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

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Check availability on Cleveland Hotels with Pool

Tonight
28 Sept - 29 Sept
Tomorrow
29 Sept - 30 Sept
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 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 television.
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.

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.
Rp1.582.625
Rp1.796.280 total
includes taxes & fees
27 Oct - 28 Oct
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.
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.
A buffet counter with a coffee machine, a display case with food, and a digital menu board.

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.
Rp2.334.193
Rp2.649.309 total
includes taxes & fees
4 Oct - 5 Oct
Home2 Suites By Hilton Sheboygan
A family sitting by a poolside with chairs and a tiled wall in the background.
A reception area with two desks, a TV, and orange chairs.
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.

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.
Rp1.582.625
Rp1.796.281 total
includes taxes & fees
5 Oct - 6 Oct
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 living area with a fireplace, a sofa, and a dining area in the background.
A spacious dining area with multiple wooden tables and chairs, a ceiling fan, and a bar 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.
Rp1.887.691
Rp2.142.530 total
includes taxes & fees
30 Sept - 1 Oct
Grandstay Residential Suites Hotel - 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.
A modern hotel lobby with a high ceiling, a zebra-patterned carpet, and a glass partition with a view of the lobby area.

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.
Rp1.879.815
Rp2.133.590 total
includes taxes & fees
4 Oct - 5 Oct
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 neatly made bed with white bedding, two bedside lamps, a dark headboard, and a small bedside table with a phone and a lamp.

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.
Rp1.272.903
Rp1.406.558 total
includes taxes & fees
4 Oct - 5 Oct
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 conference room with a long table, six chairs, and a wooden accent wall.
A restaurant with multiple dining tables, chairs, and a bar area.
A reception area with a wooden reception desk, a flat-screen TV, and a seating area with two chairs and a small table.

7. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
Rp1.717.256
Rp1.949.086 total
includes taxes & fees
12 Oct - 13 Oct
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.
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.

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.
Rp2.267.415
Rp2.573.515 total
includes taxes & fees
25 Oct - 26 Oct
The Inn on Maritime Bay, an Ascend Collection Hotel
An indoor swimming pool with clear water, tiled floor, and safety railings.
A hotel with a modern design, featuring a prominent tower with the hotel name, a covered entrance, and a well-maintained lawn.
A hotel room with a sofa, a small round table, a bed, a desk, and a lamp.
A hotel room with two beds, a desk, a chair, a sofa, and a round yellow table.

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.
Rp1.611.270
Rp1.828.792 total
includes taxes & fees
19 Oct - 20 Oct
Comfort Inn & Suites Sheboygan I-43
An indoor swimming pool with clear water, wooden walls, and a tiled floor.
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.
A hotel room with a bed, a fireplace, a television, a sauna, a dining table, and a kitchen area.

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.
Rp1.423.289
Rp1.615.567 total
includes taxes & fees
19 Oct - 20 Oct
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

AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

10/10 Excellent
"The parking lot was resurfaced without notification so parking was difficult. Some had damage to their vehicles. This property seems to still be undergoing renovation. Staff is the shining star of this place!"
Troy 3-night trip
Posted 3 hours ago
AmericInn by Wyndham Sheboygan
Lighthouse Inn

Lighthouse Inn

10/10 Excellent
"Staff / check-in was easy….Bartender was excellent and friendly….Restaurant prices, selection of food choices, food quality was good….Table hostess was new employee (one month as server) but very well trained and friendly/personable….👍👍"
Robert 1-night trip
Posted 4 hours ago
Lighthouse Inn
Harbor Town, BW Signature Collection

Harbor Town, BW Signature Collection

8/10 Good
"Room was nice, very quiet, shower"
ann 1-night trip
Posted 9 hours ago
Harbor Town, BW Signature Collection
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

8/10 Good
"Really charming little room. Comfy, clean, full size fridge, a microwave, basic dishes. A person could easily stay here awhile. Perfect location to walk to the Kohler Art Center, dine at the Black Pig and even walk to the lighthouse! Would rate higher, but I was double billed...once by Expedia and again by the front desk at check in. I called about it once I was home and the front desk gal was pleasant, admitted there had been an error and will refund me accordingly. No issues in resolving."
Susan 1-night trip
Posted 1 day ago
Grandstay Residential Suites Hotel - Sheboygan
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

8/10 Good
"Breakfast was incredible. Staff was helpful. The pool had red sediment/staining presumably iron deposits? Overall felt clean but could smell animals throughout and room was musty at first until we got used to it"
MELISSA M 2-night trip
Posted 1 day ago
Comfort Inn & Suites Sheboygan I-43
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 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 4 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 7 days ago
Super 8 by Wyndham Sheboygan WI

Frequently asked questions

What are some accommodation options with pools in Cleveland?
Lighthouse Inn: Holiday 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 such as Lake Michigan while you're in Cleveland. Make a point to visit attractions such as North Side Municipal Beach and Bookworm Gardens.
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.

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