Festivals are happening all over the Milwaukee area in September and October, and there’s no better way to embrace the fall season. From apples and pumpkins to Halloween and Oktoberfest celebrations, this family-friendly event lineup revolves around all things autumn. Here are the fall festivals going on in 2022, listed in chronological order:
1. Apple & Sunflower Fest (Basse’s Taste of Country)
September 3-4, 8-11, 2022
3190 County Line Q, Colgate, WI 53017
Admission: $14.95 per person (ages 1 and under are FREE)
At Basse’s 3rd annual Apple & Sunflower Fest, the sunflower patch is bigger than ever! Walk or ride the Grain Train out to the fields, where you can enjoy picking your own apples from the orchard (Honeycrisp and several other varieties are available), and spend some time wandering through the beautiful zinnias and 5-acre sunflower maze. Don’t forget to have your camera ready for many breathtaking photo ops!
NOTE: Admission includes a 1/4 peck bag of U-pick apples, but U-pick sunflowers and zinnias cost extra. Basse’s is cashless.
Saturday, Sept. 10, 2022, 9 a.m.-10 p.m.
Mark your calendars for Oconomowoc’s favorite fall event, with tons of vendors, entertainers, food, a beer garden and more, all day long. The St. Paul Kid’s Zone offers a petting zoo and plenty of kid-friendly games, crafts and activities from 9 a.m. to 4 p.m.
Sept. 10-Oct. 23, 2022, 10 a.m.-5 p.m. (Saturdays and Sundays only)
1545 Main St., Mukwonago, WI 53149
Admission: FREE (fees apply for activities, apples and pumpkins)
Whether you’re continuing a family tradition or starting a new one this fall, The Elegant Farmer offers an old-fashioned, on-farm experience. This fun family event features apple picking (find current varieties on their website and Facebook page), corn maze, laser tag, pumpkin patch, tractor-pulled hayrides, pony rides, the Smilin’ Barn Café and more. The East Troy Railroad also stops here, so you can make a train ride part of your day as well. Open Saturdays and Sundays only; admission and parking are free.
Pro Tip: The early birds get the apples! To avoid the crowds, arrive earlier in the morning or after 3 p.m. You can grab coffee and donuts in the market when it opens at 9 a.m., then cross the street to the orchard when it opens at 10 a.m.
Saturday, Sept. 17, 2022, 9 a.m.-4 p.m.
Retzer Nature Center, S14 W28167 Madison Street, Waukesha
Admission: $10/carload (cash only at parking entrance)
Come enjoy the Apple Market with sweet treats and cider. Fun children’s activities include a Passport Expedition on the accessible Discovery Trail, a self-guided story hike, a scavenger hunt on Scarecrow Lane, and planetarium shows. Parents will love shopping arts and crafts vendors, bidding at the silent auction, relaxing at the beer garden (try the Retzer Apple Ale) and listening to live music by JC Ayer.
Sept. 17-18, 2022
N70 W6340 Bridge Road, Cedarburg, Wisconsin 53012
Kick off this beautiful season with a sweet and savory weekend at the 50th Annual Wine & Harvest Festival in historic downtown Cedarburg. There will be live music, grape stomping, pumpkin weigh-ins, a hilarious giant pumpkin regatta (Sunday, 2 p.m.), a classic car show, a Kids Korner with petting zoo, bouncers and barrel train, wine tasting and more! The Cedar Creek Marketplace will host arts and crafts booths in the Settlement Courtyard.
Sept. 17-Oct. 31, 2022
190 County Line Q, Colgate, WI 53017
Admission: Weekdays $13.49; September Weekends $15.99; October Weekends $18.99 (taxes not included; some activities incur an extra cost)
Start your family traditions and come explore Happy Jack’s Pumpkin Land at Basse’s for the ever-improving Pumpkin Festival just 25 minutes northwest of Milwaukee. Pick your own perfect pumpkin from the patch, challenge yourself in the 8-acre corn maze, and enjoy 65+ fun activities for the whole family, including jumping pillows, train, ropes course, duck races, arcade games and so much more! They add new activities every year. There’s also pig races, dog shows, lumberjack shows, cowboy stunts, a dance party, and a candy cannon. Purchase corn stalks, straw bales, pumpkins of all sizes, squash, gourds, and more from the market.
Saturday, Sept. 24, 2022, 11 a.m.-10 p.m.
Greendale Gazebo Park, 5798 Broad St., Greendale, WI 53129
Fall fun for the entire family! There will be inflatables, pumpkin bowling, hayrides, children’s activities and crafts (noon-4 p.m.), face painting, local food vendors, live music, and an Oktoberfest biergarten featuring Explorium craft beer on tap!
Saturday, Sept. 24, 2022, 10 a.m.-4 p.m.
Located in the heart of downtown Mukwonago, this family-friendly annual event features local craft and food vendors, a chili cook-off, live music, pumpkin decorating, bounce houses, family photo opportunities, and a DJ.
Sept. 24-25, 2022
Dheinsville Historic Park, N128W18780 Holy Hill Rd., Germantown, WI 53022
This festival offers German entertainment, including great music, dancing and family fun. There’s a Dachshund Dash benefitting Washington County Humane Society on Saturday, and a classic car show on Sunday. Free admission and parking.
10. Harvest Fair (State Fair Park)
Sept. 23-25, 2022
Wisconsin State Fair Park, 640 S. 84th St., West Allis, WI 53214
Admission: FREE (parking is $10 per vehicle – CREDIT CARD ONLY)
Activities the entire family will love include Harvest Fair favorites like Pumpkin Bowling, Make Your Own Scarecrow, Amusement Rides, live entertainment at multiple stages, and more. Many of your favorite State Fair vendors are open during Harvest Fair, and the Farmers Market features everything from fall decorations to flowers and food. Pick up pumpkins at the Pumpkin Patch, and don’t forget your Harvest Fair Cream Puffs!
Saturday, Sept. 24, 2022, 9 a.m.-5 p.m.
Piala’s Nursery & Garden Shop, S39W27833 Genesee Rd, Waukesha, WI 53189
This fun-filled, family-friendly weekend at the nursery features a craft fair, live music, fresh food, festival-only sales and plant specials, and Piala’s peacock palace. For the kids, there’s a bounce house, a giant slide, games, and a fire department meet and greet – all for free! Enter to win an amazing door prize by donating a non-perishable or household item to the Food Pantry.
Sept. 30-Oct. 23, 2022 (select dates)
S110W30240 YMCA Camp Road, Mukwonago, WI 53149
Admission: $15 ($18 on Fridays and Saturdays)
Take a stroll and enter a world of enchantment, filled with 3000 hand-carved illuminated jack-o’-lanterns. This outdoor, family-friendly evening under the stars is sure to become a yearly tradition.
Saturday, Oct. 1, 2022, 11 a.m.-4 p.m.
Konkel Park, 5151 W. Layton Ave., Greenfield, WI 53220
Come for the run, stay for the fun! This FREE event is held in conjunction with the Annual Trick-or-Trot Run/Walk. Enjoy fall-themed family activities, including inflatables, a petting zoo, pumpkin bowling, face painting, a haystack play area, animal balloons, bingo, games and more. Enter the costume contest (youth and adult prizes available), or try your hand at the pumpkin pie eating contest! Food trucks, beverages, and beers will be on hand as well.
Saturday, Oct. 1, 2022, 11 a.m.-2 p.m.
10243 W. National Ave., West Allis, WI 53227
Everyone is invited to this event hosted by HEAR Wisconsin, a non-proﬁt organization that helps babies, children, and adults who are deaf and hard of hearing. There will be a petting zoo, balloon twisting, arts and crafts projects, family friendly activities, and entertainers. Enjoy free grilled food and snacks, and even get a free hearing screening inside the new Mobile Audiology Clinic (MAC). Click here to register.
Oct. 1-2, 2022
W63 N641 Washington Ave., Cedarburg, WI 53012
Here you will find authentic German food, beers, wines, desserts, and live German music, as well as a wooden dance floor for polka fans. Silly contests with prize awards include Saturday’s Best Lederhosen/Dirndl Judging Contest, the Sauerkraut Eating Contest and the German Spelling Bee from Ault to Zither (A-Z). Don’t miss the live glockenspiel (cuckoo clock) show, a delightful, goofy event that will make you laugh every two hours.
Saturday, Oct. 22, 2022, 10 a.m.-5 p.m.
Mill Pond Park, W164N9021 Water St, Menomonee Falls, WI 53051
Come for day of fall fun, including local vendors, a pet costume contest, pumpkin painting, seasonal beers, live music and more!
Saturday, Oct. 22, 2022, 9 a.m.-6 p.m.
Drexel Town Square, 361 W Town Square Way, Oak Creek, WI 53154
A harvest tradition in Drexel Town Square, this family-friendly outdoor event celebrates everything autumn. Festivities include a costume parade at 1 p.m., plus all-day pumpkin decorating contest, petting zoo, pony rides, live music, Oak Creek Farmers Market, craft vendors, caricatures, face painting, hayrides through Emerald Preserve, a giant inflatable corn maze, and more.
Oct. 26-31, 2022, 6-9 p.m.
Old School House Park, 5240 N. Marlborough Dr., Whitefish Bay, WI 53217
A full festival will take place Wednesday through Saturday, featuring live music along with food vendors and a beer tent. Residents will be able to pick up pumpkins at various times throughout the week and then return them to the park to be part of the walk-through lighted display on Sunday and Monday night (6-9 p.m.). There will be no pumpkin carving done on site, and no festival activities will take place on Sunday and Monday.
There’s so much more happening this weekend! Check out our Events Calendar >>
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