Fall 2026 Is Calling 🍂🚗✨
Cue the oversized sweaters🧶, football weekends🏈, apple cider runs☕, scenic mountain drives🍁, and spontaneous girls’ trips🚗💨 because Fall 2026 is officially THAT girl.
This season’s biggest travel trends are all about cozy road trips, cabin weekends🔥, fall foliage🍂, cute cafés☕, winery hopping🍷, and effortlessly chic travel style✨. And obviously…you need the perfect bags👜.
Ladies and gentlemen (but mostly ladies💅), grab your PSL☕, Oliver Thomas bags👜, and your besties👯♀️ because it’s time for peak cozy girl travel season🍂✨.
Best Fall Road Trip Destinations for 2026 🍂🚗
1. Asheville🏔️, North Carolina
The mountains are MOUNTAINING this fall🍁✨. Asheville continues to be one of the top fall travel destinations thanks to the Blue Ridge Parkway🚗, dreamy autumn foliage🍂, cozy cabin stays🔥, and artsy downtown vibes🎨.
Spend your days hiking🥾, brewery hopping🍺, antiquing🛍️, and taking the most unreal scenic drives through colorful mountain roads🍁. It’s basically a Hallmark movie…but hotter💅.
Bonus points if your girls’ trip includes matching sweaters🧶, charcuterie boards🧀, and a wine night overlooking the mountains🍷.
2. Vermont 🍁
If fall had a main character…it would be Vermont✨.
This iconic New England fall destination is packed with charming small towns🏡, covered bridges🌉, maple lattes☕, pumpkin patches🎃, and the BEST fall foliage in the country🍂. Think cozy bookstores📚, cider donuts🍩, scenic hikes🥾, and vintage shopping🛍️ with your besties.
Whether you're road-tripping through Stowe, Woodstock, or Burlington🚗, every single stop feels straight out of Pinterest📌.
Prepare your camera roll📸 because the leaves WILL be leafing🍁.
3. Sedona🌵, Arizona
Sedona is one of the trendiest 2026 travel destinations because it combines red rock views🏜️, luxury wellness retreats🧖♀️, hiking adventures🥾, stargazing✨, and unreal boutique shopping🛍️.
The cooler fall weather makes it perfect for outdoor adventures🚶♀️, jeep tours🚙, spa weekends🧖♀️, and sunset dinners🌅 with your girls👯♀️.
And can we talk about the aesthetic?! Earth tones🤎, suede boots👢, oversized sunglasses🕶️, and Oliver Thomas faux suede bags👜 were MADE for Sedona content📸.
Best Travel Bags for Fall 2026 🍂👜
24 +7 Weekender Duffle👜
The ultimate road trip bag🚗💨. Roomy enough for chunky sweaters🧶, sneakers👟, beauty essentials💄, and all your extra outfits👗. Plus, the secret stash bottom🤫 keeps shoes👢 separate.
Best Makeup Travel Set 💄✨
For the girls whose makeup bags get a little chaotic😂. At Oliver Thomas, we make cosmetic cases that keep your glam organized AND cute💋.
Hanging Travel Organizer✨
Perfect for keeping skincare🧴 and makeup💄 organized in hotels, Airbnbs, and cabins🏡.
KST Cosmetic Cases 💄
Perfect for everything from full glam weekends✨ to quick touch-up essentials💋.
Best Backpacks for Exploring 🎒✨
Your hands-free travel besties👯♀️ for exploring cafés☕, bookstores📚, shopping🛍️, and airports✈️. Lightweight, functional, and cute enough to complete every travel 'fit✨.
Wingwoman Laptop Backpack🎒
Cuddle Knit Laptop Backpack 🧸
Mega Fluff Laptop Backpack ☁️
Perfect Small Handbags for Fall Trips 🤎👜
Nothing completes a cozy fall outfit like the PERFECT handbag✨.
Dinner reservations🍝, winery hopping🍷, shopping days🛍️, football weekends🏈, or rooftop cocktails🍸, these are the ultimate everyday handbags✨. Lightweight, stylish, and easy to throw on while exploring new cities🚶♀️.
Faux Suede Collection 🤎
Soft✨, elevated✨, and SO fall coded🍂. These Faux Suede Handbags pair perfectly with boots👢, trench coats🧥, denim👖, and all your autumn neutrals🤎. Perfect for keeping your essentials close while still serving major quiet luxury energy✨.
Time to Hit the Road 🚗💨
So grab your girls 👯♀️, cue the fall playlist🎶, and pack your Oliver Thomas Travel Bags 👜 because cozy travel season is officially HERE🍂✨
About The Real Oliver Thomas:
Oliver “Ollie” Thomas is the Co-Founder and Chief Inspiration Officer of the brand Oliver Thomas who makes the ultimate in lightweight, functional, washable and customizable bags, duffles, backpacks, totes and accessories.
He has appeared in Forbes and Time, Inc and major fashion publications. Ollie is a sucker for anyone with good treats, belly rubs given or long walks. When he is not being an Dogpreneur, Oliver enjoys bringing together his squirrel, feline & all furry friends in order to promote a more peaceful world.
