Taste of Madison - Madison, WI - Sep 2 to Sep 3, 2023
The city’s annual Labor Day weekend event, attended by over 250,,000 people each year, with three stages of live music, food from more than 80 restaurants and food trucks, and other activities. Located all around Capitol Square. Free admission! Raises over $60,000 annually for non-profit organization.
Chilimania - Edgerton, WI - Sep 8 to Sep 9, 2023
A chili cooking contest that has been going on for more than 25 years. It features a morning 5k/10k run-walk, various contests and of course great food.
Platteville Dairy Days - Platteville, WI - Sep 8 to Sep 10, 2023
Held at Legion Field with lots of food, music, 4-H and FFA exhibits, a parade and lots more. Since 1947.
Wisconsin Sheep and Wool Festival - Edgerton, WI - Sep 8 to Sep 10, 2023
Wool classes, sheep shearing demos, country store and more. Located at the Jefferson County Fair Park.
Apple Dumpling Days - Elroy, WI - Sep 9 to Sep 9, 2023
Marathon, half marathon, 5K and two kid’s races are held the first Saturday after Labor Day. Event is hosted by the Elroy Lions Club. Since 2007.
Thirsty Troll Brew Fest - Mount Horeb, WI - Sep 9 to Sep 9, 2023
Beer sampling features craft brewers serving over 100 different beers. Use Troll’s Gold to vote for your favorite beer of the festival! Masskrugstemmen (steinholding) competition too!
Wo-Zha-Wa Days Fall Fest - Wisconsin Dells, WI - Sep 15 to Sep 17, 2023
A harvest festival with parade, antique flea market, arts & crafts, and Wisconsin’s oldest long distance race. Activities throughout downtown Wisconsin Dells and Bowman Park. Enjoy live entertainment, a 100 unit parade, and more.
Essen Haus Oktoberfest - Madison, WI - Sep 16 to Sep 16, 2023
This is a German restaurant and trinken halle with 16 German biers on tap throughout the year. They’ve been holding an event for more than 30 years. Live music, brat and pie eating contests, beer races, outdoor dance floor, Hammer Schlagen and kids tent for their annual one day event in mid-September. Location: 514 East Wilson Street, Madison, WI 53703
Willy Street Fair - Madison, WI - Sep 16 to Sep 17, 2023
Parade and fair with 8 stages, 35 performances and 150+ vendors. It covers 3 community blocks starting on the 900 block of Williamson Street, Madison, Wisconsin.
Gays Mills Apple Festival - Gays Mills, WI - Sep 22 to Sep 24, 2023
Annual celebration of the apple harvest with parades, carnivals, arts & crafts, flea markets, music, dancing, food & festivities. Activities held at various venues in the Village of Gays Mills, Wisconsin.
Warrens Cranberry Festival - Warrens, WI - Sep 22 to Sep 24, 2023
Cranfest draws around 120,000 and is one of the world’s largest cranberry festivals. Features three days of activities including parade, marching bands, marsh tours, food, contests, and over 1300 booths for shopping. Free admission.
Beloit Oktoberfest - Beloit, WI - Sep 23 to Sep 23, 2023
Live music, and many German Beers will be featured as well as food vendors on site. Admission is $5, $1 children 4-11, under 4 are free. Held in Downtown Beloit.
Oddtoberfest - Columbus, WI - Sep 23 to Sep 23, 2023
2-10pm. Meet local artists and authors, check out cool cars at the Oddto (auto) show, kids area, live polka music and more. Free admission
Golden Days Harvest Fest - Green Lake, WI - Sep 23 to Sep 24, 2023
A two day celebration with thousands attending. Expect over one hundred artist and crafters, local farmers, signature restaurants, classic cars, family activities, parade, and live entertainment.
La Crosse Oktoberfest - La Crosse, WI - Sep 28 to Sep 30, 2023
The first Oktoberfest in La Crosse was held in 1961. Over fifty years later, it is still going strong. Activities include live music, Miss La Crosse/Oktoberfest, Festmaster’s Ball, parades, contests, and even a mud run. Location: South Side Festival Grounds – La Crosse St & 2nd St N, La Crosse, WI, 54602
Fermentation Fest - Sauk City, WI - Oct 7 to Oct 8, 2023
A live culture convergence with classes, tastings, bike tour, art events and more
From the Land Festival - Green Lake, WI - Oct 14 to Oct 15, 2023
A gathering of traditional crafts and skills with demonstrations.
Winter Art Fair off the Square - Madison, WI - Nov 11 to Nov 12, 2023
Features 100+ Wisconsin exhibitors. Saturday silent auction benefits youth scholarship fund. Located at the Monona Terrace Convention Center.
Downtown Baraboo Winter Wine Walk - Baraboo, WI - Nov 17 to Nov 17, 2023
A downtown wine tasting tour with merchants offering two wine samples each to enjoy as you stroll. Pick up your tickets and your glass at Bekah Kate’s.
Zoo Lights at Henry Vilas Zoo - Madison, WI - Nov 24 to Dec 30, 2023
Experience the Zoo after hours under the glow of almost one million lights! Tickets are $10 for ages 3 plus (free ticket required for 3 and under) – Henry Vilas is one of the few fee-free zoos in the country