Fashion & Beauty Women's Travel

10 Best Fall Dresses for Travelers

Versatile, comfortable, and easy-to-pack—you’ll want to add these fall dresses to your packing list immediately.

Basin and Range Uptown Crew Dress

Basin and range uptown crew dress

Basin and Range’s Uptown Crew Dress feels like wearing your favorite cozy sweatshirt, but looks like a fashionable, pulled together outfit. The dress is lined with a soft french terry material that feels amazing and will keep you warm without adding too much bulk. Wear this alone or with tights and booties on extra chilly fall days.

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Leota Sweetheart Dress

Leota sweetheart dress

[st_content_ad]Leota is a New York-based, women-led company that creates the most travel-friendly dresses I’ve ever tried. Its signature breathable jersey fabric is wrinkle-free, machine-washable, lightweight, and not even close to being see-through. The fabric is perfect for fall weather, and the dress designs all look super polished. The Sweetheart Dress is ideal for travel, since it’s made from an easy-to-pack fabric that never wrinkles. The eye-catching neckline looks great in travel photos, as do the fun patterns the dress is available in.

SCOTTeVest Debbie Dress

Tired of fall dresses that don’t have pockets? SCOTTeVEST’s Debbie Dress has seven pockets, including ones for large phones or passports. The pockets are designed to be “no bulge” so the dress won’t make you look bulky even if you’re carrying a lot. Prefer a more modest look? Check out SCOTTeVEST’s Deborah Dress, which is the same design in a longer length.

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Kenneth Cole Hoodie Dress

Kenneth cole hoodie dress

This hoodie dress is made for fall travel days. Pair it with some fleece-lined leggings on your next long-haul flight and you’ll feel almost as comfortable as you would lounging on the couch at home.

eShakti Cotton Knit Midi Dress

Always have to tailor your fall dresses to get the right length? Skip that step by ordering eShakti’s Cotton Knit Midi Dress, which is made-to-order, so you can customize it to your size and height.

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Eddie Bauer Flannel Shirt Dress

Flannel just screams “fall,” and wearing it in dress form ups the style quotient. Eddie Bauer’s Favorite Flannel Shirt Dress is made from a super soft and extremely warm premium cotton flannel that just might make it your new favorite fall dress.

Fleece Sweatshirt Hoodie Dress

Available in every color of the rainbow, this hoodie dress is lined with fleece to keep you warm on even the coldest fall days. This plus-size dress comes in a range of sizes that will fit nearly everyone, and is also extremely affordable.

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Rimini Long Sleeve Maxi Dress

Long sleeves and a maxi length will keep you warm—and looking stylish, especially in the Rimini Long Sleeve Maxi Dress. An adjustable drawstring waistband allows you to get a custom fit, so you can decide just how snug-fitting you want the dress to be.

Leota T-Shirt Dress

Leota t-shirt dress

Pair Leota’s T-Shirt Dress with sneakers during the day for a casual look, and with tights and heels once the sun goes down for a warmer nighttime outfit. This versatile fall dress is comfortable, stylish and wrinkle-free.

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prAna Macee Dress

prAna’s Macee Dress is made from a stylish textured jacquard knit that resists wrinkles and will hide most stains. Although made from a lightweight polyester/spandex blend, this dress is surprisingly warm.

More from SmarterTravel:

Caroline Morse Teel loves fall dresses for travel. Follow her on Instagram @TravelWithCaroline for style and travel photos from around the world. 

By Caroline Morse Teel

Unfortunately for her bank account, Principal Editor Caroline Morse Teel is powerless to resist a good flight deal. Follow her on Instagram @TravelWithCaroline.

Caroline joined Boston-based SmarterTravel in 2011 after living in Ireland, London, and Manhattan. She's traveled to all seven continents, jumped out of planes, and bungeed off bridges in the pursuit of a good story. She loves exploring off-the-beaten path destinations, anything outdoorsy, and all things adventure.

Her stories have also appeared online at USA Today, Business Insider, Huffington Post, Yahoo,, TripAdvisor, Buzzfeed, Jetsetter, Oyster, Airfarewatchdog, and others.

The Handy Item I Always Pack: "Earplugs. A good pair has saved my sleep and sanity many times!"

Ultimate Bucket List Experience: Hiking Mount Kilimanjaro.

Travel Motto: "Don't be boring."

Aisle, Window, or Middle Seat: "Aisle (when the first class private suite isn't available)."

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