Where to Stay in Sheboygan

Hotels

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.

Velvet Sheep Farms

5.0(71)·B&B / Inn

Velvet Sheep Farms is a bed and breakfast in Sheboygan. We offer country-style breakfasts, including gluten-free options, and welcome guests to tour our fiber farm and meet the sheep and goats. Our rooms are spacious and private, some with updated, attached bathrooms and showers. We provide a variety of breakfast options each morning.

Fairfield by Marriott Inn & Suites Sheboygan

4.5(274)·Hotel

Unfussy quarters in a casual hotel featuring a gym & a heated indoor pool, plus a business center.

Father Wind Bed & Breakfast

5.0(21)·B&B / Inn

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.

Castino Lakeview Mansion

4.8(31)·Hotel

Castino Lakeview Mansion is a homestay in Sheboygan that accommodates large groups, perfect for events and getaways. Our mansion sits atop a 50-foot bluff, offering views of Lake Michigan near the Beach and Marina. The property features a gated exterior and an outdoor area with a fire pit and heaters. Inside, we offer 10 bedrooms, 9 bathrooms, and 11 fireplaces, along with a tavern and game room for guests. We sleep up to 24 people, catering to corporate retreats, family reunions, and other large gatherings.

Lake Orchard Farm Retreat

4.5(105)·B&B / Inn

Lake Orchard Farm Retreat is a B&B in Elkhart Lake. We offer homey rooms, a 9-hole golf course, and a clubhouse, all surrounded by active farmland.

Blue Harbor Resort

4.4(3426)·Resort

Modern resort featuring a conference center & an indoor water park, plus dining, mini-golf & a spa.

Harbor Winds Hotel

4.1(263)·Hotel

Straightforward rooms in a down-to-earth riverside hotel offering breakfast & Wi-Fi.

Short-Term Rental

Lakejoy loft

5.0(2)·Cottage & Cabin

Lakejoy loft is a vacation rental in Sheboygan offering beachfront accommodation. Our loft provides views of Lake Michigan and direct access to the beach. We offer a lakeside getaway located on a quiet dead-end road, available 365 days a year. The loft includes 2 rooms and 3 beds, designed for couples and small families. Completed in 2023, our space features all-new amenities and a contemporary design. Guests can enjoy a spacious shower and bathroom, along with a deck overlooking Lake Michigan.

Camping

Pond Cabin

4.8(5)·Glamping & Cabins

Pond Cabin is a cabin lodging in Sheboygan set against a wooded valley and beside a quiet pond. Our well-appointed private cabin features two bedrooms, two bathrooms, a kitchen, and a living space with a wood-burning fireplace and stove. With over 1,200 square feet, the cabin accommodates up to four guests. A spacious wooden porch wraps halfway around the shingled roof cabin, leading to walking paths out to the nearby pond and seasonal creek.