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Cute Fall Jackets for Every Type of Trip

Updated: Nov 1, 2022

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When the sun sets on summer and the cool air starts to linger, fall will have arrived in all its glory, and it will undoubtedly be time to cozy up with your go-to lightweight fall jacket. Of course, fall is unequivocally the best season for fashion, so now is the best time to add one of this season’s cute fall jackets to your rotation. With so many new styles to choose from, you are sure to find a new favorite.


For the perfect fall outfit to style with your fall sweaters and ankle boots, an oversized denim jacket or a trench coat will be your best options. When the inevitable gloomy rainy days come, you will be so glad you found that cute yet totally practical raincoat or light puffer jacket.


It might even be time for you to splurge a bit and invest in a piece that will last you several years and easily become a closet staple. Whether you opt for convenience or durability this fall, our top picks for fall outerwear have got you covered.

Cute Fall Jackets for 2021


Adding on a cute fall jacket is the quintessential way to bring in a fun pop of color or a bold statement piece to elevate an otherwise drab outfit. Jackets have an innate ability to tie together an entire look, as if it was the missing piece you didn’t know you needed. On a trip, a statement jacket can make the rest of your packing easier, because what you wear underneath can be simple, mix-and-match neutrals and your photos will still pop.


This season, the endless amount of everything from cute quilted puffers and leather jackets to classic trench coats and oversized denim jackets will have you ready to purchase one of every style and price point. Not to mention, trending this fall are the coziest, most luxurious fabrics and prints you could ever dream of, including plaid, sherpa, and leather, to name a few.


Lightweight Fall Jackets


As the seasons transition from the heat of summer to the brisk breezes of fall, lightweight jackets are the most sensible yet stylish article of clothing to wear.


For the crisp fall days when warmth is essential but bulky jackets are not, grab J.Crew’s cropped puffer or The ReNew Quilted Mid-Length Liner from Everlane, both lightweight but durable puffer jackets.


Perfect for layering, the lightweight utility jacket from J.Crew and The Long Mac Coat from Everlane, both water-resistant, are the best for those in-between summer and fall days.


This Oversized Trucker Jean Jacket from Madewell is the epitome of the ideal oversized denim jacket, and it will surely become a new staple wardrobe piece.


For a menswear-inspired, workday look, Everlane’s Oversized Blazer made of Italian wool will take your fall outfits from day to night.


If you are looking for the comfort and ease of athleisure with an overall polished look, the It Girl Bomber jacket from Alo Yoga is for you.


Leather Jackets for Fall


Who isn’t a fan of the classic black leather jacket and its ability to make its way into all of our closets? This season, refresh your closet with some updated takes on the timeless moto jackets we can't get enough of.


Free People’s “Jealousy” leather moto jacket is the iconic leather jacket of your dreams, and you will want one in each basic color available.


This “Good Measure” faux leather shirt jacket from BB Dakota by Steve Madden is a new take on the beloved fall shirt jacket in a plush faux leather.


Trench Coats for Fall

With so many fresh takes on a classic fall jacket favorite, a trench coat will be a necessary closet addition this season.


J.Crew’s relaxed trench coat and this classic cotton trench coat from Mango, both made from cotton, feature a relaxed fit in neutral color options.


If you are looking for a one-and-done investment piece to take you through many seasons, the “Kensington” Trench Coat from Burberry, also available on The RealReal, will be the one for you.


With a slightly oversized fit and a belted waist, The Drape Trench from Everlane and this oversized trench coat from COS are ideal for those seeking a casual yet flattering look.


Raincoats for Fall


A proper raincoat is what separates the weather-challenged from the weather-conscious, but we won’t judge if you still haven’t come around to buying one for yourself. This season, bright yellow raincoats are the bold statement piece you will actually be excited to wear on those dreary rainy days.


If you are looking for a breathable and fully waterproof raincoat with welded seams and zipper closure, this lightweight waterproof jacket by Hunter will be your absolute favorite.


For a casual, lightweight raincoat with a button snap closure and waterproof lining with ultrasonically welded seams, check out this raincoat by Rains.


Pack Your New Fall Jackets for...


Pack your new fall jackets for a day trip to an apple-picking


orchard, for a weekend getaway to see the vibrant bursts of color and the fall foliage in New York or Maine, or for a National Park road trip.


Pair Your Fall Jackets with...


Because fall jackets combine the best of functionality and fashion, their addition to any fall outfit will be most welcome. Pair your new trench coat or quilted puffer jacket with your favorite knit fall sweater tucked into your high-waisted jeans, or grab your classic leather jacket or oversized denim jacket to top off your long-sleeved fall dresses paired with ankle boots.


Where to Shop for More Fall Jackets


For more modern yet highly fashion-forward jackets that will take you from fall into winter, look to COS and Nordstrom. If ethical fashion is what you’re looking for, then Everlane will be your go-to for fall outerwear. With a range of investment pieces and more casual day-to-day fall jackets, look no further than Madewell or J.Crew.

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