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

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Cleveland Hotels with a Pool

Tonight
Oct 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

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 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 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.
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 25 - Oct 26
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 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 bar area with a long counter, multiple stools, and a selection of beverages.

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 19 - Oct 20
Total with taxes and fees
The Oasis Hotel & Bar
A hotel lobby with a glass door leading to a pool area.
Room
A modern hotel lobby with a high ceiling, a zebra-patterned carpet, and a glass partition with a view of the lobby area.
A living room with two couches, a coffee table, and a round mirror on the wall.

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.
$93 nightly
$106 total
Nov 1 - Nov 2
Total with taxes and fees
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 conference room with a long table, six chairs, and a wooden accent wall.
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.

5. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
$75 nightly
$85 total
Oct 26 - Oct 27
Total with taxes and fees
Wingate by Wyndham Sheboygan
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.
$127 nightly
$144 total
Nov 15 - Nov 16
Total with taxes and fees
Grandstay Residential Suites Hotel - 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 hotel room with two beds, a desk, a TV, and a dresser.
A spacious indoor dining area with multiple tables and chairs, large windows offering views of the outdoors, and pendant lighting fixtures.

7. 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 8 - Nov 9
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 breakfast area with wooden tables and chairs, a coffee station, and a wall-mounted TV.
A reception area with a Baymont Inn & Suites sign, a reception desk, a small round table, and a decorative wreath.
A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.

8. Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
  • Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.
$125 nightly
$142 total
Oct 19 - Oct 20
Total with taxes and fees
Baymont by Wyndham Plymouth
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.

9. Siebkens Resort

Siebkens Resort
Elkhart Lake
  • Seasonal outdoor pool sanctuary with private beach access creates a lakeside paradise for water lovers at this hotel.
$113 nightly
$127 total
Oct 21 - Oct 22
Total with taxes and fees
Siebkens Resort
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 two beds, a wooden headboard, bedside tables with lamps, and a small shelf.
A hotel room with a sofa, a desk, a chair, a television, and a window with curtains.
A Holiday Inn Express hotel with a brick facade, a covered entrance, and an American flag.

10. 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.
$114 nightly
$129 total
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Express Sheboygan-Kohler by IHG
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

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

10/10 Excellent
"A clean and comfortable stay at a fabulous price. Especially good for those needing a convenient stop while traveling on to other places. Right off the highway but still quiet and peaceful."
Lezlie 1-night trip
Posted 19 hours ago
Comfort Inn & Suites Sheboygan I-43
The Osthoff Resort

The Osthoff Resort

8/10 Good
"Beautiful and clean property…perfect get away from the city!!"
Stephen 2-night trip
Posted 2 days ago
The Osthoff Resort
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 3 days 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 3 days 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 4 days 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.

Explore a world of travel with Expedia