What to Wear on a Fall Road Trip Through Michigan

There’s something seriously magical about driving through Michigan in the fall.

The trees go full-on fireworks mode with deep reds, oranges, and golds, and the crisp air makes you want to wrap up in something cozy.

But if you’re anything like me, you don’t want to overpack or freeze just because you guessed wrong.

Here’s exactly what I wear on a fall road trip through Michigan—layered, comfy, and still stylish enough for cute photo ops.

1. A Cozy Knit Sweater

You can’t do a fall trip without at least one solid sweater.

I go for something oversized and neutral so it works with different outfits and doesn’t scream “tourist.”

Perfect for apple orchards, chilly mornings, or sipping cider by the fire.

2. Lightweight Jacket (Think Utility or Shacket Style)

Michigan fall weather loves to change its mind.

You’ll want a light jacket that layers well—like a utility jacket or even a trendy shacket.

It’s warm enough for cool stops like Mackinac Island but not too bulky for hiking around Pictured Rocks.

3. Comfortable Jeans or Leggings

Road trips are not the time for stiff pants.

I usually rotate between high-waisted stretchy jeans and black leggings.

Both are comfy enough for long drives and cute enough for spontaneous small-town strolls or roadside photos.

4. Ankle Boots or Stylish Sneakers

Fall in Michigan means leaves, dirt trails, and the occasional mud puddle.

A pair of comfy ankle boots is my go-to—they handle uneven ground and still look polished.

If I’m planning a lot of walking, I’ll also bring my favorite white sneakers for casual stops and coffee runs.

5. Flannel Shirt (Because, Obviously)

Nothing says Michigan fall like flannel.

I usually throw one in my bag to wear open over a tank or under a vest.

It works as a layer, a lightweight jacket, or even tied around the waist when it warms up midday.

6. Warm Beanie or Felt Hat

Cool breezes off the lakes can surprise you.

A beanie is perfect for that extra warmth and a cozy, put-together look.

If I want to dress it up a little, I swap it for a felt fedora—it instantly makes the outfit feel more intentional.

7. Neutral Scarf

A scarf might seem like an afterthought, but it changes everything.

It keeps you warm during early morning hikes or ferry rides and adds texture to your outfit.

I keep it neutral so it goes with all the layers I’m packing.

8. Long Sleeve Basics for Layering

Fall in Michigan is all about layering smart.

I always pack a couple of long sleeve tees or fitted tops that I can mix and match under jackets and sweaters.

They take up almost no space but help build outfits that look cute and keep me warm.

9. Socks That Actually Keep You Warm

Seems obvious, but I’ve forgotten good socks before and regretted it.

I pack a few pairs of thick, cozy socks—especially for hikes or longer outdoor days.

Wool or wool blends are my go-to since they dry fast and keep your feet toasty.

10. Something Cute for a Cider Mill or Brewery Night

Even on a chill road trip, there’s usually a stop or two where you’ll want to look a little more put together.

I pack a midi dress or a knit skirt with tights—something that still fits the fall vibe but feels special.

Throw on that flannel or jacket and you’re good to go.