As summer fades and cooler days arrive, fall offers the perfect excuse to slow down and savor the season. Whether you're chasing foliage, flavors, or just a peaceful place to unplug, autumn is the ideal backdrop for unforgettable getaways. Below, we’ve rounded up some of the best places to visit in the fall, based on the kind of trip you're planning.
Scenic Drives: The Best Places to Travel in October by Car
Crisp air and vibrant leaves make fall road trips a seasonal must. Some of the best places to travel in October are best experienced behind the wheel, from the California coastline to the New England backroads. Choose a compact carry-on that fits in your trunk, rolls with ease, and fits your essentials without any added bulk.
Wine Harvests & Food Festivals: Fall Vacation Ideas for Foodies
For travelers who plan their trips around flavors, fall is peak season. Harvest festivals, wine crush events, and farmers' markets pop up across the country offering a perfect blend of tasting and exploring. Travelpro® x Travel + Leisure® Convertible Backpack is an ideal option for daytripping adventures. Worn as a tote or backpack, it fits your essentials and transitions easily from day to evening.
Outdoor Retreats: Best Places to Visit in the Fall for Nature Lovers
Fewer crowds and cooler temps make autumn ideal for getting outside. Whether it’s hiking and kayaking or just unplugging for the weekend, you’ll want a sturdy bag that handles gear without weighing you down. The Bold™ 30" Drop‑Bottom Rolling Duffel gives you everything you want and more. It’s a structured, rugged, and water-resistant duffle bag with a large separate compartment for shoes or gear, and it has wheels and a retractable handle.
Weekend Cabin Getaways: Cozy Fall Vacation Ideas
A weekend tucked away in a cabin or lakeside rental is fall comfort at its best. Think bonfires, thick sweaters, and early nights. For a bag that can roll over gravel or uneven surfaces with ease, go for a Rollaboard® sized to transition from car to cabin effortlessly.
Apple & Pumpkin Picking: Classic Fall Vacation Ideas Close to Home
Sometimes the best fall trips don’t require a long drive or a flight. Apple orchards, pumpkin patches, and small-town festivals offer just the right dose of fall charm.
Not sure what to pack? Don’t miss our Fall Outfit Packing Guide for tips that work wherever you're headed.
Travelpro’s Luggage Picks for Fall Travel
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Maxlite® 5 Softside Carry-On: Ideal for road trips. Compact, expandable, and easy to stow.
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Travelpro® x Travel + Leisure® Convertible Backpack: Great for wine weekends or food-focused day trips. This compact bag converts from tote to backpack in style
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Bold™ 30" Drop‑Bottom Rolling Duffel: Built for outdoor escapes. Rugged, water-resistant, and spacious with a separate gear compartment.
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Platinum® Elite 22” Expandable Rollaboard®: Great for cozy cabin stays. Stable on uneven surfaces and roomy enough for cool-weather layers.
Whether you're planning a full weekend getaway or a spontaneous day trip, these fall vacation ideas offer something for every kind of traveler. Want more inspiration? Explore our guide to Fall Vacation Destinations and start planning your next escape.
