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Sheboygan – A Fall and Winter Retreat

  • Episode Info
  • Sheboygan

Sheboygan – A Fall and Winter Retreat

Air Date: 12/29/2018 - 12/29/2018

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!

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this Episode
Sheboygan

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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!

  • Sheboygan Tourism

    621 S 8th Street
    Sheboygan, WI 53081

    P: 920-457-9491
    F: 920-457-6269

    Email
    Website


    Questions? Let us know!

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  • Sheboygan is gorgeous in the fall!

  • Thanks to Sheboygan Segway Tours for a fun day!

  • Submitted by: John Sukowaty

  • Spend your vacation at Lake Michigan's largest lakefront resort, Blue Harbor Resort & Spa.

    Spend your vacation at Lake Michigan's largest lakefront resort, Blue Harbor Resort & Spa.

  • Heavy wind or no wind, there's always something to do on Lake Michigan!

    Heavy wind or no wind, there's always something to do on Lake Michigan!

  • Enjoy all that Sheboygan has to offer, on two wheels!

    Enjoy all that Sheboygan has to offer, on two wheels!

  • Take a walk on North Pier to take in Lake Michigan and the Sheboygan skyline.

    Take a walk on North Pier to take in Lake Michigan and the Sheboygan skyline.

  • For a complete Sheboygan experience, stroll the Riverfront and South Pier to shop, snack, dine, play and so much more.

    For a complete Sheboygan experience, stroll the Riverfront and South Pier to shop, snack, dine, play and so much more.

  • As one of only five U.S. Sailing Centers, Sheboygan welcomes sailors from all over the world to take on Lake Michigan.

    As one of only five U.S. Sailing Centers, Sheboygan welcomes sailors from all over the world to take on Lake Michigan.

  • Sheboygan knows what'SUP! When the breeze takes a break, stand-up paddle boarding takes over.

    Sheboygan knows what'SUP! When the breeze takes a break, stand-up paddle boarding takes over.

  • Ride the waves in the Fresh Water Surf Capital of the World!

    Ride the waves in the Fresh Water Surf Capital of the World!

  • Mariah is ready to sample some brews at the Blue Harbor Craft Beer Festival!

  • A pretty scenic spot for the Blue Harbor Craft Beer Festival

  • Views like this are one of the reasons we love Sheboygan!

  • The Lottie Cooper shipwreck is one of the stops on the Sheboygan Segway tour.

  • Filming along the Lake Michigan shoreline

  • One of many trails open for cross country skiing, hiking and snowshoeing at Maywood Environmental Park.

  • The DW Crew films at Maywood Environmental Park.

  • Eric enjoys the music at Al & Al's Steinhaus annual Oktoberfest celebration.

  • Eric enjoys a beer with Frank, an Oktoberfest regular.

  • Eric got to meet the winner of the wiener dog race!

  • Not only is there great beer at Oktoberfest, but the food is fantastic as well! Eric's pick: reuben rolls

  • Wearing lederhosen is encouraged at Oktoberfest!

  • Maywood Environmental Park is beautiful in the winter.

  • Eric & David hit the trails at Maywood Environmental Park.

  • The trails at Maywood Environmental Park are perfect for snowshoeing in the winter.

  • Mariah learns a traditional 19th century party game at Wade House.

  • Mariah makes some 1840s holiday decorations at the Wade House Christmas celebration.

  • An authentic 19th century-style Christmas tree is on display at the Wade House Christmas celebration.

  • Visitors will enjoy 19th century Christmas music during the Wade House Christmas celebration.

  • Sample a number of 3 Sheeps unique brews at their new tap room!

  • Eric can't wait to start sampling!

  • Eric & James Owen, one of the co-founders of 3 Sheeps Brewing

  • Making Spirits Bright lights up Evergreen Park during the holiday season!

  • The car tunnel is a visitor favorite at Making Spirits Bright!

  • Over 250,000 lights make up the displays in the Making Spirits Bright holiday lights display.

  • 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.

  • 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!


Sheboygan is gorgeous in the fall!


Thanks to Sheboygan Segway Tours for a fun day!


Submitted by: John Sukowaty

Spend your vacation at Lake Michigan's largest lakefront resort, Blue Harbor Resort & Spa.

Spend your vacation at Lake Michigan's largest lakefront resort, Blue Harbor Resort & Spa.

Heavy wind or no wind, there's always something to do on Lake Michigan!

Heavy wind or no wind, there's always something to do on Lake Michigan!

Enjoy all that Sheboygan has to offer, on two wheels!

Enjoy all that Sheboygan has to offer, on two wheels!

Take a walk on North Pier to take in Lake Michigan and the Sheboygan skyline.

Take a walk on North Pier to take in Lake Michigan and the Sheboygan skyline.

For a complete Sheboygan experience, stroll the Riverfront and South Pier to shop, snack, dine, play and so much more.

For a complete Sheboygan experience, stroll the Riverfront and South Pier to shop, snack, dine, play and so much more.

As one of only five U.S. Sailing Centers, Sheboygan welcomes sailors from all over the world to take on Lake Michigan.

As one of only five U.S. Sailing Centers, Sheboygan welcomes sailors from all over the world to take on Lake Michigan.

Sheboygan knows what'SUP! When the breeze takes a break, stand-up paddle boarding takes over.

Sheboygan knows what'SUP! When the breeze takes a break, stand-up paddle boarding takes over.

Ride the waves in the Fresh Water Surf Capital of the World!

Ride the waves in the Fresh Water Surf Capital of the World!


Mariah is ready to sample some brews at the Blue Harbor Craft Beer Festival!


A pretty scenic spot for the Blue Harbor Craft Beer Festival


Views like this are one of the reasons we love Sheboygan!


The Lottie Cooper shipwreck is one of the stops on the Sheboygan Segway tour.


Filming along the Lake Michigan shoreline


One of many trails open for cross country skiing, hiking and snowshoeing at Maywood Environmental Park.


The DW Crew films at Maywood Environmental Park.


Eric enjoys the music at Al & Al's Steinhaus annual Oktoberfest celebration.


Eric enjoys a beer with Frank, an Oktoberfest regular.


Eric got to meet the winner of the wiener dog race!


Not only is there great beer at Oktoberfest, but the food is fantastic as well! Eric's pick: reuben rolls


Wearing lederhosen is encouraged at Oktoberfest!


Maywood Environmental Park is beautiful in the winter.


Eric & David hit the trails at Maywood Environmental Park.


The trails at Maywood Environmental Park are perfect for snowshoeing in the winter.


Mariah learns a traditional 19th century party game at Wade House.


Mariah makes some 1840s holiday decorations at the Wade House Christmas celebration.


An authentic 19th century-style Christmas tree is on display at the Wade House Christmas celebration.


Visitors will enjoy 19th century Christmas music during the Wade House Christmas celebration.


Sample a number of 3 Sheeps unique brews at their new tap room!


Eric can't wait to start sampling!


Eric & James Owen, one of the co-founders of 3 Sheeps Brewing


Making Spirits Bright lights up Evergreen Park during the holiday season!


The car tunnel is a visitor favorite at Making Spirits Bright!


Over 250,000 lights make up the displays in the Making Spirits Bright holiday lights display.


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.


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

  • Greek Fest

    June 29 - June 30

    An annual tradition for decades, Greek Fest is three full days of authentic Greek food, pastries, beer and wine, traditional music and dance performances!

    Details

    • Organizer:
    • Email:

    Venue

    • Deland Park
    • 901 Broughton Drive
      Sheboygan, WI 53081 United States

    Add to calendar

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    Greek Fest June 29, 2019

    An annual tradition for decades, Greek Fest is three full days of authentic Greek food, pastries, beer and wine, traditional music and dance performances!

  • Hmong Sheboygan Summer Festival

    July 13 - July 14

    Sheboygan’s Hmong Community invites the public to share its culture through food, clothing, crafts, and soccer and volleyball tournaments.

    Details

    • Organizer:
    • Email:

    Venue

    • Kiwanis Park
    • 726 N. 17th Street
      Sheboygan, WI 53081 United States

    Add to calendar

    + Google Calendar + iCal Export
    View full details

    Hmong Sheboygan Summer Festival July 13, 2019

    Sheboygan’s Hmong Community invites the public to share its culture through food, clothing, crafts, and soccer and volleyball tournaments.

  • Midsummer Festival of the Arts

    July 20 @ 10:00 am - July 21 @ 5:00 pm

    Among the 135 artists showing their work will be familiar and new faces from throughout the U.S. Paintings, photographs, furniture, jewelry, wearables, wood carvings, ceramics, glass, leather goods, sculptures, textiles, toys, and more will be presented for purchase. Food vendors will offer a wide range of fare, from Sheboygan County’s famous bratwurst to ethnic cuisines and ice cream. The lawn on the west side of 7th Street at New York Avenue will be the place to enjoy terrific music by nationally acclaimed bands and inspiring local musicians.

    Details

    • Organizer:
    • Email:

    Venue

    • John Michael Kohler Arts Center
    • 608 New York Avenue
      Sheboygan, WI 53081 United States

    Add to calendar

    + Google Calendar + iCal Export
    View full details

    Midsummer Festival of the Arts July 20, 2019

    Among the 135 artists showing their work will be familiar and new faces from throughout the U.S. Paintings, photographs, furniture, jewelry, wearables, wood carvings, ceramics, glass, leather goods, sculptures, textiles, toys, and more will be presented for purchase. Food vendors … Continued

  • Johnsonville Brat Days

    August 2 - August 3

    The Sheboygan Jaycees present Johnsonville Brat Days is the traditional king of Sheboygan’s summer festivals. It is one of the largest fundraising projects run by the Sheboygan Jaycees and event proceeds benefit local charities. This annual event began in 1953 and pays homage to a grand culinary legend – the bratwurst. Sample the bratwurst in many ways: brat taco, brat pizza, brat egg rolls, brat jambalaya, corndog brats and of course the traditional double brat. Enjoy a variety of free entertainment on three stages, with national entertainment on the main stage. Saturday features activities that are fun for the whole family including the Brat Trot run, a huge parade, the brat eating contest, a petting zoo, and carnival rides.

    Details

    • Organizer:
    • Email:

    Venue

    • Kiwanis Park
    • Kiwanis Park Road
      Sheboygan, WI 53081 United States

    Add to calendar

    + Google Calendar + iCal Export
    View full details

    Johnsonville Brat Days August 2, 2019

    The Sheboygan Jaycees present Johnsonville Brat Days is the traditional king of Sheboygan’s summer festivals. It is one of the largest fundraising projects run by the Sheboygan Jaycees and event proceeds benefit local charities. This annual event began in 1953 and … Continued

  • Gus Macker

    August 3 - August 4

    Held along the shores of Lake Michigan near the beautiful Deland Park in Harbor Centre Marina, the two-day basketball tournament is open to players of all ages and abilities. Put 715 Broughton Drive, Sheboygan into your GPS and head towards the fun.

    The tournament, run by dozens of dedicated volunteers, benefits the Boys & Girls Clubs of Sheboygan County and Lakeland College.

    Great onsite food and concessions will be available, in addition to Sheboygan’s fantastic restaurant scene. For those of you looking for additional quality family time, be sure to indulge and enjoy the soft sands of Lake Michigan. The clean, blue water is located just steps away from the tournament.

    For more information about Sheboygan Gus Macker Tournament, contact Bob O’Hara atrohara@thepositiveplace.com or 920-467-9733.

    Details

    • Organizer:
    • Email:

    Venue

    • Deland Park
    • 901 Broughton Drive
      Sheboygan, WI 53081 United States

    Add to calendar

    + Google Calendar + iCal Export
    View full details

    Gus Macker August 3, 2019

    Held along the shores of Lake Michigan near the beautiful Deland Park in Harbor Centre Marina, the two-day basketball tournament is open to players of all ages and abilities. Put 715 Broughton Drive, Sheboygan into your GPS and head towards the fun. … Continued

  • Sheboygan County Fair

    August 29 - September 2

    What better way to enjoy all that is Sheboygan County – brats, fried foods, animals, rides, music, entertainment – find it all at the County Fair!

    Details

    • Organizer:
    • Email:

    Venue

    • Sheboygan County Fair Park
    • Plymouth, WI United States

    Add to calendar

    + Google Calendar + iCal Export
    View full details

    Sheboygan County Fair August 29, 2019

    What better way to enjoy all that is Sheboygan County – brats, fried foods, animals, rides, music, entertainment – find it all at the County Fair!

  • Labor Day Surf Weekend

    August 30 - September 2

    Labor Day weekend in Sheboygan, has become an annual gathering of surfers from all corners of the world to celebrate the beginning of surfing season in the Midwest.

    Details

    • Organizer:
    • Email:

    Venue

    • Deland Park
    • 901 Broughton Drive
      Sheboygan, WI 53081 United States

    Add to calendar

    + Google Calendar + iCal Export
    View full details

    Labor Day Surf Weekend August 30, 2019

    Labor Day weekend in Sheboygan, has become an annual gathering of surfers from all corners of the world to celebrate the beginning of surfing season in the Midwest.

  • 8th Street Ale Haus Oktoberfest

    September 20 - September 21

    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 11 AM. In true Sheboygan style, authentic Eisbein, Schnitzel, Rollbraten, Haus-made Bratwurst, Rueben Wraps, Kraut and German Potato Salad and more will be served all day.

    Details

    • Organizer:
    • Email:

    Venue

    • 8th Street Ale Haus
    • 1132 N 8th Street
      Sheboygan, WI 53081 United States

    Add to calendar

    + Google Calendar + iCal Export
    View full details

    8th Street Ale Haus Oktoberfest September 20, 2019

    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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