Harbor Centre District
Art & Architecture Walk
Explore the Art & Architecture Walk during Midsummer Festival of the Arts Weekend
Enhance your festival experience with the Art Walk—a self-guided tour designed to lead you beyond the festival grounds and into the heart of Sheboygan’s Harbor Centre District. As you stroll through Downtown, the Riverfront, and South Pier, you’ll discover local galleries, creative businesses, public art, and unique spots celebrating the city’s vibrant artistic spirit. The Art & Architecture Walk offers even more ways to connect with art and explore the culture that makes Sheboygan shine.
The GameBoard - 1870's Former Jewelry Store
621 N. 8th Street
Step back in time with a visit to this historic 1870s jewelry store, one of the oldest commercial buildings in the district. Its preserved architecture offers a glimpse into Sheboygan’s early downtown charm and craftsmanship, making it a standout stop.
Weill Center - Historic Happy Hour Tour
Weill Center - 826 N. 8th Street
Historic Happy Hour Tour
Saturdays (July 12- Sept. 27) 4:30-6 p.m. Tickets are $20 and available at weillcenter.com
Discover the magic behind the curtain on an exclusive guided tour of the Weill Center for the Performing Arts, a beautifully restored historic landmark that has enchanted audiences since 1928. This immersive experience offers guests a rare glimpse into the County’s most iconic performance venues.
Led by a knowledgeable guide, you’ll journey through the decorative lobby, lavish auditorium, and ornate balcony, all steeped in theatrical history. Step onto the stage where some of the most legendary stars of the past once stood, explore behind-the-scenes areas usually off-limits to the public, and hear captivating stories of famous performers, dramatic moments, and architectural marvels that have shaped the theater’s legacy.
Whether you’re a history enthusiast, architect advocate, theater lover, or curious explorer, this 90-minute tour offers an unforgettable experience for all ages. Cameras are welcome, and comfortable walking shoes are encouraged. Themed beverages are available for purchase and may be consumed during the tour.
Photo: https://www.historictheatrephotos.com/Theatre/Sheboygan-Theatre.aspx
Victorian Chocolate Shoppe
519 S. 8th Street
Housed in a historic 1925 streetcar terminal, this charming shop crafts—milk and dark chocolate cashew clusters, rich dark chocolate orange rinds, and indulgent truffles in flavors like cappuccino and cherry cheesecake. You’ll also find a fun selection of nostalgic treats, including Chuckles, wax bottles, bubble gum cigars, and candy cigarettes.
Jake's Cafe, A Lakeland Community
529 Ontario Avenue
Jake’s Cafe in Sheboygan is a one-of-a-kind creative hub made up of four historic buildings joined together into a single, unique space. The combined structures include a Federal-style white brick building, a relocated Greek Revival Baptist church, a Carpenter Gothic parish house, and a French Provincial home. Today, the space features offices, conference rooms, kitchens, a sound studio, theaters, and a reception area, according to Insight on Business.
Sheboygan's Historic Fishing Shanties
Riverfront & South Pier Drive
A lasting tribute to Sheboygan’s rich commercial fishing heritage, the city’s fishing shanties date back to the mid-1800s. Originally lining the north bank of the Sheboygan River, these humble structures served as workspaces for fishermen drawn to the abundant waters of Lake Michigan. While some original shanties have been lost to time, several still stand—some restored and repurposed as businesses, while others have been newly built in the same traditional style. Together, they honor a vital part of Sheboygan’s maritime history and add unique character to the Riverfront today.
Mead Public Library - Fountain
710 N. 8th Street
Originally designed by Lawrence Halprin & Associates in 1975 and opened in 1976 for the U.S. Bicentennial, this plaza and fountain were part of a larger effort to revitalize Sheboygan’s downtown. Known then as Plaza 8, the project transformed 3.5 blocks of Eighth Street into a pedestrian mall stretching from Ontario Avenue past New York Avenue. The fountain was built next to the Mead Public Library as a central feature. Although the pedestrian mall was eventually removed in 1990–1991 and Eighth Street reopened to traffic, the plaza and fountain remain as a lasting piece of that vision.
Photo: https://www.tclf.org/plaza-8-fountain
Fire Station No. 1
833 New York Avenue
Sheboygan’s downtown fire station, also known as Fire Station No. 1, is located at 833 New York Ave. and was built in 1907. It replaced an older, deteriorating firehouse and combined two fire companies into one. Initially horse-drawn, the station’s fire department transitioned to motorized vehicles by 1920. The station is a two-story masonry structure and is a designated City of Sheboygan and Sheboygan County Historic Landmark.
US Bank Building
605 N. 8th Street
The U.S. Bank building at 605 N 8th Street holds a prominent place in Sheboygan’s history. Originally constructed in 1923 as the Security National Bank Building, it was once the tallest building in the city. Over the years, it has seen several changes—including the installation of black opaque glass in 1967, giving it its distinct windowless look. Although the building has since been sold, U.S. Bank continues to operate as a tenant, maintaining its long-standing presence in downtown Sheboygan.
Photo: https://www.sheboyganpress.com/picture-gallery/news/2025/04/22/sheboygans-tallest-building-was-originally-called-the-security-national-bank-building/83212427007/
The Last Sheepicorn
632 N. 8th Street
The former Thomas Drug Store at 632 N. 8th Street in Sheboygan earned a spot on the National Register of Historic Places in 1974 and the State Register in 1989.
Originally purchased by Max Zaegel in 1886 to open a retail drug store, the business was later bought by store clerk I.C. Thomas around 1906, who renamed it I.C. Thomas Drug Store. By the 1950s, it had become one of the area’s last Eastman camera and photo supply dealers, also offering prescriptions, chemist materials, herbs, and oils.
Jenry Jung Apartments - Billy Bud Chimney Sweep Statue
620 S. 8th Street
Standing 6 feet 5 inches tall, the Billy Bud statue is a whimsical chimney sweep sculpture perched atop the smokestack of the Henry Jung Apartments in Sheboygan. Made from stainless steel, fiberglass, and plaster, it was created by former University of Wisconsin–Platteville art professor Bud Wall. Since its installation in 1992, Billy Bud has become a beloved local landmark and a unique piece of public art.
Rupp's - Historic Handcrafted 1939 Bar
925 N. 8th Street
Home to a handcrafted bar built in 1939, this space once served as a cigar shop and pool hall before becoming a celebrated culinary destination. Designed as one of three iconic Tide Houses by the Miller Brewing Company, it showcases timeless craftsmanship—its original woodwork carved by hand, echoing the skill and artistry of a bygone era.
John Michael Kohler Arts Center
608 New York Avenue
The John Michael Kohler Arts Center (JMKAC), is known for promoting the understanding and appreciation of the work of self-taught and contemporary artists through exhibitions and commissioned works of art.
Founded in 1967, JMKAC has preserved, studied, and exhibited artist-built environments, earning a worldwide reputation. Art environments involve an individual significantly transforming their surroundings into an exceptional, multifaceted work of art.
The Arts Center’s downtown Sheboygan facility includes eight galleries, two performance spaces, a café, a museum shop, and a drop-in art-making studio. Among its program offerings are community arts projects; artist residencies; presentations of dance, film, and music; a free weekly summer concert series; classes and workshops; an onsite arts-based preschool; and approximately twelve original exhibitions of the work of self-taught and contemporary artists annually. JMKAC also administers the renowned Arts/Industry residency program, which is hosted by Kohler Co.
River Homes at C. Reiss Condominiums
1101 S. 8th Street
The former office building of C. Reiss, founder of Sheboygan’s coal and shipping empire, has now been converted into condos.
Picture: https://www.sheboyganpress.com/picture-gallery/news/2024/11/20/c-reiss-coal-company-was-a-leader-during-the-coal-era-in-sheboygan/76331510007/
Galleries & Exhibits
Blue Harbor Resort - Impressions Fine Art Gallery
725 Blue Harbor Drive
Step into Impressions Fine Art Gallery and see the world through the eyes of the artists in Sheboygan and its surrounding areas. Impressions welcomes you, whether you’re an artist looking for a gallery to submit your work to, or an art appreciator searching for a piece of Sheboygan to bring home. Impressions is the the heart of the city, where you’ll find not only lakeside views and breathtaking works, but the heart and soul of Sheboygan.
JomaJi Salon & Spa - Artwork by Local Artists
682 S. Pier Drive
Discover and purchase art from talented local artists on display at the salon.
Lottie Cooper Shipwreck
901 Broughton Drive
The Lottie Cooper was a three-masted wooden schooner built in 1876 in Manitowoc for the Truman-Cooper Lumber and Flour Mill. On April 8, 1894, while carrying a load of elm wood from Michigan to Sheboygan, the ship was caught in a powerful northwest storm. It capsized and sank near the Sheboygan harbor. Five of the six people on board were rescued.
The wreck was eventually forgotten, buried under silt near today’s boat ramps. In 1992, during marina construction, it was rediscovered. A large section of the ship was recovered and is now on display in Deland Park. Visitors can take a self-guided tour to learn more about the Lottie Cooper’s story and its place in Sheboygan’s maritime history.
Visit Sheboygan - Science on a Sphere & Limited Pieces by Local Artists
826 S. 8th Street
Located inside the Sheboygan Visitor Center, NOAA’s Science On a Sphere® is a six-foot-diameter animated globe that brings Earth science to life. Developed by NOAA, this unique display uses projectors and data to show real-time visuals of storms, climate change, ocean temperatures, and more. Designed to make complex environmental topics easy to understand, the exhibit is part of a global network of over 190 locations—including top museums like the Smithsonian—helping millions learn about our planet in a captivating, interactive way.
Artwork by local artists is also on display and available for purchase.
Photo: https://visitsheboygan.com/listing/science-on-a-sphere-(sos)/817/
The Weather Center Cafe - Artwork by Local Artists
809 Riverfront Drive
Discover and purchase art from talented local artists on display, and while you’re at it, grab a coffee and sweet treat—or stick around for breakfast or lunch at while you’re here!
Photo: https://www.facebook.com/weathercentercafe/
MAS Art Studio
817 New York Avenue
A community art studio hosting regular art workshops, classes, open mic nights, live performances, and art exhibitions that showcase the talents of musicians, poets, and comedians. Whether you’re an artist or an art lover, MAS Arts is the place to be for those seeking community, wanting to spark creativity, and to celebrate the diversity of voices that make Sheboygan unique!
Street Art
Tres Birds P.E.A.R.L. (Prism. Emitting. Abstracted. Radiant. Light.)
Sheboygan's City Green, 710 New York Avenue
Tres Birds P.E.A.R.L is an interactive art installation inspired by Sheboygan’s encounters with wild animals and the spatial connection between the John Michael Kohler Arts Center, Mead Public Library, and the Art Preserve. Located in City Green, this communal space blends art, music, and literature.
In 2017, artist and architect Michael Moore of Tres Birds visited Sheboygan and, with help from the Arts Center’s Connecting Communities department, asked residents: What experiences have you had with wild animals in Sheboygan County? These conversations shaped the vision of P.E.A.R.L.—a space reflecting the quiet magic of human-animal encounters and the natural beauty surrounding the Art Preserve.
Built using earth from the Preserve site, the installation features layered terrain and three “moraines” encircling a radiant orb made of dichroic glass. This orb emits and refracts light, responding to changes in sunlight, weather, and viewer movement. It invites visitors to step inside and experience a moment of connection—between nature, community, and the unseen beauty always present in our surroundings.
Threading a Dream
710 N. 8th Street, South Side of Mead Public Library
During spring 2018, Nancy Saleme and Patricia Cazorla visited Sheboygan. During this research visit, they engaged the community through a series of bilingual (Spanish and English), free workshops and artist lectures. They met a part of the Sheboygan community, including the Latinx, and fell in love with the city and its community.
They perceived the extraordinary energy that the city has. They decided to celebrate Sheboygan’s community by revealing its warmth, integration, and respect. Ultimately, the project creates a unique portrait of Sheboygan with a message of hope and new beginnings for all.
They made a social media call to collect images of historic buildings of significance that make Sheboygan a unique city. Many of these photographs from the community were included in the final piece, Threading a Dream.
Natural Bridge Study
826 N. 8th Street - Alleyway next to the Weill Center
Visit this stunning, large-scale installation by artist Mary Anne Kluth and the Sheboygan community. This artwork was inspired by the natural land bridge in Virginia once owned by Thomas Jefferson.
Above & Beyond Children's Museum - Efroymson Boat
902 N. 8th Street
The U.S.S. Efroymson is the eye-catching boat jutting out from the sides of the Children’s Museum—and there’s even more to discover inside! Step into the exhibit and take the helm at the ship’s wheel, perfectly positioned so you can look out and imagine steering through downtown Sheboygan. The rest of the space feels like a real ship deck, complete with pulleys for lifting buckets, a cozy cabin area, and a spot for fishing off the side.
Murals
902 N. 8th Street & 513 N. 8th Street
Downtown Sheboygan comes to life with colorful murals that showcase the city’s creativity and character. Spread throughout the area, these vibrant works of art turn everyday spaces into a dynamic outdoor gallery for all to enjoy.
Shops
Knot & Thread
514 N. 8th Street
Discover Knot and Thread, a charming boutique tucked in the heart of downtown Sheboygan. This inviting shop features a thoughtfully curated selection of handcrafted goods, artisanal textiles, and unique home décor—each piece reflecting the creativity and skill of both local and international artisans.
Many items are handcrafted by the shop’s owner, Scott Olbrantz, adding a personal touch to this inspiring creative space.
The Last Sheepicorn
632 N. 8th Street
Yarn and fiber arts store in Sheboygan, Wisconsin. Come in for yarn, needles, hooks, classes, kits, help with a project, or just to enjoy a warm community of crafters. All ability levels welcome.
Ampersand
1212 N. 8th Street
Ampersand Supply Company is a vibrant stop, dedicated to supporting artists, makers, and creators of all kinds. This inclusive art supply shop offers a wide selection of materials for drawing, painting, printmaking, and pottery—plus engaging classes and creative events throughout the year.
In addition to art supplies, Ampersand provides custom framing services to showcase your work and elevate any space. The shop also features 3D printing capabilities, perfect for custom parts, prototypes, or unique display pieces. Ampersand is where creativity and innovation come together to inspire great design.
Visit Sheboygan - Science on a Sphere & Limited Pieces by Local Artists
826 S. 8th Street
Located inside the Sheboygan Visitor Center, NOAA’s Science On a Sphere® is a six-foot-diameter animated globe that brings Earth science to life. Developed by NOAA, this unique display uses projectors and data to show real-time visuals of storms, climate change, ocean temperatures, and more. Designed to make complex environmental topics easy to understand, the exhibit is part of a global network of over 190 locations—including top museums like the Smithsonian—helping millions learn about our planet in a captivating, interactive way.
Artwork by local artists is also on display and available for purchase.
Photo: https://visitsheboygan.com/listing/science-on-a-sphere-(sos)/817/
Angela Ondayko Design & Finds
808 Pennsylvania Avenue
Offers not only home furnishings, decor & gifts, but also specializes in all aspects of interior design, from paint and wall covering ideas, to space planning and furnishing plans, renovation project ideas, and new construction guidance.
John Michael Kohler Arts Center - SHOP At the Arts Center
608 New York Avenue
Be sure to browse the on-site SHOP when visiting the Arts Center. Take home a memento or find the perfect gift! This museum store has an eclectic array of merchandise. Discover one-of-a-kind artist creations, jewelry, stationery, purses, apparel, home goods, toys, books, and more. Museum members receive a 10% discount.
The Bugel - Comics & Collectibles
1223 N. 8th Street
The Bugle is Sheboygan’s friendly neighborhood comic book store. It offers readers a unique collection of both new and vintage comics, as well as prized collectibles. If you’re a fan of Marvel, DC, Image, Boom!, or other indie labels, you’ll find something exciting at The Bugle. Whether you’re a seasoned comic book enthusiast or just starting your journey into the world of graphic novels, this store promises to be a haven for all things comics.
Dear Beni
712 Riverfront Drive, Suite 110
Dear Beni stretches beyond stationery, but supporting the art of writing. When you take a moment to pen your thoughts, the emerging words are different compared to a verbal exchange. They become more precious, more memorable. This is a gift worth giving…a priceless gift that can leave a powerful impression. Your sincere feelings of affection, gratitude, compassion.
Lakeside Music
809 S. 8th Street
Small. Local. Fun. Family-owned, full-line music stores, selling new and used instruments, accessories, clothing, gifts, and so much more. We offer an instrument rent-to-own program, do repairs, and purchase used instruments. We also have in-house lessons and children’s classes.
Freaktoyz Collectibles
520 N. 8th Street
Step into a world of nostalgia and fun at Freaktoyz. Their store is a treasure trove of vintage toys, collectibles, comics, and games that will transport you back to your childhood. They pride themselves on an extensive collection that caters to collectors and enthusiasts of all ages. From rare action figures to beloved comic books, there’s something for everyone. Their friendly staff is passionate about all things pop culture and are always ready to help you find that special item you’ve been searching for. Come visit Freaktoyz and relive the magic of your childhood.
Board & Brush Creative Studio-Sheboygan
528 N. 8th Street
Board & Brush is a creative studio that offers a unique and fun paint and sip experience. Participants can create personalized wooden signs under the guidance of expert instructors. The studio provides all the materials and instructions for you to distress, sand, stain, paint, and customize your personalized piece of art. They offer a variety of workshops, including private events and special sessions like the “Mom & Me Pick Your Project Workshop”. The studio is a great place for a night out with friends or for those looking to unleash their inner DIY creativity.
Patti Raml Design
816 Pennsylvania Avenue
At Patti Raml Design you’ll find a lovely seating and display area where you can browse handcrafted designs, get inspiration for custom jewelry and check out the unique collection of gemstones for future projects. Her work features carefully selected raw and faceted gemstones set in sterling silver, gold and brass. She strives to create unique classic jewelry to be worn everyday that reflects the beauty of the natural gemstones.
Rudnick Jewelers
919 N. 8th Street
Sheboygan County’s premier jeweler since 1911. Specializing in engagement rings, diamond jewelry, gemstones of every color and watches.
Kisiolek Jewelers
1103 N. 8th Street
An eclectic jewelry store in Sheboygan where you will be treated with the breathtaking sight of a splendid collection of beautiful jewelry. A premier shop that is known for warm, friendly service and extensive selection of gorgeous wedding jewelry product selection and services, which includes a lineup of beautiful diamond rings and quality watch repair. They buy gold and diamond jewelry.
The GameBoard
621 N. 8th Street
The GameBoard has been involving people in playing games since 2006. THE place where camaraderie, strategy, imagination and entertainment come together in a gaming experience that’s fun for everyone.
Their game selection is amazing and changes quickly to be current with the fast-paced world of gaming. You’ll find board games, collectible card games, fantasy games, educational games and party games. They focus on games that require strategy and creative thinking.
