and a brick floor.
A spacious indoor dining area with multiple tables and chairs, large windows offering views of the outdoors, and pendant lighting fixtures.
A modern lobby with a grey sofa, armchairs, and a large ship's wheel on the wall.
An outdoor patio with tables and chairs, large umbrellas, and a view of the water.

9. 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.
$127 nightly
$144 total
Oct 25 - Oct 26
Total with taxes and fees
The Inn on Maritime Bay, an Ascend Collection Hotel
An indoor swimming pool with clear water, tiled floor, and safety railings.
A hotel room with two beds, a desk, a chair, a sofa, and a round yellow table.
A modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.
A hotel room with a sofa, a small round table, a bed, a desk, and a lamp.

10. 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.
$81 nightly
$92 total
Oct 18 - Oct 19
Total with taxes and fees
Comfort Inn & Suites Sheboygan I-43
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

Lighthouse Inn

Lighthouse Inn

10/10 Excellent
"Everything was great. The view of the lake was awesome. We took a nice stroll along the path and sat on the swing and enjoyed the solitude. The room, food and staff were first class all the way. We will stay here again. ❤️"
Jerry 1-night trip
Posted 7 hours ago
Lighthouse Inn
Harbor Town, BW Signature Collection

Harbor Town, BW Signature Collection

10/10 Excellent
"nice place and a good breakfast"
Patrick 1-night trip
Posted 2 days ago
Harbor Town, BW Signature Collection
Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

10/10 Excellent
"It was so special! Clean fun!"
Debra 1-night trip
Posted 2 days ago
Blue Harbor Resort and Conference Center
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

8/10 Good
"Pleased that a room was ready even though we arrived much earlier than expected. Housekeeping came in one of the days (we forgot to put out the DND sign) but they provided fresh towels and toiletries without disturbing or rearranging any of our personal items. Much appreciated."
Lisa 3-night trip
Posted 2 days ago
Quality Inn Sheboygan North I-43
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

8/10 Good
"The proper"
Ki 2-night trip
Posted 3 days ago
AmericInn by Wyndham Sheboygan
La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan

10/10 Excellent
"Great location. Great price. Great room."
Matthew 1-night trip
Posted 11 days ago
La Quinta Inn by Wyndham Sheboygan

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: Hotel located near Lake Michigan. Offers 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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