The Perfect Fall Day in Baraboo, Wisconsin: Where to Eat, Shop & Explore 

Looking for the perfect fall day trip in Wisconsin? Just a short drive from Wisconsin Dells, Baraboo is one of our favorite places to experience everything we love about fall in Wisconsin.

Surrounded by the beautiful Baraboo Bluffs, our charming downtown is the perfect starting point for a day filled with fall colors, apple orchards, local coffee, boutique shopping, hiking at Devil’s Lake State Park, Wisconsin wineries and cozy local restaurants.

Whether you're spending a weekend in the Wisconsin Dells, visiting Devil’s Lake, or planning a fall road trip through Wisconsin, make a little extra time for Downtown Baraboo.

Here’s how we’d spend the perfect fall day in Baraboo, Wisconsin.

Start Your Fall Morning With Coffee in Downtown Baraboo ☕️

First things first: coffee.

Start your morning in Downtown Baraboo with a warm seasonal drink from a local coffee shop before taking a stroll around the historic downtown square. Crisp Wisconsin air, changing leaves and a latte in hand is exactly how a fall day should begin.

Shop the Best Fall Styles at Johnny’s Girl Boutique 🍂

No perfect fall day is complete without the perfect fall outfit.

Stop into Johnny’s Girl Boutique, located right in Downtown Baraboo, and browse our favorite styles for fall. Think cozy sweaters, lived-in denim, jackets, fall dresses, boots and all the little extras that make getting dressed this time of year so good.

If you're visiting Wisconsin Dells or Devil’s Lake State Park, Downtown Baraboo is an easy addition to your day and the perfect excuse to do a little local shopping along the way.

Pick Apples at Ski-Hi Fruit Farm 🍎

Next, take the scenic drive toward the Baraboo Bluffs for one of our favorite fall traditions: Ski-Hi Fruit Farm.

Pick up fresh Wisconsin apples, sip cider, find something sweet and take in the incredible views of the surrounding bluffs.

Apple orchards and Wisconsin fall just belong together.

See the Fall Colors at Devil’s Lake State Park 🥾

No fall trip to Baraboo is complete without visiting Devil’s Lake State Park.

The park is beautiful year-round, but fall might be our favorite. The Baraboo Bluffs transform into shades of red, orange and gold surrounding the lake.

If you're up for a hike, head toward the East Bluff and Devil’s Doorway for some incredible views. If hiking isn't on the agenda, take a walk along the lake, find a picnic spot and simply enjoy the scenery.

It's easy to see why Devil’s Lake is one of the most popular places to experience fall colors in Wisconsin.

Sip Local at a Baraboo Winery 🍷

After exploring Devil’s Lake, slow things down with a glass of wine.

Baraboo is home to beautiful local wineries where you can sip Wisconsin wine while taking in views of the countryside and surrounding bluffs.

A wine flight, crisp fall afternoon and changing leaves? Yes, please.

Head Back Downtown for Little Village Café

Finish your afternoon back in Downtown Baraboo with a cozy meal at Little Village Café, a local favorite located right off the historic downtown square.

Afterward, take your time wandering through downtown, discovering locally owned shops and enjoying everything that makes Baraboo feel a little different from your typical tourist destination.

Make a Weekend of It 🍁

There is plenty more to discover throughout the Baraboo area, especially during fall. Depending on when you're visiting, look for local farmers markets, pumpkin patches, fall festivals, scenic train rides and seasonal events happening throughout the area.

And if you're staying in Wisconsin Dells, don't forget that some of the best fall experiences are just a short drive away.

Come for the fall colors at Devil’s Lake. Stay for the apple orchards, local boutiques, wineries, restaurants and small-town charm.

We might be biased, but we think Baraboo, Wisconsin is pretty hard to beat in the fall. 🍂