Festivals in Plymouth, WI.
Festival Concerts, Jazz Music Festivals
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.
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.
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Events in Plymouth, WI — upcoming
August 14, 2026
Cheese Capital Jazz and Blues Crawl For the Arts
Plymouth Arts Center Downtown, Plymouth, WI
Status: Updated 4/7/2026
This Wisconsin Jazz Music Festival will have fine art exhibitors and 1 food booth. There will be 9 stages with Regional and Local talent and the hours will be Fri 4:30pm-12 midnight. Admission tickets are $10. This event will also include: silent auction, live auction, art show, mardi gras themed event.
September 3 - 7, 2026
Sheboygan County Fair
Sheboygn County Fair Park, Plymouth, WI
Status: Updated 4/15/2026
This Wisconsin State Fair will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft, flea market and homegrown products exhibitors, and 32 food booths. There will be 4 stages with National, Regional and Local talent and the hours will be Thu 12pm-10:30pm; Fri-Sun 9am-11pm; Mon 9am-6pm. Admission tickets are $2 - $5. This event will also include: wheel events, carnival rides, games, free children's shows.
October 2026 (dates not updated)
Paint the Towns in Fall Color
Plymouth Arts Center, Plymouth, WI
Status: Updated 9/17/2025
This Wisconsin Art Competition will have fine art exhibitors and no food booths. There will be 1 stage with Regional and Local talent and the hours will be Tue-Fri 10am-4pm; Sat 12pm-3pm; Sun 12pm-4pm; Mon closed. Admission tickets are $40 - $60. This event will also include free opening reception and silent auction.
November 2026 (dates not updated)
Celtic Christmas Concert Featuring Celtic Folk
Plymouth Arts Center, Plymouth, WI
Status: Updated 4/25/2025
This Wisconsin Festival Concert will have no exhibit booths and no food booths. There will be 1 stage with Local talent and the hours will be Fri-Sat 7:30pm-9:30pm; Sun 2:30pm-4:30pm. Admission tickets are $16 - $19.
