Hearthside Dinner Set For April In Greenbush, WI

Sheboygan WI HotelExactly one month from today, on April 13th, the Hearthside Dinner will take place at the Wade House in Greenbush, WI. Guests will enjoy a meal of a bygone era, participating in the special Hearthside Dinner program.  You’ll go back in time to the 1860s, working together to prepare a meal in the kitchens of the Wade House stagecoach inn. On Wade House’s website they describe the event as, “The sounds and smells of the 19th century come to life as stove and fireplace fires are lit and guests chop and stir, season and roast, preparing their midday meal as Betsey Wade routinely did for stagecoach travelers a century and a half ago.”

The event is a unique opportunity for visitors and guests to enjoy a much different and simpler time. “At the conclusion of the day, everyone pitches in to clear the table, wash the dishes (19th-century style), and sweep the hearth to end a satisfying encounter with central Wisconsin’s past.”

The Wade House is an 1860s style stagecoach inn. It was built to tell the story of frontier entrepreneur Sylvanus Wade and his family in the 1800s during the Civil War era. On the Wade House grounds, you’ll also find an authentic sawmill, one of the few working, water-powered sawmills of its kind in the nation, as well as the Wesley Jung Carriage Museum.

The whole event and location is a great experience in the Sheboygan, WI area, and one of the many great attractions in Plymouth.  The cost is $45 per person with a minimum of ten and a maximum of 20 people.  You can call 920-526-3271 for reservations or visit their website here for more information.  You can also give us a call with any questions you may have.

Hitting The Slopes Near Sheboygan Wisconsin

Even during these cold winter months, Sheboygan County offers plenty of activities and a weekend retreat. The Inn On Hillwind is only a short distance away from two area ski resorts where you can spend a nice weekend away from Milwaukee or Green Bay. After spending the day on the sloes, come back to the Inn and cozy up in one of the private suites with a whirlpool, fireplace, large beds, and private baths.  We can provide a great retreat after a long day of skiing in Wisconsin.  


Sheboygan WI Hotel

Image Courtesy Of: Ski Sunburst

Sunburst - Sunburst hosts a variety of trails including beginner, advanced, and expert levels and 3 terrain parks. They offer night skiing and boarding 7 days/week on all runs with snow tubing also available. They are typically open till March , but depends on weather conditions.  Sunburst is only 30-40 minutes away from our B&B in Plymouth.

Little Switzerland – Opened in 1941, Little Switzerland is one of the oldest resorts in the Midwest.  Mix in millions of dollars of improvements and you have an historic resort with a first class customer experience.  While a few key ingredients of the lodge remain, such as the Swiss style and one of the big fireplaces, the lodge has been gutted and completely remodeled.  Highlights include a beautiful new bar and game room upstairs in the all-new Swiss Chalet.  The lower level will house an all new pro shop, new ticketing area, completely redesigned rental designed to maximize efficiencies and minimize time spent inside, a new ski patrol room, and an all-new cafeteria.   This is a little further of a drive, clocking in at about 1 hour southwest of Plymouth.

Celebrating The Holidays In Sheboygan County

Visiting Sheboygan County in the winter can get chilly, but that doesn’t mean there aren’t still plenty of things to do. The county puts together many different activities to take part in during the months of November through January. Here are a few of the activities you can try while visiting. Stay at the Inn on Hillwind with whirlpools, fireplaces and a warm breakfast every day. After a day out taking part in different activities, you can come back, relax and enjoy a nice whirlpool to wind down in.

November 15-December 16
Making Spirits Bright

Brought to you by Sheboygan Rotary Clubs, twenty-four nights of a spectacular drive-thru holiday lights display in Sheboygan’s beautiful Evergreen Park. Admission price of a non-perishable food item. 5-9 pm nightly.
Visit www.VisitSheboygan.com

November 22-January 1
Holiday Memories Light Display

Enjoy a drive-thru lights display on the beautiful grounds of the Sharon S. Richardson Community Hospice.Admission is free; however, donations for the Patient Care Fund are welcome in the red mailbox near the Holiday Gatehouse. For directions, visit the events page at www.ssrhospicehome.org.

Saturday, December 1, 8 and 15
Breakfast with Santa, Holiday Workshops & Hayrides at The Osthoff Resort

Enjoy a knee-high breakfast buffet, Christmas caroling and a special gift from Santa Claus, cookie decorating and ornament making workshops for children assisted by Mrs. Claus. Enjoy a horse-drawn hay wagon ride through charming Elkhart Lake while singing Christmas carols, then warm up with a cup of hot chocolate. Please call 855-662-8144 for cost, times, registration or more information. Visit www.osthoff.com

Young or Old, Take a Trip to Bookworm Gardens

One of the fun things to do in Sheboygan County is taking a trip to Bookworm Gardens.  Located just 25 min east of our Wisconsin bed and breakfast, it’s a short trip well worth the time.

“Bookworm Gardens is a vibrant, playful children’s garden that enhances literature, the natural world, and the imagination. Located in Sheboygan, Wisconsin, the garden is adjacent to UW Sheboygan and is across from the UW Extension offices which house the Sheboygan County Master Gardeners.”

Kids will love it, but even if you’re not that young or don’t have kids with you, you’ll love taking a step back in time to reignite your imagination.  Two acres of property stretch across the grounds featuring various exhibits and gardens based completely on children’s literature.  “Over 60 different books are represented, selected by reading specialists, librarians, teachers, and kids.” Entrance is free and they offer classes throughout the gardens on horticulture, literature, art and cooking as well.  There’s also a small amphitheater where special events, small plays and concerts often take place throughout the day.   The gardens really offer something for everyone.  Even the young at heart can appreciate the unbelievable horticulture and creativity that goes into the creation and maintenance of these various plants.  They even have giant fruits and vegetables on hand you’ll be tempted to pick and take home.  The gardens are also a short distance from the downtown area of Sheboygan where you can find a nice place to enjoy lunch dinner or other activities. 

Sheboygan County Blog


Check out our monthly blog to see what is going on at the Inn on Hillwind, a Sheboygan County Bed and Breakfast, and the Kohler/Shebogan area.


After several months we have finally completed our new website.  It includes many new pictures highlighting some of the changes that Jean and John have implemented at the inn.  We hope that you like the new site.

The spring was busy with many new outdoor projects.  A local landscaping company has completely changed the look of the property.  They have expanded the gardens near the house, created a seating area down near the barn, and planted Blackeyed Susans on the hillside.  They are currently working on mowing a walking path in to the field that will go around the whole property.  It will have seating areas along the way.  Eventually there will be a fence around the whole perimeter of the property.  We hope that you will come visit us soon to see all of the changes.

To see our availability or to make a reservation click on the Availability Tab.  We look forward to your next visit.