• Beginning May 31st -June 2nd, the Subway Superbike Doubleheader and Geico Motorcycle AMA Pro Road Racing begins. Road America’s 4.05 mile natural road course will be the arena for the annual Geico Motorcycle AMA Pro Road races in early June. It’s one of the most challenging tracks on the AMA schedule. This two-wheel race war draws quite a huge crowd, and includes a weekend of double headers in four different Geico racing classes. Fans are able to participate in open karting and drag racing demos.

• The AHRMA (American Historic Racing Motorcycle Association) Vintage Motorcycle Classic gets underway on June 7th through the 9th. The race features vintage motorcycles from the 1920’s through the early 1970’s. AHRMA also showcases vintage superbikes from the 80’s and 90’s. AHRMA has dedicated its organization to the preservation of the heritage of motorcycle racing. The Road America track is a favorite for vintage riders because of its four-mile course, multiple turns and the rise and fall of the terrain. Fans will be entertained by cross-country and trial competitions.

• The Weathertech Chicago Region SCCA June Sprints starts on June 13th and runs through June 16th. These sprints highlight everything from showroom stock cars to highly modified purpose-built racecars. The event hosts ten race groups in four days, filled with practice, qualifying, and competition. Road America’s trackside views are amazing and offer delicious food for drivers and fans.

• Nascar Nationwide and ARCA/Trans-Am comes to the Road America tracks June 20th-22nd. Fans will experience ARCA and Trans-Am Qualifying rounds and wheel-to-wheel racing. Fans also get the opportunity to watch Nascar’s future star drivers test their road skills on Road America’s famous four mile, fourteen turn track. This challenging circuit separates the good drivers from the great drivers and fans get to watch all of the excitement.

• The end of June hosts the Optima Face-Off at Road America on the 23rd. On this high-speed weekend, Optima Batteries holds one of its Optima Ultima Streetcar qualifying events. This end of June event includes autocross, road course, and braking and acceleration challenges. The Optima Face-Off also wraps up the June races and sprints month with an exciting style competition and road rally that fans will not want to miss.

The month of June gives avid race fans the chance to enjoy all styles of racing and high-speed competition; from vintage bikes to custom-built racecars. There is something for everyone craving speed at the Road America tracks this summer.

Here’s a look, and a few samples, at some of the artists and entertainers who will perform at the event from May 10-12.

Fourplay – On May 11^th at 6:15 PM this jazz quartet will hit the stage with two decades of contemporary jazz experience.  They bring a unique style with the combination of varying elements of R&B, pop and other jazz foundations. Six of their recordings have climbed to the top of the Billboard’s Contemporary Jazz Album charts.  In 2010, new guitarist Chuck Loeb joined founding members Bob James, Nathan East and Harvey Mason. The new group has brought a renewed energy and passion to the stage, pushing the limits of jazz once again.

The Larry Carlton Quartet – Larry Carlton is a nineteen-time Grammy nominee and a four-time winner. After studio credits with Steely Dan, Joni Mitchell, Michael Jackson, Sammy Davis Jr., Herb Alpert, Quincy Jones, Bobby Bland, Dolly Parton, and Linda Ronstadt, it’s safe to say he is one of the most respected artists in jazz. You can find the Larry Carlton Quartet on stage on May 10^th at 7:15 PM.

Acoustic Alchemy – Following Larry Carlton, Acoustic Alchemy will play at 9:15 PM on the 10^th. This group, originally from the UK, brings 25 years of experience since their first recording. The bring an interesting and talented blend of acoustic guitar along with its electric counterpart. They’ve toured the world and now stop here at the Jazz on the Vine.

Michael Lington with Special Guest Bill Champlin – Formerly of Chicago, Bill Champlin with join Michael Lington on Saturday, May 11^th at 8:45 PM. Lington moved to the US at the young age of 21 and 2012 marked the 15 year anniversary of his released self-titled debut. Since the 90s, he’s continued to put out top ten hits and passionate performances with his sax. 

Shilts – Visiting from London, Paul “Shilts” Weimar will hit the stage early on Friday evening at 5:15 PM. His 30-year career has spanned all forms of jazz, funk, soul and pop music, touring all over the world.  In total, five albums have been released, each one better than the last. His fun attitude and desire to produce good music makes for an entertaining performance.

Cindy Bradley – On Saturday afternoon at 1:45 PM Cindy Bradley will hit the stage.  After her debut album in 2009, she won best new artist at the American Smooth Jazz Awards and named Debut Artist of the Year by the Catalina Island Jazz Trax Festival and Smooth Jazz News.

Matt Marshak – He released his seventh major album in 2012, Color of Me. He’s an appealing new face in contemporary jazz, with a blend of jazz, blues, rock, pop and funk. Smooth-jazz radio station in New York named him one of the best new smooth-jazz artists. His fun and certainly entertaining show will hit the stage at 3:45 PM on Saturday afternoon.

Marcell Guyton – May 10^th through 12^th at Afterglow and Jazz Brunch, this keyboardists will perform. “I enjoy watching the crowd and how they respond to the music we are playing. My musical style is most influenced by Stevie Wonder and Billy Joel.”

For more information on the Jazz on the Vine Festival, click here.

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.

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.

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

“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. 

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.