Ready to dive into a season bursting with pumpkin patches, crisp apples, mouthwatering treats, and cozy autumn adventures? Look no further than Sauk County. Whether you’re seeking family-friendly fun, unique art experiences, just the perfect slice of pie, a fall festival, an event or a country farm is waiting for you. This blog is your ultimate roadmap to celebrating fall in one of Wisconsin’s most colorful and charming corners. Let’s jump in and discover your new favorite autumn tradition!
Pumpkin Patches & Orchards

It wouldn’t be fall without visiting those iconic pumpkin patches and orchards. In Sauk County, these spots are overflowing with fun and offer the perfect chance to create unforgettable memories. Here are two go-tos:
Lil’ Bumpkin Play Village
Let the kids (or the kid in you) run wild at Lil’ Bumpkin Play Village. Home to zip lines, pedal karts and a tractor-shaped playground, this pumpkin patch was made for fun. Get lost exploring an impressive 2.5-acre corn maze and hop aboard a hayride that leads straight to the pumpkin patch. And don’t miss the on-site bakery, where fresh pies and breads are baked daily.
Ski-Hi Fruit Farm & Sunset Market
Off to the orchard. At Ski-Hi Fruit Farm, wander through rows of crisp apple trees and discover more than 30 delicious varieties. While you roam, enjoy beautiful orchard views, meet friendly farm animals and savor all the tasty bites along the way. For even more seasonal treats, be sure to stop by on Thursday nights for the Sunset Market.
Trains & Trails

Looking to spice up your fall with some outdoor adventure? Sauk County has options. From nostalgic train rides to exciting races, there are endless possibilities to keep you active and enjoying the great outdoors.
Mid-Continent Railway Pumpkin Special
All aboard the Mid-Continent Railway Pumpkin Special. Climb into classic vintage railcars and travel to Quartzite Lake for a one-of-a-kind Wisconsin pumpkin-picking experience. While you’re there, explore the incredible railroad museum. Trust us, you won’t want to miss it. Remember: bring cash to buy your pumpkin.
Smore Fun Trail Run
Lace up your running shoes and pick your pace at the Smore Fun Trail Run. Choose from options like the mini kids dash, festive 5K/10K or the challenging half-marathon with scenic hills. After your race, relax around a crackling campfire with s’mores and enjoy warm camaraderie surrounded by vibrant fall foliage.
Artisan Markets & Tours

As the vibrant fall foliage reaches its peak, Sauk County fills up with art, culture and local flavor. Whether you’re browsing through a busy market or checking out a hidden studio, you’ll come away inspired—and maybe even a little hungry for some of the local fare.
Fall Fair on the Square
At Fall Fair on the Square, explore more than 170 artists’ and makers’ booths set against the charming backdrop of historic Downtown Baraboo. Discover beautifully handcrafted jewelry, one-of-a-kind home goods and an eclectic mix of artisan creations that celebrate creativity in every form. It’s truly a feast for the senses, with live music and a variety of food vendors.
Fall Art Tour
Next, plan your very own Fall Art Tour, using the scenic hillside map as your guide. On the tour, meet nearly 50 talented makers, from painters to woodworkers. Plus, step behind the scenes as you visit studios housed in charming barns and historic one-room schoolhouses for an up-close look at their craft.
Hill & Valley Exploration Tour
Savor farm-fresh dinners paired with local wines and meads on the immersive Hill & Valley Exploration Tour. This journey takes you through Sauk County’s rolling landscapes, where you’ll stop at enchanting folk art sites and working farms. Along the way, experience firsthand the authentic flavors and craftsmanship of the region.
Sip, Savor & Cheer

Keep the flavors flowing with lots to sip, savor and celebrate this season in Sauk County. Whether you’re into craft beer, fine spirits or just good local food, there’s something happening to satisfy every taste and make your visit memorable.
Dells Craft Beer Walk & Dells On Tap
Kick off your weekend on Friday with the Dells Craft Beer Walk, a downtown bar-hopping event where you can sample a wide range of local brews. Then, on Saturday, dive into Dells On Tap, the Midwest’s premier microbrew extravaganza hosted at the festival grounds. And don’t miss out on VIP perks like early entry, tasting mugs and the iconic pretzel necklaces.
Fermentation Fest: Spirits Edition
Raise a glass at Fermentation Fest: Spirits Edition, a celebration of Wisconsin’s finest craft spirits. Enjoy tastings, educational talks and culinary experiences that highlight the creativity and flavor of local distilleries. Plan ahead for next year, which will feature the Farm/Art DTour, where you’ll uncover a unique blend of farmland and fall art installations.
Spooky Hikes & Parades

It’s officially spooky season and Sauk County has an entire lineup of seasonal events filled with fun, family-friendly thrills and festive cheer that everyone can enjoy—but only if you dare. Prepare for haunted hikes, creative pumpkin contests and holiday festivities.
Halloween Hike & Pumpkin Carving Contest
Show off your skills by carving your way to victory in the competitive Pumpkin Carving Contest! Then, set out on a mystical, torch-lit Halloween Hike through the enchanting woods of Devil’s Lake State Park. Warm up by the campfire with classic s’mores, get crafty with Halloween-themed activities, and test your knowledge with a round of trivia.
Christmas Light Parade
Wrap up the season with the sparkle and joy of Downtown Baraboo’s Christmas Light Parade. Enjoy twinkling floats and charming horse-drawn carriages as they wind through town. The festivities culminate with the lighting of Baraboo’s holiday tree and a special visit from Santa himself! Be sure to pack your cameras and get ready to spread your holiday cheer.
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Fall festivals offer great seasonal options, from outdoor adventures and artisanal treasures to festive flavors and family fun. With so many exciting events in store, it’s the perfect time to explore, create memories and embrace all that autumn has to offer. So why wait? Jump into the excitement and let Sauk County be your playground for fall fun.
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Hailey Marien: Writer for Discover Mediaworks. A born & bred Wisconsinite with a love for fishing, hunting, and enjoying the great outdoors.