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

Hotels with Swimming Pool in Cleveland, Wisconsin

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Check availability on Cleveland Hotels with Swimming 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 room with a bed, a sofa, a desk, and a painting on the wall.
A bathroom with a sink, mirror, towel rack, and toilet.
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.
P5,718
P6,490 total
includes taxes & fees
Oct 18 - Oct 19
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 buffet counter with a coffee machine, a display case with food, and a digital menu board.
A multi-story hotel with a modern design, featuring a covered outdoor seating area and a visible fire feature.
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.
P8,145
P9,245 total
includes taxes & fees
Oct 4 - Oct 5
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 hotel room with a bed, a desk with a sink, a chair, a small table, and a window with curtains.

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.
P5,523
P6,268 total
includes taxes & fees
Oct 4 - Oct 5
AmericInn by Wyndham Sheboygan
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 dining area with multiple wooden tables and chairs, a ceiling fan, and a bar area in the background.
A spacious living area with a fireplace, a sofa, and a dining area in the background.

4. 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.
P6,560
P7,445 total
includes taxes & fees
Sep 27 - Sep 28
Grandstay Residential Suites Hotel - 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 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.
P6,185
P7,020 total
includes taxes & fees
Oct 25 - Oct 26
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 spacious lobby with marble flooring, vending machines, and a staircase.
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.

6. 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.
P4,442
P4,908 total
includes taxes & fees
Oct 4 - Oct 5
The Oasis Hotel & Bar
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 conference room with a long table, six chairs, and a wooden accent wall.
A hotel room with two beds, a desk, a chair, a TV, and an air conditioning unit.

7. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
P5,773
P6,552 total
includes taxes & fees
Oct 19 - Oct 20
Wingate by Wyndham Sheboygan
An indoor swimming pool with a clear view of the sky through the ceiling, surrounded by lounge chairs and a brick floor.
An outdoor patio with tables and chairs, large umbrellas, and a view of the water.
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.

8. 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.
P7,912
P8,981 total
includes taxes & fees
Oct 25 - Oct 26
The Inn on Maritime Bay, an Ascend Collection Hotel
An indoor swimming pool with clear water, tiled floor, and safety railings.
A modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.
A hotel room with two beds, a desk, a chair, a sofa, and a round yellow table.
A hotel room with a sofa, a small round table, a bed, a desk, and a lamp.

9. 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.
P5,060
P5,744 total
includes taxes & fees
Oct 18 - Oct 19
Comfort Inn & Suites Sheboygan I-43
An indoor swimming pool with clear water, wooden walls, and a tiled floor.
A garden with a bench, a tree, and a view of the water.
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a wooden table and chairs.
A wooden interior with a pool area, lounge chairs, and a table with chairs.

10. 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.
P4,967
P5,638 total
includes taxes & fees
Oct 19 - Oct 20
Village Inn on the Lake
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

Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG

8/10 Good
"Hotel was great, no major issues. Staff was friendly and very helpful. Property and room was a little outdated and could use some updating and minor repairs, but I would still return and come back. Great location and just a little south from Green Bay. We used the hotel for our base camp before a Packers game."
David 1-night trip
Posted 4 hours ago
Holiday Inn Manitowoc by IHG
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
Super 8 by Wyndham Sheboygan WI

Super 8 by Wyndham Sheboygan WI

8/10 Good
"Fair pricing, been in worse for a lot more money. Beds were a bit hard, showers were hot, reserved an accessable room, apparently that means it's on the first floor. No grab bars in the shower or by the toilet. Good for the price."
Dana 4-night trip
Posted 5 days ago
Super 8 by Wyndham Sheboygan WI
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 12 days ago
La Quinta Inn by Wyndham Sheboygan

Frequently asked questions

What are some accommodations with pools in Cleveland?
Lighthouse Inn: Vacation home, 1-minute walk from Lake Michigan. Features complimentary wireless internet access, a pool, and kitchens. Grandstay Residential Suites Hotel - Sheboygan: Hotel, 1-minute walk from Lake Michigan. Offers a private beach, an indoor pool, and cooked-to-order. Watershed Hotel: Aparthotel, 14-minute walk from Lake Michigan. Features daily, an indoor pool, and free self parking. Harbor Town, BW Signature Collection: Hotel, 6-minute walk from Lake Michigan. Features a snack bar/deli, an indoor pool, and continental. Cobblestone Hotel & Suites - Two Rivers: 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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