Festivals in Plymouth, WI.
Festival Concerts, State Fairs
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 Plymouth, WI — upcoming
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.
September 30 - October 7, 2026
Paint the Towns in Fall Color
Plymouth Arts Center, Plymouth, WI
Status: Updated 8/11/2026
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 Wed 10am-6pm; Tue, Thu-Fri 10am-4pm; Sat 12pm-3pm; Sun-Mon closed. Admission tickets are $40 - $60. This event will also include free opening reception and silent auction.
November 20 - 22, 2026
Celtic Christmas Concert Featuring Celtic Folk
Plymouth Arts Center, Plymouth, WI
Status: Updated 8/11/2026
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-Sun 7:30pm-9:30pm. Admission tickets are $16 - $19.
August 2027 (dates not updated)
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.
