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

Cleveland Hotel Guide - Hotels with Pool in Cleveland, Wisconsin

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Check availability on Cleveland Hotels with Pool

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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 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.

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.
€81
includes taxes & fees
1 Nov - 2 Nov
Quality Inn Sheboygan North I-43
An indoor swimming pool with wooden walls and ceiling, surrounded by tables and chairs.
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.
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.
€102
includes taxes & fees
27 Oct - 28 Oct
AmericInn by Wyndham Manitowoc
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 neatly made bed with white bedding, two bedside lamps, a dark headboard, and a small bedside table with a phone and a lamp.
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.
€79
includes taxes & fees
21 Oct - 22 Oct
The Oasis Hotel & Bar
Pool
Exterior
Exterior
A hotel room with a grey sofa, two beds, a desk, and a painting on the wall.

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.
€120
includes taxes & fees
8 Nov - 9 Nov
Home2 Suites By Hilton Sheboygan
A hotel lobby with a glass door leading to a pool area.
A living room with two couches, a coffee table, and a round mirror on the wall.
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.
Room

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.
€94
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Manitowoc by IHG
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 restaurant with multiple dining tables, chairs, and a bar area.
A conference room with a long table, six chairs, and a wooden accent wall.

6. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
€76
includes taxes & fees
26 Oct - 27 Oct
Wingate by Wyndham Sheboygan
A swimming pool with a no diving sign, chairs around it, and a max pool capacity sign.
A GrandStay hotel with a modern design, featuring a prominent entrance and a clear view of the parking area.
A spacious dining area with multiple wooden tables and chairs, a ceiling fan, and a bar area in the background.
A hotel room with two beds, a sofa, a TV, and a dining table.

7. 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.
€121
includes taxes & fees
1 Nov - 2 Nov
Grandstay Residential Suites Hotel - Sheboygan
A large outdoor swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple windows and a covered patio area.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.
Siebken's Pub interior with wooden walls, a bar area, and various framed pictures.
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a stove. There are two bar stools with patterned cushions.

8. Siebkens Resort

Siebkens Resort
Elkhart Lake
  • Seasonal outdoor pool sanctuary with private beach access creates a lakeside paradise for water lovers at this hotel.
€135
includes taxes & fees
19 Oct - 20 Oct
Siebkens Resort
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.
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.
€120
includes taxes & fees
10 Nov - 11 Nov
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 a flat-screen TV, a desk with a chair, a bed, a sofa, and a large window with curtains.
A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.
A breakfast area with wooden tables and chairs, a coffee station, and a wall-mounted TV.

10. Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
  • Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.
€127
includes taxes & fees
20 Oct - 21 Oct
Baymont by Wyndham Plymouth
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Choose what matters most at hotels with a pool in Cleveland

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Cleveland Hotel Reviews

Harbor Town, BW Signature Collection

Harbor Town, BW Signature Collection

8/10 Good
"Staff is very nice. Breakfast could be better"
Lawrence 2-night trip
Posted 15 hours ago
Harbor Town, BW Signature Collection
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

8/10 Good
"clean breakfast was the weak link."
Tom 2-night trip
Posted 21 hours ago
Grandstay Residential Suites Hotel - Sheboygan
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 2 days ago
Blue Harbor Resort and Conference Center

Frequently asked questions

What are some accommodation options with pools in Cleveland?
Insane luxury beachfront estate - complete with indoor pool, arcade and theater!: Holiday 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 high-speed (wired) Internet access, an indoor pool and free self parking.
What is there to see and do in Cleveland?
Explore places such as Lake Michigan while you're in Cleveland. Make a point to visit attractions such as North Side Municipal Beach and Wilke Lake.
When is the best time to book a hotel with a pool in Cleveland?
Taking the local weather in Cleveland into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Cleveland are January, March, February and October, with each month seeing an average of 17 cm of snowfall.