Top Resorts in Sheboygan County in 2026

A wooden boardwalk along a sandy beach with dunes and a clear sky.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Sheboygan County resorts

A large building with a stone entrance, two flags, and a sign that reads 'The Osborn.'

1. The Osthoff Resort

Elkhart Lake

Donald

Rp4.768.971 total

includes taxes & fees

2 Sept - 3 Sept

A spacious atrium with a grand chandelier, multiple balconies, and large windows allowing natural light.

2. Blue Harbor Resort and Conference Center

Sheboygan

Laura

Rp4.161.217 total

includes taxes & fees

9 Sept - 10 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Sheboygan County Hotel Reviews

Holiday Inn Express Sheboygan-Kohler by IHG

10/10 Excellent

"Food is subpar and pool is very small no hot tub. Great location and great foods nearby."

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."