Where to Stay in Sheboygan

Hand-picked inns, cottages and guest lodges for your next trip.

Map of stays in Sheboygan

Hotels

Watershed Hotel

Watershed Hotel

4.8(502)Hotel

The Watershed Hotel offers a relaxed stay in Sheboygan, featuring simply decorated rooms and views of the Sheboygan River. Guests can enjoy a convenient location that provides easy access to the town while maintaining a peaceful atmosphere. Start your day with a well-appointed complimentary continental breakfast that includes a variety of options. The hotel emphasizes eco-friendliness and provides a welcoming environment for all guests, including those traveling with dogs. Experience friendly and helpful service from staff who are knowledgeable about the area. The hotel also features a cozy lounge area and a dock on the river, perfect for unwinding after a day of exploring.

Father Wind Bed & Breakfast

Father Wind Bed & Breakfast

5.0(21)Bed & Breakfast

Experience genuine hospitality at this cozy bed and breakfast, where every detail is thoughtfully arranged for your comfort. Enjoy a relaxing stay in a tranquil setting, perfect for unwinding and refreshing. Your hosts, Mark and Luanne, are dedicated to providing a welcoming atmosphere, ensuring you feel right at home. They prepare a delicious breakfast each morning, and you can expect a tidy kitchen and fresh towels daily. Nestled in a quiet north side neighborhood, this charming spot offers convenient access to the lake and downtown area. It is an ideal choice for both returning visitors and those exploring Sheboygan for the first time.