Sheboygan – A Fall and Winter Retreat
Air Date: 12/30/2017 - 12/30/2017
We already love Sheboygan for its gorgeous lakefront, sandy beaches and coastal vibe, but even when the leaves turn and the temperatures drop, Sheboygan has plenty of fall and winter activities to keep you busy all year long! From a scenic (and historic!) Segway tour, to craft beer, Oktoberfest and festive holiday events, there’s no doubt that Sheboygan isn’t just for summertime!
this Episode
Sheboygan
You may have heard that Sheboygan is the Brat Capital of the World, but we’re guessing that we’ll surprise you with a few things we discovered in Sheboygan. Being on Lake Michigan, sailing is a great way to spend time on the water; but did you know Sheboygan helped bring a new event to the Summer Olympics? If you want to sample Italy, we found the restaurant for you. Ever make your own soap? We’ll show you where. And when’s the best time to surf in Sheboygan – yep, we said surf. Even when the temperatures take a dip, Sheboygan has plenty of fall and winter activities to keep you busy all year round!
Browse our Photos
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Sheboygan is gorgeous in the fall!
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Thanks to Sheboygan Segway Tours for a fun day!
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Submitted by: John Sukowaty
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Spend your vacation at Lake Michigan's largest lakefront resort, Blue Harbor Resort & Spa.
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Heavy wind or no wind, there's always something to do on Lake Michigan!
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Enjoy all that Sheboygan has to offer, on two wheels!
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Take a walk on North Pier to take in Lake Michigan and the Sheboygan skyline.
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For a complete Sheboygan experience, stroll the Riverfront and South Pier to shop, snack, dine, play and so much more.
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As one of only five U.S. Sailing Centers, Sheboygan welcomes sailors from all over the world to take on Lake Michigan.
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Sheboygan knows what'SUP! When the breeze takes a break, stand-up paddle boarding takes over.
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Ride the waves in the Fresh Water Surf Capital of the World!
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Mariah is ready to sample some brews at the Blue Harbor Craft Beer Festival!
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A pretty scenic spot for the Blue Harbor Craft Beer Festival
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Views like this are one of the reasons we love Sheboygan!
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The Lottie Cooper shipwreck is one of the stops on the Sheboygan Segway tour.
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Filming along the Lake Michigan shoreline
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One of many trails open for cross country skiing, hiking and snowshoeing at Maywood Environmental Park.
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The DW Crew films at Maywood Environmental Park.
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Eric enjoys the music at Al & Al's Steinhaus annual Oktoberfest celebration.
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Eric enjoys a beer with Frank, an Oktoberfest regular.
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Eric got to meet the winner of the wiener dog race!
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Not only is there great beer at Oktoberfest, but the food is fantastic as well! Eric's pick: reuben rolls
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Wearing lederhosen is encouraged at Oktoberfest!
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Maywood Environmental Park is beautiful in the winter.
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Eric & David hit the trails at Maywood Environmental Park.
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The trails at Maywood Environmental Park are perfect for snowshoeing in the winter.
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Mariah learns a traditional 19th century party game at Wade House.
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Mariah makes some 1840s holiday decorations at the Wade House Christmas celebration.
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An authentic 19th century-style Christmas tree is on display at the Wade House Christmas celebration.
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Visitors will enjoy 19th century Christmas music during the Wade House Christmas celebration.
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Sample a number of 3 Sheeps unique brews at their new tap room!
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Eric can't wait to start sampling!
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Eric & James Owen, one of the co-founders of 3 Sheeps Brewing
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Making Spirits Bright lights up Evergreen Park during the holiday season!
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The car tunnel is a visitor favorite at Making Spirits Bright!
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Over 250,000 lights make up the displays in the Making Spirits Bright holiday lights display.
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The vintage, animated window displays from H.C. Prange department store in Sheboygan are on display at the Holiday Memories exhibit at the Sheboygan County Historical Museum.
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Did you know Sheboygan is considered the Bratwurst Capital of the World? To enjoy a brat the "true" Sheboygan way, make sure to try the brat plate at Sly's Salooon in downtown Sheboygan!
Events in THE AREA
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Sheboygan County Fair August 30, 2018
What better way to enjoy all that is Sheboygan County – brats, fried foods, animals, rides, music, entertainment – find it all at the County Fair!
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Tough Mudder September 8, 2018
Come get dirty in the kettle moraine as you will be shocked (get it?) to see terrain this varied so close to Milwaukee. Tough Mudder Wisconsin is gonna have you smiling and filthy until that finish line beer is long … Continued
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History Hill Music Fest September 8, 2018
An annual music festival sponsored by highlighting Sheboygan County’s local musicians, sit around the front porch of the 1862 Weinhold Log Cabin as the stage, and grounds as a naturally shaded theatre. There will be 3 local acts performing, soda, water and adult … Continued
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Taste Sheboygan September 13, 2018
One of Sheboygan’s most awaited events takes place as Taste Sheboygan. This is year’s event will again bring restaurants from throughout the city together to offer samplings of their finest fare. Taste Sheboygan will benefit the United Way of Sheboygan … Continued
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8th Street Ale Haus Oktoberfest September 14, 2018
Highlights of this year’s extravaganza include the tapping of the Oktoberfest Keg by MAYOR MIKE VANDERSTEEN at NOON on Saturday. Entertainment for the event includes LIVE MUSIC on Friday from 7:00 – 10:00 PM, and Saturday’s entertainment schedule begins at … Continued
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Maywood Earth Ride September 15, 2018
Maywood Earth Ride is for any age and cycling ability: individuals, families and groups. All participants have a chance to win great door prizes, including a free bicycle from Wolf Cycle & Fitness! This ride is a tour, NOT a … Continued
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Blue Harbor Craft Beer Festival September 22, 2018
Enjoy lakefront views and some of the best craft beers in the region, all at Lake Michigan’s largest lakefront resort, Blue Harbor.
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Sheboygan Squared Harvest Fest September 22, 2018
This midday event features hayrides, great food, live music, a petting zoo, face painting, balloon animal clown, pumpkins, apples and other seasonal treats. Fun for the whole family!
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