What to Wear and Pack for Fall Trips: The Best of Fall Travel Style
Best Fall Travel Outfits and Packing Tips for Local Trips, Halloween and Oktoberfest
Fall is one of the best times of year to travel.
From cozy local getaways to international adventures like Oktoberfest in Germany, autumn is full of crisp air, golden leaves and unforgettable destinations.
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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 or fall shoes. If hats and accessories are your thing, don’t forget a scarf or hat for times when the temperature dips after sunset.
These outfits will not only keep you comfortable in all kinds of fall weather, but you’ll 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 for a Euro or overseas festival? 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.
Pack smart. Travel light. Explore in style.
Shop Original Travel Inspired Graphic Apparel
Looking for something a little different to add to your travel wardrobe? Shop unique and original travel-graphic t-shirts, sweatshirts and hoodies in the shop at 1923 Main Street.
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