What to Wear and Pack for Fall Trips: The Best of Fall Travel Style

1923 Main Street, Wear the Adventure hoodie, perfect for fall weather.

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.

Listen to this Story on the Travel Style Podcast

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.


1923 Main Street® Nothing Ordinary Round Logo Hoodie (Dark)
from US$55.00

Adventure meets comfort in the 1923 Main Street® Nothing Ordinary Round Logo travel graphic hoodie.

Perfect for surfers, road-trippers and explorers, this hoodie carries the 1923 Main Street branding with the tagline Nothing Ordinary, Nowhere Expected. Its warm interior keeps you cozy on chilly dawn surf checks, mountain trails, or long flights to far-off places. Built for those who live to travel differently, this hoodie is your go-to layer for charting a course into the unknown.

Also available on light-colored hoodies and t-shirts.

• Base Item: Gildan 18500
• 50% pre-shrunk cotton, 50% polyester
• Fabric weight: 8.0 oz/yd² (271.25 g/m²)
• Air-jet spun yarn with a soft feel and reduced pilling
• Double-lined hood with matching drawcord
• Quarter-turned body to avoid crease down the middle
• 1 × 1 athletic rib-knit cuffs and waistband with spandex
• Front pouch pocket
• Double-needle stitched collar, shoulders, armholes, cuffs, and hem
• Blank product sourced from Bangladesh, Nicaragua, Honduras or El Salvador

Disclaimer: Due to the fabric properties, the White color variant may appear off-white rather than bright white.

This product is made especially for you as soon as you place an order, which is why it may take us a bit longer to deliver it to you. Making products on demand instead of in bulk helps reduce overproduction, so thank you for making thoughtful purchasing decisions.

Please note: since all orders are custom created, all sales are final and we do not accept returns, refunds or exchanges. Please check sizing carefully using the guide.


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.


Unscripted Stacked T-Shirt (Light Colors)
from US$35.00

Do you believe that not all adventures need to be planned right down to the last minute? Our Unscripted Stacked unisex t-shirt represents the bold spirit of those who prefer to enjoy their vacations (and life in general) unscripted and full of discovery. If you pass on overplanning and welcome the twists and turns of real life discovery, this t-shirt is a tribute to welcoming the unexpected.

Our Unscripted Stacked tee offers soft comfort with a subtle stylish fit, making it as adaptable as you are when living life unscripted.

Available in light and dark color t-shirt options (and as a hoodie as well), this eye-catching t-shirt makes a bold statement about individuality and personal choices. Wherever your story takes you, let this shirt be a part of the writing of your script.

• This Item: Gildan 64000
• 100% ring-spun cotton
• Sport Grey is 90% ring-spun cotton, 10% polyester
• Dark Heather is 65% polyester, 35% cotton
• 4.5 oz/yd² (153 g/m²)
• Shoulder-to-shoulder taping
• Quarter-turned to avoid crease down the center
• Blank product sourced from Bangladesh, Nicaragua, Honduras, Dominican Republic, Haiti or Guatemala

This product is made especially for you as soon as you place an order, which is why it may take us a bit longer to deliver it to you. Making products on demand instead of in bulk helps reduce overproduction, so thank you for making thoughtful purchasing decisions.

Please note: since all orders are custom created, all sales are final and we do not accept returns, refunds or exchanges. Please check sizing carefully using the guide.


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).


Lost by Design, Script T-Shirt
from US$36.00

Roam freely in style with our Lost by Design script graphic t-shirt — a tribute to spontaneous adventure and the joy of the unplanned journey. This lightweight, ultra-soft tee by 1923 Main Street® offers a subtle reminder that the best experiences often lie off the beaten path.

Crafted for comfort and movement, this lightweight, breathable graphic t-shirt is ideal for travelers, explorers and daydreamers who prefer a flexible itinerary guided by curiosity.

Set your own course — or no course at all — with the Lost by Design tee.

• Base Item: Gildan 64000
• 100% ring-spun cotton
• 4.5 oz/yd² (153 g/m²)
• Shoulder-to-shoulder taping
• Quarter-turned to avoid crease down the center
• Blank product sourced from Bangladesh, Nicaragua, Honduras, Dominican Republic, Haiti or Guatemala

Disclaimer: Due to the fabric properties, the White color variant may appear off-white rather than bright white.

This product is made especially for you as soon as you place an order, which is why it may take us a bit longer to deliver it to you. Making products on demand instead of in bulk helps reduce overproduction, so thank you for making thoughtful purchasing decisions.

Please note: since all orders are custom created, all sales are final and we do not accept returns, refunds or exchanges. Please check sizing carefully using the guide.


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.

Follow along for more travel style tips and new design releases on XInstagramPinterest and Facebook.

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Travel Outfit Ideas with T-Shirts

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Mermaid T-Shirts, Sweatshirts and Hoodies by 1923 Main Street®