Photo by John Sukowaty

Book Sheboygan Bed & Breakfast

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Dec 19 - Dec 21
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B&B in Sheboygan

Front of property - evening/night
The Rochester Inn, A Historic Hotel

The Rochester Inn, A Historic Hotel

3.0 star property
Sheboygan Falls
9.6 out of 10, Exceptional, (317)
"Beautiful place to stay, everything was lovely and the breakfast was delicious. "
United States
Ruby
$220 nightly
The price is $244
Dec 12 - Dec 13
Total with taxes and fees
The Rochester Inn, A Historic Hotel
Terrace/patio
The Stagecoach Inn Bed & Breakfast and Five20 Social Stop

The Stagecoach Inn Bed & Breakfast and Five20 Social Stop

2.5 star property
Cedarburg
9.6 out of 10, Exceptional, (429)
"The charming and personable staff greeted us (including the owner whom we met on site) and we were escorted to a clean room with lots of character."
United States
Timothy
$145 nightly
The price is $160
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Stagecoach Inn Bed & Breakfast and Five20 Social Stop
Exterior
Washington House Inn

Washington House Inn

4.0 star property
Cedarburg
9.2 out of 10, Wonderful, (1002)
"Room was spotless, bed was extremely comfortable! Staff is always engaging. We love staying here. "
United States
Donna
$149 nightly
The price is $165
Jan 4 - Jan 5, 2026
Total with taxes and fees
Washington House Inn
Suite, Multiple Beds, Jetted Tub (Hong Kong Retreat) | Fireplace
Astor House

Astor House

3.5 star property
Astor
9.8 out of 10, Exceptional, (188)
"Beautiful place and we had a wonderful stay. "
United States
Robert
$186 nightly
The price is $222
Dec 10 - Dec 11
Total with taxes and fees
Astor House
Casa Suite | Egyptian cotton sheets, premium bedding, pillowtop beds, blackout drapes
Braywood Inn

Braywood Inn

4.0 star property
Oshkosh
9.2 out of 10, Wonderful, (26)
"Great communication, nice location We will be back "
United States
Artur
$160 nightly
The price is $184
Dec 14 - Dec 15
Total with taxes and fees
Braywood Inn
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.
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Top Sheboygan Hotel Reviews

Harbor Winds Hotel

Harbor Winds Hotel

10/10 Excellent
"Could use a better selection of foods. "
Steve 3-night trip
Posted 1 day ago
Harbor Winds Hotel

Find out more about Sheboygan

Sheboygan B&B information

Number of reviews
1,270
Accommodation
2 B&B
Lowest Price
$160
Highest Price
$244

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Sheboygan?
Prices for B&Bs in Sheboygan often vary, but you can find a great deal from $160 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Sheboygan B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a B&B in Sheboygan?
The best time to book a B&B in Sheboygan is during its peak season from May to July, when the region truly comes alive with vibrant local events and outdoor activities. May marks the beginning of warmer weather, making it an ideal month for travelers looking to enjoy the beautiful lakeshores and participate in various water sports, such as sailing and kayaking.

As temperatures rise into the comfortable mid-70s to low 80s Fahrenheit, visitors can embrace the friendly space of Sheboygan's beaches and parks. This bustling time also features local festivals, art fairs, and farmers' markets, allowing you to immerse yourself in the community's culture while enjoying the scenic beauty of Lake Michigan.

If you prefer a quieter experience with pleasant temperatures and fewer crowds, consider visiting in November. This month, while outside the main tourist season, offers a chance to appreciate the serenity of Sheboygan's natural landscapes and enjoy indoor attractions like local museums and cozy cafés.
What is the difference between a Sheboygan Bed and Breakfast and a hotel?
Every Sheboygan B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Sheboygan B&Bs.

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