Festivals in Sheboygan, WI.
Craft Shows, Holiday Celebrations
Hayward Fall Festival
September 26, 2026
haywardareachamber.com/fall-festival
(715) 634-8662
Main Street - Hayward, WI
A large variety of art/craft vendors with hard to find and one-of-a-kind items. Join us for this Northern Wisconsin, family friendly tradition - plus, enjoy the many glorious fall colors.
Craft and Vendor Fair at Westosha Central High School
November 14, 2026
(608) 732-0797
Westosha Central High School - Salem, WI
Fall into fantastic shopping and help support the performing arts at Westosha Central High School. Last year's event saw more than 1,000 customers come through the doors with over ~150 vendors! Kick off your holiday shopping, ward off the winter chill, or see what's new from your favorite vendors. Free parking and free admission. Hosted by the Performing Arts Booster Club at Westosha Central High School. All proceeds go directly to the students in the Band, Choir, and Drama programs.
Holiday Fair
November 19 - 22, 2026
Holiday Fair Website
(608) 789-7415
La Crosse Center - La Crosse, WI
Area's largest craft show. $5 admission fee, concessions available on site, hourly door prizes, Santa & Rudolph on hand for photos, carolers. No retailers, buy/sell or kits allowed.
The Midwest Paracon
April 23 - 24, 2027
The Midwest Paracon
(715) 514-8331
Woodman's Sports and Conference Center - Janesville, WI
The Midwest Paracon is a gathering of paranormal celebrity guests from television and big screen welcoming fans and the curious to 2 days of interesting experiences. 80+ vendors will be available for the fair-goers of all types from artisans and crafters to psychic mediums and crystal vendors. Friday and Saturday night special events let by the celebrity guests along with a Friday and Saturday ghost hunt at Brodhead Manor for VIP ticket holders. Great opportunity to meet and greet with the stars.
Events in Sheboygan, WI — upcoming
November 2026 (dates not updated)
South High Booster Club Fall Craft Fair
South High School, Sheboygan, WI
Status: Updated 10/17/2025
This Wisconsin Craft Show will have commercial/retail, corp./information, crafts, film, fine art and fine craft exhibitors, and no food booths. There will be Roving Performers with Local talent and the hours will be Sat 9am-2pm. Admission tickets are $2.
July 2027 (dates not updated)
Midsummer Festival of the Arts
John Michael Kohler Arts Center and Sheboygan's City Green, Sheboygan, WI
Status: Updated 1/12/2026
This Wisconsin Art Show will have fine art and fine craft exhibitors, and 10 food booths. There will be 1 stage with National, Regional and Local talent and the hours will be Sat 10am-5pm; Sun 10am-4pm. This event will also include: live music and performances, exhibitions, hands-on art making, demonstrations, food.
July - August 2027 (dates not updated)
Brat Days
Kiwanis Park, Sheboygan, WI
Status: Updated 6/14/2026
This Wisconsin Food Festival will have antique/collectibles, commercial/retail and crafts exhibitors, and local food booths. There will be 2 stages with National, Regional and Local talent and the hours will be Fri 5pm-11pm; Sat 11am-11pm. This event will also include: carnival, parade, charity challenge, entertainers.
