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
31 Aug - 1 Sept
Tomorrow
1 Sept - 2 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for Cleveland hotels with a pool

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
27 Sept - 28 Sept
Quality Inn Sheboygan North I-43

2. 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.
€99
includes taxes & fees
13 Sept - 14 Sept
Holiday Inn Manitowoc by IHG

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.
€91
includes taxes & fees
13 Sept - 14 Sept
AmericInn by Wyndham Sheboygan

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.
€76
includes taxes & fees
8 Sept - 9 Sept
The Oasis Hotel & Bar

5. 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.
€136
includes taxes & fees
27 Sept - 28 Sept
Home2 Suites By Hilton Sheboygan

6. 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.
€88
includes taxes & fees
28 Sept - 29 Sept
Comfort Inn & Suites Sheboygan I-43

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.
€124
includes taxes & fees
21 Sept - 22 Sept
The Inn on Maritime Bay, an Ascend Collection Hotel

8. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
€84
includes taxes & fees
27 Sept - 28 Sept
Wingate by Wyndham Sheboygan

9. Lighthouse Inn

Lighthouse Inn
Two Rivers
  • Lakeside relaxation awaits with a private beach and stunning indoor pool, just steps from white sand shores of Lake Michigan.
€101
includes taxes & fees
1 Sept - 2 Sept
Lighthouse Inn

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.
€107
includes taxes & fees
1 Sept - 2 Sept
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

Lighthouse Inn

Lighthouse Inn

8/10 Good
"Great springboard to outdoor adventures, large rooms and well built to make random noises quiet throughout, Hit the breakfast earlier if you want to miss the wait,"
Karen 3-night trip
Posted 2 hours ago
Lighthouse Inn
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

10/10 Excellent
"Pretty decent for the price"
Oscar 2-night trip
Posted 4 hours ago
Comfort Inn & Suites Sheboygan I-43
Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG

8/10 Good
"For me very convenient. Sufficient fitness center, breakfast and bar. Very courteous and helpful staff!"
ALLAN 6-night trip
Posted 4 hours ago
Holiday Inn Manitowoc by IHG
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

10/10 Excellent
"Everything was great"
Elvia 1-night trip
Posted 5 hours ago
Grandstay Residential Suites Hotel - Sheboygan
AmericInn by Wyndham Manitowoc

AmericInn by Wyndham Manitowoc

10/10 Excellent
"We had 2 rooms (married couple and adult son) each was one queen bed with a sofa. This is a very clean, quiet, well ran hotel/motel with a great breakfast, a friendly staff and nice rooms. I don't know how old it is, but you would think it was new (except for no elevators, which tells me it was built pre-ADA). Cement interior and hallway walls make it very quiet. We would definitely stay here again."
James 1-night trip
Posted 1 day ago
AmericInn by Wyndham Manitowoc
The Osthoff Resort

The Osthoff Resort

8/10 Good
"Stunning views. Very well kept exterior with wonderful views. All staff was super friendly and helpful. Otto's is just ok. Concourse tasty and Moira was very helpful and fun. Courtyard view rooms are roomy. But old. Knobs on dresser loose. Screens ripped and kept together with scotch tape. Balcony super webby. Toilet takes a long time to complete flush. Water pressure and temps are perfect and easily adjustable. Plenty nearby to do. Great bands and entertainment on hotel grounds and 3 min walk away at Tiki. 3.85/5. Rounded to a 4."
Jonathan 2-night trip
Posted 1 day ago
The Osthoff Resort
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

8/10 Good
"Clean room. Frriendly staff."
Susan 3-night trip
Posted 2 days ago
AmericInn by Wyndham Sheboygan
La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan

10/10 Excellent
"The facility was clean and well maintained across the board. Excellent and generous dog walk area with appropriate disposal facility."
Michael 2-night trip
Posted 9 days ago
La Quinta Inn by Wyndham Sheboygan

Frequently asked questions

What are some accommodation options with pools in Cleveland?
Shoreline Serenity - 2 Private Acres: Holiday home, 1-minute walk from Lake Michigan. Offers complimentary wireless Internet access, a pool and kitchens. Insane luxury beachfront estate - complete with indoor pool, arcade and theater!: Hotel, 1-minute walk from Lake Michigan. Features a private beach, an indoor pool and cooked-to-order. Lighthouse Inn: Aparthotel, 14-minute walk from Lake Michigan. Offers daily, an indoor pool and free self parking. Harbor Town, BW Signature Collection: Hotel, 6-minute walk from Lake Michigan. Provides a snack bar/deli, an indoor pool and continental. Watershed Hotel: Hotel, 7-minute walk from Lake Michigan. Features a sauna, an indoor pool and daily.
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.