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 from CA $112

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Check availability on Cleveland Hotels with a Pool

Tonight
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
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 television.
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.

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.
CA $114
CA $129 total
includes taxes & fees
Nov 2 - Nov 3
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 hotel with a covered entrance, brick pillars, and a sign indicating it is an American hotel.

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.
CA $144
CA $163 total
includes taxes & fees
Oct 27 - Oct 28
AmericInn by Wyndham Manitowoc
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 buffet counter with a coffee machine, a display case with food, and a digital menu board.

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.
CA $168
CA $191 total
includes taxes & fees
Nov 1 - Nov 2
Home2 Suites By Hilton Sheboygan
An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.
A neatly made bed with white bedding, two bedside lamps, a dark headboard, and a small bedside table with a phone and a lamp.
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.

4. 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.
CA $101
CA $112 total
includes taxes & fees
Oct 27 - Oct 28
The Oasis Hotel & Bar
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.
CA $132
CA $150 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Manitowoc by IHG
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.
CA $171
CA $194 total
includes taxes & fees
Nov 1 - Nov 2
Grandstay Residential Suites Hotel - Sheboygan
An indoor swimming pool with clear blue water, surrounded by white chairs and tables, and large windows offering views of the outdoors.
A hotel room with a sofa, a desk, a chair, a television, and a window with curtains.
A hotel room with two beds, a wooden headboard, bedside tables with lamps, and a small shelf.
A modern dining area with a central island, bar stools, and a sofa.

7. 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.
CA $162
CA $184 total
includes taxes & fees
Oct 30 - Oct 31
Holiday Inn Express Sheboygan-Kohler by IHG
An indoor swimming pool with lounge chairs and tables, a clear blue pool, and a high ceiling with visible structural beams.
A restaurant with multiple dining tables, chairs, and a bar area.
A hotel room with two beds, a desk, a chair, a TV, and an air conditioning unit.
A reception area with a wooden reception desk, a flat-screen TV, and a seating area with two chairs and a small table.

8. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
CA $113
CA $128 total
includes taxes & fees
Oct 20 - Oct 21
Wingate by Wyndham Sheboygan
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.
A breakfast area with wooden tables and chairs, a coffee station, and a wall-mounted TV.
A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.
A reception area with a Baymont Inn & Suites sign, a reception desk, a small round table, and a decorative wreath.

9. Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
  • Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.
CA $178
CA $202 total
includes taxes & fees
Oct 25 - Oct 26
Baymont by Wyndham Plymouth
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 hotel room with two beds, a desk, a TV, and a dresser.
A modern lobby with a grey sofa, armchairs, and a large ship's wheel on the wall.

10. 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.
CA $168
CA $191 total
includes taxes & fees
Nov 9 - Nov 10
The Inn on Maritime Bay, an Ascend Collection Hotel
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

Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

10/10 Excellent
"This is a gorgeous venue, with a balcony right on the shore of Lake Michigan. Everything was great, the main restaurant left a bit to be desired."
Russ 1-night trip
Posted 23 hours ago
Blue Harbor Resort and Conference Center
Lighthouse Inn

Lighthouse Inn

10/10 Excellent
"Vintage 1970's waterfront theme. Fantastic view of Lake Michigan. Hot tub worked great in the pool area. Breakfasts were delicious and freshly made. I had a white russian cocktail in the lounge along with some delicious chicken wings and it was my special treat while away. I needed a couple nights away to reset and move forward and this place was exactly what I needed. The bed was comfortable and the room was clean. Some of the furniture is a bit dated but still comfortable. As a senior, it met my every need."
Jean 2-night trip
Posted 1 day ago
Lighthouse Inn
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

8/10 Good
"Very friendly staff. The property was clean except people smoking right by the entrance. Maybe move the receptical further away and dont allow smoking past the parking lot. Breakfast was ok. Suggest a bigger toaster or have 2. Coffee was always empty. Apple juice was watery. Our room had a bad oder. The fan didn't work in the bathroom. The beds were extremely hard and not comfortable. The couch seats were low compared to the armrests and were uncomfortable because it had a bed inside and the bars dug into your legs. The room layout was very nice. 2 separate bedrooms instead of 2 beds next to each other and they were separated by the living room. The price was fair for the room we booked. The pool is very small and not very deep. There was no hot tub, that was a bummer."
Angela M 2-night trip
Posted 4 days ago
Grandstay Residential Suites Hotel - 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: 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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