Milwaukee Fall Festivals – Fall 2023 WI Events

Brew City Cigar Festival - Glendale, WI - Aug 19 to Aug 19, 2023
Enjoy a night of unlimited beer, wine, spirits, and food sampligs while trying premium cigars and meeting with cigar experts. Everything is included in the ticket price.

Wisconsin Highland Games - Waukesha, WI - Sep 1 to Sep 3, 2023
It’s a weekend of affordable Celtic fun for the entire family, with athletic competitions, family history, food and drinks, and more from Scotland and other Celtic nations.

Third Ward Art Festival - Milwaukee, WI - Sep 2 to Sep 3, 2023
Art for all ages with demonstrations, children’s activities, live music and 140+ juried artists.

Fondue Fest - Fond du Lac, WI - Sep 9 to Sep 9, 2023
More than 20,000 annually enjoy this event dedicated to cheese and chocolate fondue, plus arts and crafts, music, farmers market, 5k and more. Admission is free. Since 2000.

Oconomowoc Fall Festival - Oconomowoc, WI - Sep 9 to Sep 9, 2023
Shop downtown, enjoy music and dancing, food and beer tent, and other festivities

Frank Mots International Kite Festival - Milwaukee, WI - Sep 9 to Sep 10, 2023
Annual kite festival located at Veterans Park on Milwaukee’s Lakefront. They expect more than 600 kites

8th Street Ale Haus Oktoberfest - Sheboygan, WI - Sep 15 to Sep 16, 2023
German music, food and fun!

Bay View Bash - Milwaukee, WI - Sep 16 to Sep 16, 2023
Annual community festival on the 3rd Saturday of September, featuring food, art, music, crafts, books, and more. Since 2004.

Cedarburg Wine & Harvest Festival - Cedarburg, WI - Sep 16 to Sep 17, 2023
Arts & crafts, homegrown produce and artisan food, plus the award-winning wines of Cedar Creek Winery, scarecrow contest, giant pumpkin weigh-off, plus live music, giant pumpkin charity regatta, kids’ corner with pumpkin painting, magician and clown. Free admission. Events are held throughout the historic downtown area.

Mexican Independence Festival - Milwaukee, WI - Sep 16 to Sep 16, 2023
Festival features clowns, parade, carnival rides, live music, games, face painting, community exhibits, crafts, foods, and merchandise. Free admission.

Thresheree and Harvest Festival - Richfield, WI - Sep 16 to Sep 17, 2023
Field demonstrations including steam engine threshing, log sawing, plowing, draft horses, sawmill, antique engines and tractors, Gehl machinery exhibit, plus take tours of the grist mill, mill house, Lillicrapp Welcome Center, pioneer homestead, sugar shack and blacksmith shop. Sing along with live music, enjoy children’s activities. Free wagon rides, sweets, silent auction, WTKM live broadcast, pie contest, old tractor parade 11:30. Pastries and coffee, lunch, and fall treats all available.

Greendale Hay Days and Oktoberfest - Greendale, WI - Sep 22 to Sep 23, 2023
Enjoy the fall season with the Greendale Lions Club, including pony rides and hay rides around the village, and an Oktoberfest biergarten.

Waukesha Oktoberfest - Waukesha, WI - Sep 22 to Sep 23, 2023
A taste of Deutschland in the heart of Waukesha in beautiful Frame Park! Nonstop music, food, and Sprecher products. Rain or Shine… – most activities take place under the big music tent! Friday 5pm: Opening Ceremony and tapping of the Firkin. Saturday: Live bronze statutes, children’s parade, wurst bier biathalon, masskrugstemmen contest.

Oktoberfest at the Schwabenhof - Menomonee Falls,, WI - Sep 22 to Sep 24, 2023
Keg tapping and imported beer on tap, live performances, and more

Germantown Oktoberfest - Germantown, WI - Sep 23 to Sep 24, 2023
Sponsored by the Germantown Historical Society. Authentic German food, great music, children’s activities, Dheinsville Dachshund Dash (Saturday 3-4pm), bake sale, classic car display (Sunday 12-3) & more. Free admission and parking.

Apple Harvest Fest - Waukesha County, WI - Sep 23 to Sep 23, 2023
The Retzer Nature Center hosts visitors for delicious apple treats, apple pie baking contest, scarecrow contest, hayrides, music, arts/crafts and children’s activities.

Petfest - Milwaukee, WI - Sep 23 to Sep 23, 2023
Bring your dog/cat to Henry Maier Festival Park. Free admission and free parking.

Zoo Brew - Milwaukee, WI - Oct 5 to Oct 5, 2023
An annual event held at the Milwaukee County Zoo, with new brews from micro and macro brewers, fun foods from local area vendors, and new friends to meet all over the zoo. 21+ event. VIP tickets get you in one hour earlier.

Milwaukee Oktoberfest - Milwaukee, WI - Oct 6 to Oct 8, 2023
A 3-day festival full of live German music, cornhole, entertainment, beer, and traditional German food, held at War Memorial Center. Enjoy live polka music all day long by local polka groups and a nightly concert when the sun goes down! The weekend’s activities include a bags tournament, weiner dog racing, the Miss Oktoberfest competition, a brat eating contest, stein hoisting competition, and so much more!

Lake Geneva Oktoberfest - Lake Geneva, WI - Oct 6 to Oct 7, 2023
Family friendly event with food vendors

Our Lady of Lourdes Oktoberfest Artisan Fair - Milwaukee, WI - Oct 13 to Oct 15, 2023
Primarily an arts and crafts fair with handcrafted products and quality art, but it does offer a beer garden, entertainment, and food.