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35 Coolest Fall Festivals in Wisconsin (2024)!

By Author Lyza

Posted on  - Last updated:

A guide to the best fall festivals in Wisconsin in September and October, with Apple Festivals, Cranberry, and other fall fests in Wisconsin

Are you looking for a lively way to spend your autumn? If so, start planning to travel Wisconsin today!

As the days get shorter and the leaves begin to fall, Wisconsin celebrates the change of season with hundreds of charming fall festivals in Wisconsin offering something special for everyone.

From pumpkin-picking at family farms in Sturgeon Bay to cheering on floats at one of Appleton’s classic parades, Wisconsin in fall has it all.

Here, you can experience breathtaking views, unique cuisines, and fun activities that will take your breath away.

Whether it’s making memories or gaining a deeper appreciation for nature – Wisconsin is sure to surpass all expectations during its wonderful Fall Festivals.

a field in wisconsin in fall
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Table of Contents

Overview: My favorite Fall Festivals in Wisconsin

1. Pumpkin Patch Festival – Egg Harbor

couple and baby at a pumpkin patch in Wisconsin

About 60 miles north of Green Bay in northern Wisconsin, the village of Egg Harbor hosts an annual weekend Pumpkin Patch Festival.

This festival is one of the best fall festivals in Wisconsin, and people come from all over Door County!

The festival features food, live music, arts and crafts vendors, auctions, raffles, carnival rides, scarecrow displays, and plenty of other fun and quirky activities for the whole family.

Kids will be particularly thrilled with the magician and storyteller regularly visiting this festival.

Although Egg Harbor is tiny, reaching just over 200 in total population, there’s plenty to do here beyond the fall festival.

There is a golf course and an orchard nearby that you can explore.

On the other side of the peninsula, just a 20-minute drive away, you’ll find the beautiful Moonlight Bay Bedrock Beach State Natural Area and the Baileys Harbor Ridges Park recreational park.

Don’t forget to visit nearby Green Bay and check out some of the best things to do in Green Bay in the winter!

There are plenty of fun Green Bay fall activities to enjoy!

The Door County region has some of the best resorts in Northern Wisconsin to ensure your fall stay is amazing.

2. Sister Bay Fall Fest – Sister Bay

landscape in Sister Bay with a lake and forest where you can find the best Hotels in Sister Bay

Sister Bay is a small village in Door County that has some of the best things to do in Door County in October.

Each October, for one weekend, the little community becomes a vibrant hub of fall-related activities.

The Sister Bay Fall Fest, Wisconsin, has over 70 years of tradition and offers activities and concerts.

Past events include a raffle, a classic car show, a customary parade along the Downtown Bay Shore Drive, and many games and family fun. 

There is also a regular arts and crafts show where you can buy souvenirs and unique artwork handmade by local artists.

Several music venues (both indoor and outdoor) are prepared for the occasion, with live bands performing day and night.

Of course, food is also a major part of the festival, with a pancake breakfast on Saturday, a fish boil at the local Fire Station, and endless stalls selling beer and authentic Wisconsin delicacies. 

The area is also great for a cabin getaway, which you can do while enjoying a Wisconsin fall festival.

From kayaking to bonfires…it doesn’t get cozier than with a cabin rental in Door County.

3. Wine & Harvest Festival – Cedarburg

table with multiple bottles of wine for selection

Just over 20 miles north of Milwaukee, the historic town of Cedarburg hosts the Wine & Harvest Festival, one of the best Wisconsin festivals in September.

It’s thus perfect when looking for day trips from Milwaukee in the fall!

For one weekend, four streets in Cedarburg turn into huge marketplaces, offering everything from local produce to handmade gifts and accessories.

Locally produced cheese, sausage, honey, and syrup are joined by the excellent wines of Cedar Creek Winery, located in Cedarburg.

Live music and other entertainment complete the experience, with the Giant Pumpkin Charity Regatta stealing the show yearly.

This is definitely one of the best Wisconsin festivals, especially for the over 21s!

If you are looking for fun harvest festivals in Wisconsin to attend, you can’t go wrong with Cedarburg’s Wine & Harvest Festival.

These all make the Wine & Harvest festival to become one among many great Wisconsin vacation ideas and great fall getaways in Wisconsin.

While you’re here, don’t miss out on the other fun things to do in Cedarburg, WI!

4. Wo-Zha-Wa Days Fall Festival – Wisconsin Dells

band playing at the Wo-Zha-Wa Days parade during one of the Fall Festival in Wisconsin Dells

If you visit Wisconsin Dells in the fall, you’ll be in for a treat and a very special fall festival in Wisconsin.

In mid-September, the city hosts the uniquely named Wo-Zha-Wa Days fall festival.

In the language of the Ho-Chunk Native American Tribe, “wo-zha-wa” means “to have fun,” and that’s exactly what you can expect if you stay for the festival weekend. 

Food and live entertainment are just the start of what makes this one of the best fall festivals in Wisconsin.

There’s also a huge antique flea market to browse, an arts and crafts fair, and a street carnival, including a large parade.

Interestingly, this fall festival also holds the oldest long-distance race in Wisconsin, a half-marathon in the city streets. 

Book cozy cabin rentals in Wisconsin Dells to make the most of your visit!

5. AutumnFest – St. Croix Falls

View from the back of a crowd of people appreciating some kind of spectacle off to the side with some spectators sitting on the shoulders of others and many people raising their arms in enjoyment and celebration on a bright clear day

For a fun, one-day fall festival, come to the quaint, picturesque town of St. Croix in eastern Wisconsin, right on the border with Minnesota. 

The St. Croix Falls AutumnFest offers everything you can expect from small town fall festivals in Wisconsin.

There is live bluegrass music, food trucks, a farmer’s market, and many kids’ activities.

This festival is the perfect choice for outdoor enthusiasts eager to explore the St. Croix area. It offers a free self-guided tour of the many surrounding hiking and biking trails. 

Book the top vacation rentals in St.Croix Falls, WI

6. Al & Al’s Oktoberfest – Sheboygan

men preparing to do traditional dances at the Al & Al’s Oktoberfest in Sheboygan

The city of Sheboygan on the shore of Lake Michigan is home to a surprising and very different festival: Wisconsin’s answer to the classic Oktoberfest! 

For two days at the beginning of October, you can feel like you’ve stepped into a small Bavarian town.

Expect live music, authentic German cuisine, folk dancing, thematic events, and lots of German beer and wine. 

To make the experience even more unique, don’t miss the annual Wiener Dog Races, which takes place during AI & AI’s festival while staying at the top VRBOs in Sheboygan.

It’s one of the most fun and definitely one of the best fall festivals Wisconsin has to offer.

There are lots of other fun fall things to do in Sheboygan, such as museums, historic sites, one of the most unique Wisconsin lighthouses, and even a haunted house!

7. Madeline Island Fall Fest – La Pointe

open piano full of mountain of pumpkins with people blurred at the background

One of the most significant October events in Wisconsin, this series of events takes place in a unique location: Madeline Island, the largest of the Apostle Islands.

The city of La Pointe on Madeline Island turns into a huge playground for kids and adults alike for an entire weekend. 

Alongside your typical fall festival fare, the Madeline Island Fall Fest involves lots of interactive events.

You can learn how to make candles, carve pumpkins, and even make apple cider from locally sourced produce!

Make sure to try the local delicacy known as “waples,” which are waffles filled with apple cheesecake and caramel sauce. 

To get to the island and enjoy one of the best festivals in Northern Wisconsin, you’ll need to take a ferry from Bayfield.

Weather permitting, don’t miss the chance to explore the Apostle Islands National Lakeshore’s spectacular sea caves and cliffs. 

Indeed, there are plenty of things to do in Apostle Islands, WI, during the fall – or year-round!

It’s also the perfect location for romantic getaways in Wisconsin!

8. Jack O’ Lantern Days – Fish Creek

Crowd of people parading in the street with a person smiling at the camera

Fish Creek is home to another Door County fall festival and one of the biggest October events in Wisconsin!

Located about an hour’s drive north of Green Bay, Fish Creek is home to the incredibly popular Jack O’ Lantern Days festival.

Its spooky fall event provides the ultimate Halloween experience, suitable for kids of all ages. 

It’s thus perfect when looking for great weekend trips in Wisconsin.

The Jack O’ Lantern Days offer Halloween-themed games and activities, mask making, a costume contest, a parade, and many other unique and surprising interactive events.

And of course, there is also town-wide trick-or-treating!

Experience a truly unforgettable Halloween at this most unique of Wisconsin October Festivals.

If you plan to stay longer, look at my list of the prettiest Airbnbs in Door County, or stay at one of the best resorts in Door County!

While you’re in Fish Creek, check out Lautenbach’s Orchard Country Market and Winery, one of the best wineries in Door County.

9. Wauktoberfest – Waunakee

people dressed in Bavarian dress standing over table of beers during the events and activities in fall festivals in milwaukee

Another Wisconsin Oktoberfest-style festival, the Wauktoberfest takes place over a whole weekend in September.

The festival is held in the village of Waunakee, just over 12 miles north of Madison, on the other side of Lake Mendota which is one of the best lakes In Wisconsin.

Although it’s in the nearby village of Waunakee, I consider this my favorite fall festival in Madison.

Alongside plenty of German beer and, of course, live polka music, the festival offers lots of quirky events and activities.

Helicopter rides, cheese and sauerkraut eating contests, dachshund races, and beer keg races are just some of the surprising attractions you’re in for! 

With so many fun things to do, it’s easy to see why this is one of the top events in Wisconsin in September.

If you’re staying a bit longer, the city of Madison, only a 20-minute drive away, offers all sorts of activities, including museums and a zoo to visit.

The area is also home to the best beaches in Wisconsin which are a perfect setting for romantic fall walks.

10. Harvest Fest – Sturgeon Bay

a person holding two apples in a knitted top

Also, on the Door Peninsula, the town of Sturgeon Bay hosts a yearly, one-day festival to celebrate the arrival of fall.

This is one of the best harvest festivals in Wisconsin and one of the top things to do in Door County in September.

But the usual festival attractions, such as regional food and drink, aren’t all you’ll find at the Sturgeon Bay Harvest Fest.

This fall festival in Wisconsin also involves art shows, stalls showcasing local craftsmanship, and a classic car show comprising over 150 vehicles.

Children’s activities and live entertainment ensure that there’s something to do for the whole family, making it one of the top Door County fall festivals.

Interestingly, the city of Sturgeon Bay was built at the natural end of Lake Michigan’s bay, which is the same name.

An artificially-built ship canal crosses through the city, with a steel bridge connecting the two halves.

There is a large maritime museum in Sturgeon Bay, an art gallery, and a historical museum.

There are also, of course, plenty of opportunities to admire Door County in fall in one of the nearby natural areas while staying in cozy cabins.

The area surrounding Sturgeon Bay is home to plenty of hiking trails, which are among the best hiking trails in Wisconsin. The perfect activity for a cabin getaway in Door County, WI.

11. Great Lakes BrewFest – Racine

Man hand holding a sample glass of beer at brewery factory.

The primary theme of this festival is simple: beer! Every year, visitors can sample over 450 beers, ciders, and hard sodas.

There’s also live music and delicious food from local food vendors.

Remember that due to the nature of this event, only those aged 21 and over are allowed to attend!

If you’re looking for the best fall fest Milwaukee has to offer, this is it – although technically, it’s in Racine, WI.

Still, Racine, just 20 miles south of Milwaukee, offers plenty of family-friendly attractions.

Between several museums, a gorgeous beach, and a zoo, there is a lot to do for visitors of all ages, making this one of the best festivals in Wisconsin.

Book cool cabin getaways in Racine.

12. Oktoberfest – Cedarburg

meal of sausages and potatoes with foamy beer

Cedarburg sure likes its fall festivals!

Soon after the September Wine & Harvest Festival (#3 on this list) comes the Cedarburg Oktoberfest, another one of the best fall festivals in Wisconsin in October.

The festival takes place outdoors to give a feel of a real Oktoberfest celebration.

Every year, a huge tent is erected, with tables, stalls, and a wooden dance floor.

Expect live German folk music, polka, and beer and authentic food.

Alongside other entertainment, there is a recurring live comedy event: the Glockenspiel Show.

It’s one of the Wisconsin October events I would not miss. And don’t forget to book cool AirBnBs in Cedarburg!

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13. Milwaukee Oktoberfest – Milwaukee

spread of german foods and beer during the most popular Milwaukee fall festivals in Wisconsin

A brat-eating contest, a Weiner dog race, and lots of beer, what more could you ask for?

The Oktoberfest is one of the most popular Milwaukee fall festivals, delivering everything expected from a German-style fall celebration, and more!

Alongside live polka music and German food and drink, the Milwaukee Oktoberfest also includes a Miss Oktoberfest contest and a Stein-hoisting competition.

While the former probably doesn’t require an explanation, the latter is a traditional German contest of strength.

The idea behind it is simple: contestants must hold up a stein filled with a liter of beer for as long as they can.

This full-weekend event, which takes place on the Fiserv Forum Plaza in central Milwaukee, offers lots of entertainment for the whole family.

It’s a must when looking for fall festivals in Wisconsin, especially Milwaukee fall festivals for over-21s!

Unlike many other beer festivals and Oktoberfests, Milwaukee’s is kid-friendly and, hence, one of the best things to do in Milwaukee in October for families.

Be sure to see all the other unique things to doing Milwaukee while you’re in the city.

Since it’s October, if you’re looking for something a little spooky, Milwaukee has two of the most haunted hotels in Wisconsin for the perfect fall trip.

Be sure to come back at the end of the month to enjoy all the fun things to do on Halloween in Milwaukee.

Book the best tours in Milwaukee

14. Octoberfest – Appleton

three large sausage on a chopping board with sauces and pretzels on a table
Tasty sausages at Octoberfest in Appleton, WI

Appleton, the hometown of Houdini on the northern shore of Lake Winnebago, hosts the largest party of the year across all of the Fox Cities.

The local Octoberfest draws in more than 100,000 visitors each year! The festival is spread over two days (usually Friday and Saturday).

The first day involves a massive classic car show with over 400 vehicles and live entertainment as part of an alcohol-free, family-friendly celebration.

The second day features the usual Oktoberfest fare, German beer, authentic food, and live polka music, but on a grand scale.

In 2019, there were over 80 food stalls, 10 alcohol stands, 150 arts and crafts vendors, and more than 20 live bands performing in one day!

While you’re here, make sure to check out all the other fun things to do in Appleton.

If you’re staying, and you definitely should, Appleton is home to some of the best spa resorts in Wisconsin and vacation rentals.

15. Audubon Days Fall Family Festival – Mayville

girl holding a pumpkin with a face put on with black sticker
Image by Pexels from Pixabay
  • When: 3rd weekend of October
  • Accommodation Options: It’s easiest to just stay in Milwaukee and go to Mayville as a day trip. The Pfister Hotel is a true legend in town, while the Schuster Mansion Bed & Breakfast is probably the most scenic option. For Airbnb fans, this historic house is only a short walk from a scenic park.

This is one of the best small-town fall festivals in Wisconsin. It’s all about family fun, and it’s been running for over 25 years!

Kid-friendly attractions include a rubber duck race, a petting zoo, children’s crafts, photo booths, and more. However, many of the events cost money.

There will also be lots of food vendors with delicious local delicacies to try, and there are even prizes to be won!

If you are looking for October festivals in Wisconsin, the Audubon Days Festival is perfect for a day out with the family.

Mayville can easily be done as a day trip from Milwaukee.

16. Zoo Brew – Milwaukee

three beers in a glass toasting at the Zoo Brew festival

One of the best Wisconsin festivals for adults is Zoo Brew. All attendees must be over 21 years of age—no exceptions.

For those looking for adult-only things to do this autumn, this is one of the best fall festivals in Wisconsin in October.

Those attending Zoo Brew will get to sample brews from dozens of local (and nearby) brewers.

Local food vendors will also be in attendance to ensure that you don’t drink on an empty stomach!

This festival is one of the most unique things to do in Milwaukee in October and definitely one of the best fall festivals Wisconsin has to offer for an adult-only night out.

If you are not able to go to the festival, you can book the best food tours in Milwaukee to try local delicacies!

17. Maple Fall Fest – Marshfield

spoon with maple syrup and a bottle of maple syrup on a rag on a table

Held annually at Wildwood Park & Zoo, the Maple Fall Festival is one of the most popular September festivals in Wisconsin.

This large festival features over 100 Wisconsin vendors selling food, crafts, and experiences.

As one of the best family-friendly fall events Wisconsin has to offer, it’s no surprise that they have many great activities for the whole family.

Some of the top things to do here are visit the petting zoo with the kids or take part in one of the dance competitions.

Of course, it wouldn’t be a Maple Fall Fest without sampling some delicious maple syrup products!

While in Marshfield, don’t forget to visit Escape Room Marshfield. It’s one of the best escape rooms in Wisconsin!

18. Big Water Film Festival – Ashland

hand holding a black and white Universal Studios movie clapper in the air with blue sky and clouds in background
Grab your popcorn for the Big Water Film Festival

If you’re looking for unique Northern Wisconsin festivals, look no further than the Big Water Film Festival.

The Big Water Film Festival is one of the best fall events Wisconsin has to offer those looking for something a little different.

At Big Water, instead of sampling tasty treats, you’ll get to sample carefully selected films before anyone else!

This film festival might not bring in the same kind of names as TIFF or Cannes, but you’ll still get to enjoy high-quality local talent you might otherwise have never heard of!

And if you’re a filmmaker yourself, you could even consider submitting your work for consideration.

While up north, I highly recommend checking out some of the amazing things to do on the Apostle Islands, which are nearby.

19. Greendale Oktoberfest – Greendale

arts and crafts materials with paints in a plastic cup and pumpkins on the table
Fall arts & crafts at the Greendale Oktoberfest

This is another excellent family-friendly event full of fun fall festival attractions like hay rides and pumpkin bowling.

There are also plenty of opportunities to do arts and crafts or get your faces painted in festive designs.

Local food vendors have many delicious Wisconsin favorites, and several local breweries also provide alcoholic options.

Despite what the name suggests, the Greendale Oktoberfest is one of the best festivals in Wisconsin in September – NOT October!

Although it does change from year to year, the festival typically heads near the end of September.

Book the best tours in Milwaukee

20. Harvest Festival – West Allis

Close up shot of musician holding an electric guitar with drummer standing close behind

One of the most iconic Midwest fall festivals is the Harvest Festival West Allis puts on annually.

The Harvest Festival is fun for the whole family. All day, local bands and entertainers provide free live entertainment, including the annual Lumberjack show.

There are also plenty of activities and rides for the whole family to enjoy throughout the weekend.

One of my favorites is going pumpkin bowling, but you can also try out other activities like making your own scarecrow or the giant slide.

This is one of the best fall festivals for families in Milwaukee and the surrounding area.

21. Blue River Autumn Fest – Blue River

Man cutting into a pumpkin during a pumpkin carving event while a young girl watches closely

If you are looking for fall festivals in Wisconsin earlier in the season, the Blue River Autumn Fest is perfect.

Hosted annually on the 3rd weekend of August in the Central Wisconsin village of Blue River, this autumn festival is the ideal way to kick off the season.

Attendees can enjoy a range of typical Wisconsin fall activities for the whole family, including tractor pulls, horseshoe pitching, and classic ball games.

The festive weekend always ends with a parade on Sunday to celebrate the start of autumn.

You can’t go wrong with this one for fall festivals in Wisconsin that are a bit more lowkey.

22. Wausaukee Fall Fest – Wausaukee

Close up shot of child having their face painted in tiger colors and patterns

One of the best events in Wisconsin in October is the Wausaukee Fall Fest in Marinette County.

This annual event invites regional crafters and vendors to participate for a small donation, which allows them to offer free admission to attendees.

With over 100 crafters and vendors offering their wares, there will be plenty to enjoy, including tasty food (like local fudge!) and refreshments.

There are also free activities for adults and kids alike, such as face painting and the popular horse-drawn wagon rides.

Of course, this wouldn’t be one of the top fall festivals Northern Wisconsin offers without the promise of live music throughout the day.

23. Wisconsin Sheep & Wool Festival – Jefferson

a farm with sheeps lined up in a gate with kids interacting with them

The Wisconsin Sheep & Wool Festival in Jefferson is among the best Wisconsin fall festivals. It celebrates all things related to sheep and wool and is a haven for fiber enthusiasts.

From learning about sheep breeds to exploring the artistry of spinning and weaving, this celebration has something for everyone.

Immerse yourself in the heart of Wisconsin’s sheep industry with hands-on demonstrations, competitions, and over 100 vendors showcasing exquisite fiber products. 

Visitors can also purchase wool products and crafting supplies​ , as this festival has a vibrant marketplace.

It’s truly one of the best September festivals in Wisconsin. 

Book the best tours in Madison, WI

24. Door County Fall Fest – Door County

a person riding a derby car with motion

Taking place in Sister Bay, the Door County Fall Fest is a popular festival that marks the peak of the fall season in Door County. 

This is a multi-day, multi-fall festival in Wisconsin. It’s one of the best things to do in Door County.

It features a delightful mix of arts and crafts, live music, mouth-watering food, and family-friendly activities.

There is also a parade and classic car show, making it one of the October festivals in Wisconsin you should visit.

25. Holiday Folk Fair International – West Allis

three people in bavarian costumes pose for a photo with a tree and ride at the back

The Holiday Folk Fair International in West Allis is a dazzling tapestry of global cultures. 

This indoor extravaganza transports you worldwide without leaving Wisconsin, making it one of the fall events you should look out for in Wisconsin.

This multicultural festival showcases Wisconsin’s diverse cultural heritage through music, dance, food, and crafts from various ethnic communities.

From vibrant costumes to engaging workshops, this festival celebrates unity in diversity and is a perfect way to kick off the holiday season.

26. Apple Festival – Bayfield

small town fall festivals, caramelized apples at the Apple Festival in Bayfield, Wisconsin

Taking place annually for almost 60 years now, the Bayfield Apple Festival is a celebration of fall, nature, and agriculture.

The local orchards and wineries are open to visitors, and unique events occur during the weekend.

Of course, this makes it one of my favorite fall weekend getaways in Wisconsin!

At this famous apple festival in Wisconsin, you can sample local produce, including jellies, syrups, and wine, browse countless arts and crafts stalls, and enjoy live music.

There are plenty of other fun events, such as the annual apple peeling contest and an authentic Wisconsin fish fry.

At the end of the festival, a huge parade features a band of 400 members!

Bayfield is also perfect for a romantic getaway as it has one of the best romantic hotels in Wisconsin, and is nearby to some of the best waterfalls in Northern Wisconsin.

27. Fall Fun Fest & Cider Pressing Party – Washington Island

images of cider making and apples in one of the best fall festival in Wisconsin

Washington is a fairly large island on Lake Michigan.

Since 1987, its Farm Museum has been holding an annual fall festival where you can press your cider using the museum’s historic equipment.

You can bring your own apples to press or buy local ones on-site.

Every year, there’s live entertainment, games, activities for kids, and free horse and wagon rides.

Local cider and authentic Wisconsin cuisine are available too, including brats, chili, cookies, and caramel apples.

It’s easy to see why this is one of the best things to do in Northern Wisconsin!

Washington Island can be reached by ferry, departing from Northport at the tip of the Door Peninsula.

If you stay longer, you can explore Washington’s many natural areas, museums, and historic sites.

All this makes Washington Island a great place to vacation in Wisconsin.

While you’re on Washington Island, you could also pop into Nelsen’s Hall and book a cozy cabin on Washington Island to stay overnight.

This haunted watering hole is one of the most haunted places in Wisconsin!

28. Gays Mills Applefest – Gays Mills

sign for Gays Mills Applefest ona a hill with trees at the back

For full immersion in authentic fall harvest celebrations, visit the Mills Apple Festival at the end of September.

The festivities include live music, dancing, a parade, carnivals, and local food and drink to sample. 

There is also a flea market to visit and many arts and crafts stalls with interactive activities.

You can also spectate live games and sports, including volleyball and basketball tournaments, as well as an old-timey horseshoe pitching contest.

Gays Mills is a small village on the Kickapoo River in southern Wisconsin, about 85 miles northwest of Madison.

If you plan on staying overnight, the nearby towns of Boscobel and Soldiers Grove offer hotel accommodations.

For a more rustic experience, rent a cabin in Ferryville on the Mississippi River, only 15 miles away.

Bring the whole family – furry friends included and stay at one of the best pet-friendly cabins in Wisconsin.

29. Hillside Fall Festival – Hillside

Three young children sitting in the back of a cart being pulled by an old man in a tractor through a field of tall crops lined with taller green trees

Another one of my favorite fall festivals near Madison WI is the Hillside Fall Festival, which is all about apples.

This rural fall festival is fun for kids and anyone who loves apples!

Although free games for the kids and free tractor wagon rides are always available, every year is a little different, so there’s no guarantee of all the activities and vendors available.

However, fun and tasty apple dishes are always a promise at one of the best fall festivals in Southern Wisconsin.

30. Lapacek’s Orchard Fall Festival – Poynette

people apple picking in orchard with lush red apples hanging on the branches of rows of green apple trees

Lapacek’s Orchard Fall Festival in Poynette is a quintessential autumn experience. 

This family-friendly festival offers a delightful experience with apple picking, hayrides, craft activities, and adorable farm animals.

 In the fall markets, indulge in freshly pressed cider, caramel apples, and an array of apple treats.

It’s a perfect autumn outing for those looking to enjoy the seasonal harvest in a cozy, rural setting while enjoying Fall Fest Wisconsin.

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Best Cranberry Festivals in Wisconsin

31. Warrens Cranberry Festival “Cranfest” – Warrens

Best Cranberry Festivals in Wisconsin, Flooded Cranberry Marsh with Green Pines in background

Cranberry festivals make for popular fall activities in Wisconsin.

The village of Warrens proudly calls itself “Wisconsin’s Cranberry Capital,” so it only makes sense that it would be home to the largest cranberry fall festival in the state!

Located in southwestern Wisconsin, just over 10 miles north of Tomah, Warrens has a population of less than 400, but for one weekend in September, it’s one of the busiest places in the county!

In 2019, Cranfest featured the largest band parade in Wisconsin.

Every year, there are (literally!) thousands of stalls all over the village, with souvenirs, arts and crafts, food and drink, and of course, lots of cranberry-based produce.

The festival also provides an opportunity to take a guided bus tour of the surrounding cranberry marshes, which make for a truly unforgettable sight!

Back in town, there are many fun competitions to observe and participate in, including a costume contest, a pie-eating contest, and a scarecrow competition.

While here, visit the Cranberry Museum, it’s one of the best things to do in central Wisconsin.

Book cool AirBnBs in Warrens

32. Cranberry Fest – Eagle River

a large field of cranberries in the middle of a marsh with pine trees at the back

Cranberry brats, cranberry baked goods, cranberry beer and wine, cranberry soups,… You can sample these and more at the Cranberry Fest in Eagle River, northern Wisconsin.

In addition to all the cranberry-infused delicacies, the festival also offers tours of cranberry marshes, wine tours, a flea market, an arts and crafts show, and plenty of live entertainment.

With more than 40,000 people attending this cranberry festival in Wisconsin annually, this isn’t one to miss!

While you’re in Eagle River, don’t forget to check out the Northwoods Escape Room, one of my favorite escape rooms in Wisconsin!

33. Cranberry Festival – Stone Lake

top view of a bowl of cranberries on a white table
Cranberry pucking at the Stone Lake Cranberry Festival

The usually quiet little community of Stone Lake in northwestern Wisconsin bursts with life at the beginning of October as thousands arrive for the annual Cranberry Festival.

Live music, marsh tours, parades, food and drink stalls, and plenty more await cranberry lovers in Stone Lake.

The main festival parade is followed by a recurring event called Krate Derby – Stone Lake takes on crate derby, a live street racing event.

34. Cran-A-Rama – Manitowish Waters

Two small blue bowls full of cranberries on wooden table surrounded by more loose cranberries

One of the best cranberry festivals in Wisconsin is the Cran-A-Rama in Manitowish Waters.

Attendees can enjoy cranberry tastings, treats from local vendors, and a cranberry count.

There are usually some cranberry crafts available, making this Wisconsin fall festival great fun for the whole family.

Visitors to Manitowish Waters can go on a cranberry marsh tour to learn more about how they are grown and why they’re important to the region.

Don’t miss out on one of the best fall festivals in Wisconsin dedicated to the amazing cranberry!

35. Nekoosa Giant Pumpkin Fest and Cranberry Fest – Nekoosa

a boy carrying a pumpkin on front his head with white houses and trees at the back
Image by Antigone_gone from Pixabay
  • When: First weekend of October
  • Accommodation Options: Check out this dream house in Nekoosa.

Nekoosa Giant Pumpkin Fest and Cranberry Fest combine two fall favorites—giant pumpkins and cranberries.

It is a colossal celebration of autumnal bounty and one of the most family-friendly fall events.

This two-day extravaganza showcases the best of Wisconsin’s fall harvest, from enormous pumpkins vying for the title of “Giant Pumpkin Capital” to the tart sweetness of cranberries.

The event typically includes pumpkin weigh-ins, cranberry-related activities, craft vendors, and various family-friendly entertainment.

Beyond the impressive displays, enjoy thrilling pumpkin drops, family-friendly activities, and a vibrant marketplace filled with local crafts and delicious treats. 

It’s a truly unforgettable experience that captures the essence of the season.

What is a Fall Festival?

A shot of a wheeled wagon carrying pumpkins during harvest time

A fall festival is a celebration of the arrival of fall and of the local harvests.

Traditional fall festivals involve sampling of local food and drink, flea markets, games, and famously silly contests, as well as live music and other entertainment.

Not all fall festivals are the same!

Many follow the Oktoberfest theme, with authentic German food, beer, and polka dancing, among other attractions.

Wisconsin also has harvest-specific celebrations, such as apple and cranberry festivals.

Fall festivals are not unique to Wisconsin, but they have a particularly festive vibe here.

This is especially true for small-town Wisconsin fall festivals, which are held in quaint, picturesque little villages and towns.

The whole family can enjoy many fantastic Wisconsin festivals in October, no matter where you are.

In fact, Wisconsin has some of the best Midwest fall festivals!

So, check out the best fall festivals in Wisconsin, as well as fun fall events in Wisconsin this year!

Before You Go: Top Tips for your Trip 

Short FAQ about Wisconsin Festivals in Fall

What are the best fall festivals in Wisconsin Dells?

The Wo-Zha-Wa Days Fall Festival and the Dells On Tap Weekends are the best fall festivals in Wisconsin Dells.

What are some of the best places to visit in Wisconsin in Fall?

Stone Lake, Eagle River, and Bayfield are some of the best places to visit in Wisconsin in fall.

What are the best Wisconsin fall fests this year?

Some of the coolest fall festivals in Wisconsin to visit are the Pumpkin Patch Festival in Egg Harbor, Sister Bay Fall Fest in Sister Bay, and Wine & Harvest Festival in Cedarburg.

What are the best fall festivals in Western Wisconsin?

Some of the best Western Wisconsin fall festivals are the Cranberry Festival in Stone Lake, Big Water Film Festival in Ashland, AutumnFest in St. Croix Falls,  the Warrens Cranberry Festival “Cranfest” and the Madeline Island Fall Fest in La Pointe.

What are the best fall festivals in Northern Wisconsin?

Jack O’ Lantern Days in Fish Creek and the Eagle River Cranberry Fest are two of the most popular Northern Wisconsin fall festivals. AutumnFest in St. Croix Falls, Big Water Film Festival in Ashland, and the Madeline Island Fall Fest in La Pointe are also great Northern Wisconsin fall festivals.

What are the best fall activities in Wisconsin?

Many amazing fall festivals in Wisconsin host various fun activities for the whole family, including tractor rides, pumpkin bowling, scarecrow building, and live music.

What are the best fall festivals in the Midwest?

I’m biased and I think the fall festivals in Wisconsin are the best fall festivals in the Midwest. Some of my favorite Wisconsin fall festivals are the Sister Bay Fall Fest, Bayfield Apple Festival, Milwaukee Oktoberfest, and Jack O’ Lantern Days – Fish Creek.

What are the Wisconsin events in October?    

There are many great October events in Wisconsin. I particularly love Jack O’ Lantern Days in Fish Creek, Milwaukee Oktoberfest, Sister Bay Fall Fest, Pumpkin Patch Festival, Cranberry Fest in Eagle River, and the Audubon Days Fall Family Festival in Mayville

What are the best September festivals in Wisconsin?

Some of the best September events in Wisconsin include the Warrens Cranberry Festival, Wisconsin Sheep & Wool in Jefferson, and Wine & Harvest Festival in Cedarburg.

What are the best October festivals in Wisconsin?

The best October events Wisconsin include the Door County Fall Fest, the Cedarburg Oktoberfest, and the AutumnFest in St. Croix Falls.

What are the best November festivals in Wisconsin?

Some of the best November events in Wisconsin include the Holiday Folk Fair International in West Allis and the Milwaukee Holiday Lights Festival.

Are you looking for unique Wisconsin fall trips? Why not head to one of the coolest Wisconsin fall festivals this year? Whether you love Apple Fests, Cranberry Festivals or good ol' Oktoberfests in Wisconsin, there are plenty of fall events to choose from in Wisconsin. Surrounded by the most gorgeous Wisconsin fall foliage colors, learn more about the cultural and historic heritage of Wisconsin at these fun fests. Perfect for families in Wisconsin too! #wisconsin #wisconsinfall #fall #fallfestivals
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Are you looking for unique Wisconsin fall trips? Why not head to one of the coolest Wisconsin fall festivals this year? Whether you love Apple Fests, Cranberry Festivals or good ol' Oktoberfests in Wisconsin, there are plenty of fall events to choose from in Wisconsin. Surrounded by the most gorgeous Wisconsin fall foliage colors, learn more about the cultural and historic heritage of Wisconsin at these fun fests. Perfect for families in Wisconsin too! #wisconsin #wisconsinfall #fall #fallfestivals
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By Author Lyza

Posted on  - Last updated:

Categories Wisconsin Fall