Fun Fall Things to do with Kids in the Baraboo Area

A big thank you to Sweets on Third in Downtown Baraboo for sponsoring this article! 💛Local businesses like theirs help keep our blog running. Be sure to stop in and show them some love!

If you’re looking for fun fall activities with kids around Baraboo, you’ve got plenty of options. From pumpkin patches & colorful hikes to special events like the Hill and Valley Exploration Tour and Fall Art Tour, there’s something for every family to enjoy.

And as Halloween approaches, there are tons of spooky (and not-so-spooky!) events to add a little extra excitement to your fall festivities.

Ski-Hi Fruit Farm 

Fall just isn’t complete without a visit (or two…or even weekly!) to an apple orchard, and Ski-Hi Fruit Farm is the perfect destination. This 3rd generation family farm offers apple picking, hayrides, walking trails, and a delightful petting farm that’s a hit with the kids.

Little ones can meet and feed friendly animals like calves, donkeys, pigs, and goats. Plus, there’s an old tractor that kids can climb on for a fun photo op. Make sure to snap a pic!

Inside the farm store, you’ll find a tempting array of apple-inspired treats, including pies, apple cider donuts, cider, and of course, bags of freshly picked apples.

You’ll always find me checking out their selection of cute apparel too.

Fall Fair on the Square 

Nearly 200 crafters, artists, and photographers will fill the square, offering handmade goods ranging from unique art pieces to one-of-a-kind gifts.

The fun goes beyond shopping. Families can enjoy live performances throughout the day, including musicians, acrobats, and magicians sure to delight all ages. Kids will also love face painting and other hands-on activities just for them.

When it’s time for a snack, you’ll find a variety of food vendors serving up seasonal and classic fair favorites. Plus, the Baraboo Farmer’s Market will be open, offering fresh, locally grown produce to round out your fall experience.

Sunday Market

The Sunday Market in Baraboo feels like a mini Fair on the Square but with its own vibe. You’ll find everything from handmade crafts & vintage treasures to artisan goods and even fresh flowers & local produce.

Vendors set up along Oak Street and across the courthouse lawn, turning the whole area into a fun spot to wander and shop.

Each market has live music from local performers and a rotating lineup of food vendors serving up tasty eats so you can grab lunch or a treat while you browse.

The market runs the last Sunday of the month from May through October (10 am–2 pm, weather permitting).

It’s also a hit with kids! Our son loves the music, exploring on the lawn (especially the old tank), and of course, never says no to a sweet treat before we head home (his favorite is Peach Pops if they’re there).

Devil’s Lake State Park

For families looking to enjoy the outdoors during the fall season, one of the top spots is Devil’s Lake State Park. From hiking and wildlife watching to rock climbing and picnicking, there’s something for everyone to enjoy at this great spot.

Hiking and Scenic Views

With over 29 miles of hiking trails ranging from easy to challenging, families can explore the park while taking in the stunning views of the lake and the fall colors.

Trails like the East Bluff Trail offer panoramic views that are especially beautiful in the fall (Department of Natural Resources).

Picnic Areas

After a hike, families can relax at one of the many picnic areas available throughout the park. Pack a lunch and enjoy the crisp fall air while surrounded by nature’s beauty.

Wildlife Watching

Fall is also a great time for wildlife watching at Devil’s Lake. Kids will love spotting various birds, deer, and other animals as they prepare for winter. Bring a pair of binoculars and see what you can find. Inexpensive and so much fun!

Rock Climbing

For families with older kids or teens, Devil’s Lake offers some of the best rock climbing in the Midwest. Whether you’re a beginner or experienced climber, the park has options.

Kayaking and Canoeing

While the weather permits, families can also rent kayaks or canoes to explore Devil’s Lake from the water. The calm waters and stunning surroundings make for a peaceful and memorable experience.

Mid-Continent Railway Museum

Autumn Color Coach Train Ride

Take a seven-mile, 55-minute round-trip train ride through rural Sauk County when the changing leaves are at their best colors.

First two Saturdays and Sundays in October. Reserve your tickets here.

Pumpkin Special TrainRide

Take a fun, seven-mile train ride through the beautiful Baraboo Hills on a historic route that used to be part of the Chicago & North Western Railway. This 55-minute round trip offers a unique opportunity to travel in century-old, beautifully restored steel coaches.

The journey takes you to Quartzite Lake, where you have the option to purchase a pumpkin from a local grower—a fun-filled fall adventure for the entire family!

Note: pumpkins are not included in the ticket price and are cash-only. Romeo’s Food Truck will be on site but the food items are not allowed on the train. You may utilize the picnic shelter next to the depot (Mid-Continent).

October 18th and 19th, 2025

Riverside & Great Northern Railway

One of the most unique ways to experience fall in the Wisconsin Dells area is with a ride on the Riverside and Great Northern Railway! This scenic train ride is perfect for families looking to add a little adventure to their day. The historic steam engines and the beautiful fall views make it an unforgettable experience.

Want to learn more about this amazing train ride? Check out all the details in my full article.

Country Bumpkin

Get ready for some fall fun at Country Bumpkin in Wisconsin Dells! For just $18.00 per person (plus tax), you can enjoy the Fall Fun Special, which includes admission to the Lil’ Bumpkin Play Village & Petting Farm, a cone of animal feed, one hay wagon ride around the farm, and access to the 2.5-acre corn maze.

The Lil’ Bumpkin Play Village is a must-visit for children of all ages. It features playful buildings, a giant John Deere tractor to climb on, a zip line, a pedal-kart racetrack, and a petting zoo.

Once the kids have had their fill of fun, challenge the whole family to find their way through the corn maze or take a scenic ride on the Country Bumpkin wagon ride.

If you’re visiting on the weekend, be sure to stop by the concession stand for a bite to eat, or treat yourself to something sweet from the on-site bakery, where fresh pies, breads, and more are always being baked.

Available from late August through October 31st, this is the perfect way to celebrate the season!

Wo-Zha-Wa Fall Festival

Held annually in Wisconsin Dells, this festive celebration offers a wide range of family-friendly activities that everyone can enjoy. From an arts and crafts fair showcasing unique handmade items to an antique flea market, street carnival, and live entertainment. Possibly the kids’ favorite event is the large parade with colorful floats, marching bands, and other exciting displays. 

**Families can also participate in the Wo-Zha-Wa Run, a fun way to stay active together. Check out the full lineup of events here.

Other Local Favorites Still Available in the Fall:

• Baraboo Children’s Museum
• Circus World
• International Crane Foundation (Open through Oct 31 – Guided tours are only on weekends in Sept. & Oct. at 10am, 1pm, and 3pm)

More About Our Sponsor:

Sweets on Third is an old fashioned ice cream and candy store. They carry 32 flavors of delicious Chocolate Shoppe Ice Cream, Old Fashioned Phosphates, and a variety of Bulk and Mix and Match Old Fashioned Candies. Located in downtown Baraboo, they are close and convenient and so ready to serve you! 

Grab our Fall Fun Guide here.

Resources:

• Department of Natural Resources. (2024). Devil’s Lake State Park.
• Mid-Continent Railway Museum. (2024). Plan Your Visit.
• Country Bumpkin. (2024). Fall Fun!