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New England Inspired Fall Outfits

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New England inspired fall outfits to buy now and wear later. Blend classic coastal style with timeless pieces featuring cozy knits, structured layers, riding boots, and warm earth tones.
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Dog Sweater & Waxed Jacket

This cozy New England fall outfit features a charming dog-embroidered sweater, waxed cotton jacket, and classic jeans. Pair it with leather loafers and tortoise sunglasses for a timeless, preppy look perfect for foliage weekends or a lakeside stroll.

 
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I've never put something in my cart as fast as this dog sweater. It also comes in an amazing duck version.
Women's Signature Original Cotton Sweater, Rollneck Novelty
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Barn jackets a a New England essential in the fall.
Women's Adirondack Barn Coat, Flannel-Lined
 
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I'm so happy boat shoes/loafers are having a moment this season. If you don't want to invest in Sperry's, these ones from H&M are perfect.
Leather Driving Loafers
 
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Mixed metals are always a good idea. These are the perfect everyday earring.
Mixed Triton Earrings
 
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Oval sunnies are the perfect on-the-go sunglasses. Low key but super chic.
Other Stories Petite Oval Sunglasses
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These are my favorite jeans.
Women's Mid Rise 90s Straight Jean
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Cream Cardigan & Sneakers

Effortlessly chic, this fall look includes a soft cream cardigan, vintage wash denim, and Veja sneakers. Add a woven tote and shell earrings for a modern take on coastal grandmother style with New England flair.

 
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H&M cardigans are always some of my favorites. I ALWAYS stock up when they are on sale. This one is under $30.
Rib-Knit Cardigan
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Madewell jeans are another must have for me.
The Curvy Pieced Barrel-Leg Jean | Madewell
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Woven bags are becoming such a classic. this is a great dupe for some higher end brands.
MANGO Braided Leather Shoulder Bag
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The perfect everyday, on-the-go sneaker. Also love that its a neutral
Eagle Swan Rio Branco II Sneakers
 
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LOVE these so much. Nothing screams East Coast more. I love how simple they are too.
Lele Sadoughi Coquille Stud Earrings | Shopbop
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White Dress & Leather Boots

Perfect for a New England fall afternoon, this outfit features a feminine white midi dress, luxe leather riding boots, and a silk scarf. Elegant accessories and a structured bag make this look polished yet cozy for seasonal outings.

 
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Silk scarfs are having such a moment right now. Under $50.
Small Silk Bandana | Madewell
 
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The midi dress and brow boot combo is such a classic look I will never get enough of.
MELLODAY Eyelet Tiered Maxi Sundress
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Great everyday bag for under $100. Also can be a crossbody
JW PEI Lucia Classic Top Handbag | Shopbop
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Tortoise shell is one of those prints love incorporating into my fall outfits
SHASHI Alice Tortoise Earrings | Shopbop
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No fall outfit is complete without a good brown leather boot.
Steve Madden Riggs Knee High Boot (Women)
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Brown Dress & Fair Isle Cardigan

Inspired by cozy New England cottages, this fall outfit layers a chocolate brown dress under a classic fair isle cardigan. Earth-toned accessories and woven flats complete the charming, old-world aesthetic—ideal for slow weekends and pumpkin patches.

 
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I love to layer my summer dresses in the fall under cardigans and sweaters
Sweaty Betty Explorer Rib Bodice Racerback Dress
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I'm loving all things woven for this upcoming season. If you ask me, ballet flats are the perfect fall shoe.
Roslyn Saddle Woven Leather Ballet Flats | Dolce Vita
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If fall was an erraing, it would be these. I LOVE the colors. Under $30
Resin pendant earrings - Women | MANGO USA
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Okay, this sweater is fall. I love it so much.
Acorn Hollow Squirrel Cardigan
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