Fall Travel Style: What to Wear and Pack for Fall Trips

From cozy local getaways to international adventures like Oktoberfest in Germany, autumn is full of crisp air, golden leaves and unforgettable destinations. It's also one of the best times to travel. Here's what to pack for fall.
 
Best Fall Travel Outfits and Packing Tips for Local Trips, Halloween and Oktoberfest

Fall is one of the best times of year to travel. 

But packing for fall trips can be tricky. The fall weather shifts from warm afternoons to chilly nights (and sometimes even early frosts) add an extra layer of thought to consider when you pack for fall.

At 1923 Main Street, we live and breathe travel style. Our graphic t-shirts, sweatshirts, and hoodies are designed for travelers who want to pack light while staying stylish and comfortable. Here’s your ultimate guide on what to wear and pack for fall travel adventures.

What to Wear for Fall Travel

The secret to fall travel outfits is layering. 

Layers keep you comfortable in changing weather and make it easy to adapt to different settings—from apple orchards to cobblestone streets.

• Base Layer (T-Shirts): A breathable graphic tee is the perfect starting point. It works on its own during warm days and layers easily under a hoodie or jacket when temperatures drop.
• Mid Layer (Sweatshirts and Hoodies): These are fall travel essentials. A cozy sweatshirt or hoodie keeps you warm in cool evenings and can double as a pillow on long flights.
• Outer Layer (Jackets or Flannels): For extra warmth, add a lightweight jacket or flannel shirt. If you’re traveling somewhere unpredictable, go for a packable, water-resistant jacket.

Best Shoes and Accessories for Fall Travel

• Shoes: Comfortable walking shoes or boots are a must. Waterproof options are ideal if you’ll encounter rain (like Europe in the fall).
• Bottoms: Dark jeans, joggers or travel pants that you can easily dress up or down.
• Accessories: Scarves, beanies and gloves don’t take up much luggage space, but they add warmth and style. And, of course, sunglasses are still essential for those bright, crisp days.

Fall Packing Tips for Local Getaways

If you’re planning a local day trip or weekend getaway in the fall—to a pumpkin patch, winery or mountain town—you don’t need to overpack (you never need to overpack).

• Pack two t-shirts, one sweatshirt or hoodie, and one jacket.
• Stick to jeans or versatile pants that can handle day hikes and dinner in town.
• Bring a small backpack or crossbody bag for snacks, water and souvenirs.

Dressing for Pumpkin Patches and Halloween Adventures

Some of the best fall memories are made closer to home—picking the perfect pumpkin, getting lost in a corn maze, or heading out for a spooky Halloween event. 

For these outings, comfort and fun go hand in hand. A cozy hoodie or sweatshirt layered over a travel-inspired graphic tee keeps you warm for hayrides or evening trick-or-treat strolls. Pair your tops with jeans or leggings and comfortable boots, and don’t forget a scarf or beanie for when the temperature dips after sunset, if those are your type of thing. 

These outfits not only keep you comfortable but also look great in all those pumpkin patch photo ops.

What to Pack for Oktoberfest in Germany (or any International Fall Trip)

Heading abroad this fall? Whether it’s Oktoberfest in Munich or exploring European cities, smart packing is key.

• Daytime: Wear a t-shirt with jeans or joggers and add a hoodie when it cools down.
• Evenings: Add a flannel or jacket for warmth and style.
• Shoes: Comfortable walking shoes are essential for sightseeing (and for dancing in beer tents—don’t say we didn’t warn you).
• Extras: Leave room in your suitcase for souvenirs—you’ll definitely want to bring home a scarf and a beer stein (or two).

How to Pack Light for Fall Travel

The beauty of fall travel wardrobes is that you don’t need much. By sticking to neutral colors and versatile layers, you can mix and match outfits without overpacking.

A sample carry-on fall packing list:

• 3 graphic t-shirts
• 1 sweatshirt
• 1 hoodie
• 1 flannel or light jacket
• 2 pairs of pants (jeans + travel joggers)
• 1 pair of walking shoes, 1 optional dressier pair of shoes or boots
• Accessories: scarf, hat, gloves, sunglasses

With this core packing list, you’re ready for anything—whether it’s cider tasting, exploring European cities, or cozy nights by a fire.

Fall Travel Style with 1923 Main Street

Fall is all about comfort, adventure and creating memories. 

With travel-inspired t-shirts, sweatshirts and hoodies from 1923 Main Street, you’ll be ready for every part of the journey—warm afternoons, chilly nights and everything in between.

Shop at 1923 Main Street, Graphic T-Shirts, Sweatshirts and Hoodies for Those Who Love to Travel

Thank you for listening to the Travel Style Podcast at 1923MainStreet.com.

Shop unique and original travel inspired and subtle Disney travel clothing, including t-shirts, sweatshirt, hoodies and more at 1923 Main Street.

Follow along on X, Instagram, Pinterest and Facebook.

Thank you for listening and always remember to roam freely and wear boldly.

Mike Belobradic and Amelia Belobradic

--
Media provided by Jamendo

Creators and Guests

Host

Amelia Belobradic

Amelia Belobradic is co-host of 1923 Main Street: The Disney Travel News Podcast.

Host

Mike Belobradic

Mike Belobradic is the creator and co-host of the Disney Travel News Podcast at 1923MainStreet.com and a longtime expert on Disney travel.

What is 1923 Main Street: The Travel Style Podcast?

1923 Main Street® is an award-winning* travel style and fashion podcast hosted by Mike Belobradic and Amelia Belobradic. This is your source for the latest travel style tips, advice and news, including Disney style tips and and global travel style advice.

Join Mike and Amelia for fun-filled informative discussions as they share the latest travel style news every week. Get the latest style news for travel to global and local destinations, including Disney destinations and more.

In each episode, Mike and Amelia discuss everything to do with travel style, from what to pack and wear on vacation, to how to dress in foreign countries and travel style for your Disney vacations. Mike has a lifetime of travel experience and has lived in Europe and other destinations. Amelia brings a younger perspective as an accomplished traveler with a Gen Z POV. Mike Belobradic is the founder of 1923 Main Street, a travel clothing company.

*1923 Main Street: The Travel Style Podcast won the Canadian Podcast Award for Outstanding Kids & Family Series in 2022 and has been nominated for Best Podcast Awards at the People's Choice Podcast Awards and the Canadian Podcast Awards.