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
Oct 10 - Oct 11
Tomorrow
Oct 11 - Oct 12
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

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 room with a bed, a sofa, a desk, and a painting on the wall.
A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.
A bathroom with a sink, mirror, towel rack, and toilet.

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.
$80 nightly
$91 total
Nov 1 - Nov 2
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.
A bar area with a counter, stools, and a neon sign. There are tables and chairs around the bar.
A hotel room with a bed, a red chair, a wooden door, a nightstand with a lamp, and a bathtub.
A restaurant interior with a bar area, multiple seating options including bar stools and tables, and wall decorations.

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.
$101 nightly
$115 total
Oct 19 - Oct 20
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.
A bar area with a long counter, multiple stools, and a selection of beverages.
A reception area with two counters, a marble wall, an ATM, and a staircase.
A spacious lobby with marble flooring, vending machines, and a staircase.

3. 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.
$73 nightly
$81 total
Oct 13 - Oct 14
Total with taxes and fees
The Oasis Hotel & Bar
An indoor swimming pool with a geometric ceiling design, a seating area with chairs, and a view of the outdoors through large windows.
A modern hotel room with two beds, a desk, and a view of the outdoors.
An outdoor patio area with tables and chairs, string lights, and a view of the building in the background.
A multi-story hotel with a modern design, featuring a covered outdoor seating area and a visible fire feature.

4. 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.
$144 nightly
$163 total
Oct 25 - Oct 26
Total with taxes and fees
Home2 Suites By Hilton Sheboygan
A hotel lobby with a glass door leading to a pool area.
Room
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 living room with two couches, a coffee table, and a round mirror on the wall.

5. 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.
$91 nightly
$103 total
Nov 8 - Nov 9
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.
A hotel room with two beds, a sofa, a TV, and a dining table.
A spacious living area with a fireplace, a sofa, and a dining area in the background.
A GrandStay hotel with a modern design, featuring a prominent entrance and a clear view of the parking area.

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.
$130 nightly
$148 total
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.
A reception area with a wooden reception desk, a flat-screen TV, and a seating area with two chairs and a small table.
A conference room with a long table, six chairs, and a wooden accent wall.
A restaurant with multiple dining tables, chairs, and a bar area.

7. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
$85 nightly
$97 total
Nov 1 - Nov 2
Total with taxes and fees
Wingate by Wyndham Sheboygan
An indoor swimming pool with clear blue water, surrounded by white chairs and tables, and large windows offering views of the outdoors.
A Holiday Inn Express hotel with a brick facade, a covered entrance, and an American flag.
A modern dining area with a central island, bar stools, and a sofa.
A hotel room with a sofa, a desk, a chair, a television, and a window with curtains.

8. Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG
Sheboygan
  • An indoor pool retreat with sunrise views of Lake Michigan beckons at this hotel in Sheboygan, where comfort meets lakeside charm.
$122 nightly
$138 total
Oct 16 - Oct 17
Total with taxes and fees
Holiday Inn Express Sheboygan-Kohler by IHG
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.
$118 nightly
$134 total
Nov 1 - Nov 2
Total with taxes and fees
The Inn on Maritime Bay, an Ascend Collection Hotel
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.
A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.
A hotel room with a flat-screen TV, a desk with a chair, a bed, a sofa, and a large window with curtains.
A reception area with a Baymont Inn & Suites sign, a reception desk, a small round table, and a decorative wreath.

10. Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
  • Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.
$124 nightly
$141 total
Nov 10 - Nov 11
Total with taxes and fees
Baymont by Wyndham Plymouth
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

8/10 Good
"The view from our room was excellent. The bed was very comfortable, fridge and Microwave worked great. The location more than makes up for the building being a bit dated, the internet could be sporadic at times which was annoying. But all in all we would come back again as Two Rivers is a groovy little town."
Dale 3-night trip
Posted 9 hours ago
Lighthouse Inn
Harbor Town, BW Signature Collection

Harbor Town, BW Signature Collection

10/10 Excellent
"It was clean, friendly and breakfast was nice."
Teresa 2-night trip
Posted 2 days ago
Harbor Town, BW Signature Collection
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

8/10 Good
"😊"
Victoria 2-night trip
Posted 3 days ago
Grandstay Residential Suites Hotel - Sheboygan
Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG

10/10 Excellent
"Great stay! Quiet and very clean!!"
Patricia 1-night trip
Posted 12 days ago
Holiday Inn Manitowoc by IHG
Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

10/10 Excellent
"Perfect weekend getaway spent looking out the balcony at the beach waves!"
Alexis 1-night trip
Posted 2 weeks ago
Blue Harbor Resort and Conference Center

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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