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

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Check availability on Cleveland Hotels with a Pool

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

Our top choices for Cleveland hotels with a pool

1. 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.
NT$3,829
NT$4,346 total
includes taxes & fees
Nov 1 - Nov 2
Home2 Suites By Hilton Sheboygan

2. 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.
NT$2,570
NT$2,917 total
includes taxes & fees
Nov 2 - Nov 3
Quality Inn Sheboygan North I-43

3. 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.
NT$3,860
NT$4,381 total
includes taxes & fees
Nov 1 - Nov 2
Grandstay Residential Suites Hotel - Sheboygan

4. 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.
NT$3,254
NT$3,693 total
includes taxes & fees
Oct 22 - Oct 23
AmericInn by Wyndham Manitowoc

5. 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.
NT$3,694
NT$4,193 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Sheboygan-Kohler by IHG

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.
NT$2,577
NT$2,847 total
includes taxes & fees
Oct 18 - Oct 19
The Oasis Hotel & Bar

7. 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.
NT$3,014
NT$3,421 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Manitowoc by IHG

8. Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
  • Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.
NT$4,024
NT$4,568 total
includes taxes & fees
Oct 20 - Oct 21
Baymont by Wyndham Plymouth

9. Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan
Sheboygan
  • Dive into year-round aquatic bliss at this lakeside retreat with a pristine indoor pool just minutes from Lake Michigan.
NT$4,024
NT$4,568 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Sheboygan

10. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
NT$2,424
NT$2,751 total
includes taxes & fees
Oct 28 - Oct 29
Wingate by Wyndham Sheboygan
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

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 5 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 11 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 1 day ago
Blue Harbor Resort and Conference Center
AmericInn by Wyndham Manitowoc

AmericInn by Wyndham Manitowoc

10/10 Excellent
"I was very impressed! This is the cleanest hotel I've ever stayed in. Front desk apologized because it was on the 2nd floor and no elevator. Offered to take my luggage to the room for me. Was going to move me the next day to main floor. Told them I was ok with the room. Lady in charge of breakfast was all ways check everything and was very friendly. I'd definitely stay here again. Even with all the Bears fans it was very quiet!"
Diane 2-night trip
Posted 3 days ago
AmericInn by Wyndham Manitowoc
La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan

8/10 Good
"Room was clean. Smelled like the perfume strippers wear. Staff was friendly and helpful. Sign said rooms not made up on Friday and Sunday unless requested. We stayed over and our room was not made up on Saturday, but trash removed. VERY convenient to Road America. Don’t know if restaurants are near, but there is a McDonald’s very close. Would stay here again."
jeff 3-night trip
Posted 11 days ago
La Quinta Inn by Wyndham Sheboygan
Fairway Inn and Suites, an Ascend Collection Hotel

Fairway Inn and Suites, an Ascend Collection Hotel

8/10 Good
"f"
MarkM 1-night trip
Posted 3 weeks ago
Fairway Inn and Suites, an Ascend Collection Hotel

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: 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.

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