Fall Festivals in Milwaukee

by | Sep 27, 2022 | Family Photography | 3 comments

Where are the best Fall Festivals in Milwaukee this year?

Who’s ready for some fall festivals in Milwaukee? The first day of Autumn has arrived, bringing with it the excitement of Fall quickly approaching! I’m including all of the very best fall festivals in Milwaukee to add to your family calendar for 2022.

fall festivals in Milwaukee apple holler apple orchard

#1 Apple Picking at Apple Holler

August – Early November

Apple picking at Apple Holler is a MUST fall festival in Milwaukee! It’s a great activity for families with kids of all ages. I recently brought my (then) 9-month-old to go peach picking during the summer months – he absolutely loved it! And we plan to return for apples this fall. Nothing beats a tasty adventure!

This fall event also makes a perfect backdrop for your family fall portraits! Let’s get in touch to schedule your family’s fall session!

If you’re looking for hay rides they’ve got those too while you tour through the orchard. Or you can stop in and grab a bite at their restaurant where they serve apple-inspired dishes made fresh!

Check out their calendar on their website for their current event dates!

#2 Pick your own carload of Pumpkins

September 14th-October

Nothing says Fall Festival season is here in Milwaukee like picking your own pumpkins directly from the vine on the farm! Thompson’s Strawberry Farm has just that! Kids have so much fun hunting for the perfect pumpkins to bring home, decorate your home with, and then later carve. Plus this activity also makes for the cutest pictures with your family!

Want to capture the fun and beautiful moments while at the pumpkin patch? Let’s get in touch to schedule your family’s fall portraits!

They also frequently host Fall Festivals throughout the picking seasons with bands playing, food trucks, and other kid-friendly fun!

#3 Sunflower Picking

August – October

Pumpkins aren’t the only fun to be found at Thompson’s Strawberry Farm ! They also offer a STUNNING ever blooming field of sunflowers!

Want to book a Sunflower field Mini session for you and your loved ones? Select dates are still available! Click here to get in touch to learn more! 

They also frequently host Fall Festivals throughout the picking seasons with bands playing, food trucks, and other kid-friendly fun!

#4 The Elegant Farmer’s Autumn Harvest Festival

Weekends through October 24th

Apples, Apples, and more Apples! The Elegant Farmer has it all and then some! Hay bales, a corn maze, apple picking, apple pie baked in a bag.. say what?! They also have Farmer’s market goes on year-round and offer all kinds of homemade yummies!

There is something to be enjoyed by all!

Want to book a Fall corn field Mini session for you and your loved ones? Select dates are still available! Click here to get in touch to learn more about my mini sessions! 

#5 Swan's Pumpkin Farm

Open daily

This is another one of my favorite Fall festivals in Milwaukee – Swan’s Pumpkin Farm. If you follow them on Facebook you will find they are always adding new dates for their seasonal events. But they are open daily and offer so many ways for your family to have a hay of a good time!

They have everything from tractor-drawn hayrides, corn fields, pumpkin patches, a corn maze, a giant slide, a Barrel train ride, and more! 

My favorite part is the pick your own pumpkins directly from their pumpkin patch! This makes for magical moments when capturing fall family portraits. 

Want more info about capturing your family’s fall portraits at the pumpkin patch? Let’s get in touch!

#6 Boo at the Zoo - Milwaukee County Zoo

October 20th-23rd

Boo at the Milwaukee County Zoo is sure to be a frightening good time for families with kids of all ages! This year they feature a Trick-or-Treat walking Trail, live pumpkin-carving demos, light shows, plus some of the Zoo animal buildings will be open for viewing!

Get your Halloween Costumes ready and bring a bag for trick or treating!

More details and tickets can be found here!

 

#8 Fall at Jerry Smith Pumpkin Farm

Weekdays and Weekends September 17th-October 31st

Fall at Jerry Smith Pumpkin Farm
Fall is a time for beautiful fall colors, pumpkins, hot cider, caramel apples, and hayrides. Jerry Smith Pumpkin Farm in Somers, Wisconsin has it all!

Tickets and more information can be found HERE.

This year they even have a haunted forest – for those brave enough!

 

#9 Harvest Fair at the Wisconsin State Fair

September 23rd-25th

This event is hosted by The Micro who serves some great craft beer! This fall festival in Milwaukee offers free live entertainment, activities for the entire family, food, fall shopping (sign me up!), and more!

Admission is FREE!

There’s nothing better than enjoying beer, friends, and fall, at your favorite beer garden.
Checkout the details here!

 

#10 Oak Creek Fall Festival

 Saturday, October 22

What would a Milwaukee Fall Festival be without some pumpkin decorating, face painting, a petting zoo, point rides, and a costume parade? 

Plus it’s your last day to enjoy the farmer’s market before they end for the season!

More details and tickets can be found here!

 

Need help preparinng your family for your fall session? From outfits to how to best wrangle up the kiddos; I’ve got you covered! Check out all my best tips and tricks for preparing for your fall family portraits here!

You can continue to follow along as I capture my maternity and motherhood journey and the journey of others in Madison, Wisconsin and surrounding areas on Instagram and Facebook.

Milwaukee Newborn Photographer
Rachel Harmeling Photography focuses on getting sentimental Mamas behind the camera and creating FRAME WORTHY artwork of your family for your home. Specializing in newborn, maternity, baby, family, commercial, and branding portraiture. 
We have 2 studio locations in Caledonia, WI and Humboldt County, CA.
Proudly serving South Eastern Wisconsin and the greater Milwaukee area including: Burlington, Bristol, Kenosha, Muskego, Glendale, Brown Deer, Mequon, Menomee Falls, Whitefish Bay, Waukesha, Port Washington, Cedarburg, Wauwatosa, West Allis, Brookfield, New Berlin, Greendale, Greenfield, Franklin, Cudahy, Sturtevant, Mt Pleasant, Oak Creek, Racine, and Caledonia. 
Now with a second location!
Proudly serving Northern California and the greater Humboldt County area including: Humboldt County, Eureka, Arcata, Fortua, Samoa, McKinleyville, Rosewood, Ferndale, Hydesville, Redding, Trnidad, Hoopa, Humboldt Hill, Mad River, Rio Dell, Fort Bragg, Shelter Cove, Newport, Little River, Blue Lake, Fieldbrook, the Redwood forest, and beyond.

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3 Comments

  1. Miriam Caterina Wahl

    Oh, I love everything fall, or autumn as we call it in England. Sunflower picking sounds like a lot of sun and I love your pumpkin photo. Such a good shot!

  2. Samantha

    Okay, NOW I’m ready for fall! Love all the suggestions here and I’m totally going to go apple picking! These are all great ideas for fall activities.

  3. Kate

    What an incredible round up of fall activities! Boo at the Zoo sounds like so much fun! Loving all of your fall photos!

Humboldt County Photographer

Hey there, I'm Rachel and I love to capture frame worthy moments for your home

I’m a first-time Mama to this little fella, named Weston (and now second time Mama to our second son, Wyatt)). I love documenting our journey and the motherhood journey of others. It brings my heart SO MUCH joy!
I like to capture it all; warm snuggles, chunky baby leg rolls, big laughs, and also the tears. Because raising little ones isn’t always rainbows and sunshine. I capture the beautiful realness and rawness of the moment. Trust me, Mama you’re going to miss all of this someday. 

I offer beautifully styled Milwaukee newborn photography and portrait photography sessions year-round both outdoors – serving Humboldt County, CA and the greater Milwaukee area, in the comforts of your home or in the hospital (for fresh 48-hour newborn sessions), and in my Eureka, CA or Milwaukee studios. 

I hope you will continue to follow my journey as I capture my Motherhood journey and the journey of other Humboldt Mamas on Instagram and Facebook.

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