Book Hotels in Cleveland, WI
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Top Cleveland hotels

Shoreline Serenity - 2 Private Acres
Cleveland WI
This cottage features a garden, laundry facilities, and barbecue grills.
Wonderful experience! Would stay here again in a heartbeat. Perfect for our sisters get together! Had everything we needed (and more). Awesome views of the sunrise over Lake Michigan every morning. Beautiful.
Reviewed on Feb 12, 2026

Stunning castle with working vineyard - the ultimate luxury VRBO property!
Cleveland WI
This castle features a hot tub and a sauna. Limo/town car service, a garden, and laundry facilities are also on offer.
Responsive host, house is really unique and amazing for groups who want to spend time together as the three levels are all lofted under the same roof. Amazing and cozy winter getaway!
Reviewed on Dec 8, 2025

The American Club
419 Highland Drive Kohler WI
Fully refundableReserve now, pay when you stay
$436 nightly
The price is $482 total per night from Mar 1 to Mar 2
$482 total
Mar 1 - Mar 2
Total with taxes and fees
A full-service spa, 3 restaurants, and 4 indoor tennis courts are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour ...
We booked through Hotels.com, which cause a lot of strife once we arrived at The American Club. This is an amazing place, book directly through them to save yourself a considerable amount of unnecessary hassle. It's a destination hotel, we highly recommend it.
Reviewed on Feb 22, 2026

Watershed Hotel
838 N 15th St Sheboygan WI
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $136 total per night from Feb 27 to Feb 28
$136 total
Feb 27 - Feb 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
Wonder welcome, clean and spacious room
Reviewed on Feb 25, 2026

Blue Harbor Resort and Conference Center
725 Blue Harbor Drive Sheboygan WI
$207 nightly
The price is $235 total per night from Mar 1 to Mar 2
$235 total
Mar 1 - Mar 2
Total with taxes and fees
This resort features free water park access, a full-service spa, and a restaurant. There's fun for all ages with a lazy river and mini golf, and families will ...
All was good
Reviewed on Feb 23, 2026

La Quinta Inn by Wyndham Sheboygan
2932 Kohler Memorial Dr Sheboygan WI
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $85 total per night from Mar 2 to Mar 3
$85 total
Mar 2 - Mar 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of ...
good service
Reviewed on Feb 24, 2026

The Inn on Maritime Bay, an Ascend Collection Hotel
101 Maritime Dr Manitowoc WI
Fully refundable
$132 nightly
The price is $150 total per night from Mar 3 to Mar 4
$150 total
Mar 3 - Mar 4
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Enjoy the sauna and free perks like continental breakfast and free self parking. A 24-hour business center, ...
The hot tub in the pool area was not working. But beyond that, they didn’t drain it and it was BROWN with some kind of sediment sitting on the bottom. There was black liquid leaking from the roof above the pool, dripping in the ground in multiple places. The women’s restroom has a toilet so brown ...
Reviewed on Feb 25, 2026

Insane luxury beachfront estate - complete with indoor pool, arcade and theater!
Cleveland WI
This vacation home features an indoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on ...

Grandstay Residential Suites Hotel - Sheboygan
708 Niagara Avenue Sheboygan WI
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $134 total per night from Feb 27 to Feb 28
$134 total
Feb 27 - Feb 28
Total with taxes and fees
This aparthotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
Recent Cleveland hotel reviews by fellow wanderers

Watershed Hotel
5 out of 5
Posted 23 hours ago
Travelocity Verified Review
"Wonder welcome, clean and spacious room
"
A verified traveler stayed at Watershed Hotel
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