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No one is quite as stylish as a New England mom. I would know — I spend a lot of time in the region throughout the year. And while people often talk about the summer fashion, the rich moms take things up a notch in the fall with loose, classy dresses that look so elevated but still have a cozy factor to them.
I aspire to dress like a rich New England mom every day, and Amazon helps me do that. The retailer has a variety of affordable dress styles that encapsulate the effortlessly polished look of the rich moms. After spending hours scouring the site for the best options, I found 21 rich mom-inspired dresses you’ll want to add to your closet if you want to amp up your style game. The picks I found start at only $10. You can thank me later.
21 New England Rich Mom-Inspired Fall Dresses
1. My Favorite: I’ve seen corduroy pants and jackets . . . but never corduroy dresses. The thick, pleated fabric transforms the breezy button-down silhouette into a fantastic fall closet staple. Pair it with knee-high boots for an easy outfit.
2. Childhood Fave: Why did we ever stop wearing jumpers? This two-piece design (which comes with a turtleneck for easy layering) proves that the V-neck dress style is timeless and ageless. Choose between 15 fun colors and patterns.
3. Extra Cozy: Hot take: There’s nothing better than a snuggly cable-knit sweater dress once the temperatures drop. This chunky knit option is hefty enough to keep you toasty without a jacket, however, you might look extra cool if you wear it with an oversized leather bomber.
4. Peek-a-Boo: If you think all sweater dresses look the same, this color-block design will convince you otherwise. The soft ribbed bodice and sleeves mimic your favorite blanket, while the plaid hem and neckline add a pop of personality.
5. Denim Dreams: They say no closet is complete without a good pair of jeans. While this is true, I’d counter that you also need a good denim dress. This frayed button-down denim dress was made for days spent at the apple orchard; it’s relaxed and effortless but super chic, too.
6. Pilgrim Princess: The ‘pilgrim’ dress gets a modern day upgrade with this corduroy babydoll silhouette. This is a great pick for a fall date night, thanks to the romantic puff sleeves, button-up neckline and loose fit. Dress it up with heels, or down with some ballet flats.
7. So Studious: This unique cozy dress combines two of my favorite styles. The top is made from a plush knit material for a striped sweater appeal, and the pleated skirt gives it serious academic vibes. No doubt it’ll garner plenty of compliments.
8. Basically a Blanket: When you need convincing to wear real clothes, cheat the rules with this oversized sweater dress. It’s extra long, soft and chunky, so you’ll feel like you’re wrapped in your own personal blanket while still looking cute.
9. The Modest Pick: Prefer your fall dresses to go below the knee? We’ve got you covered (literally and figuratively) with this stylish sweater dress that’s a tad bit longer than the average silhouette. We love the button accents up the sides, but the best part is the fact that it has pockets!
10. In Tiers: This tiered babydoll dress has one of the most flattering silhouettes. The flowy skirt panels add more movement, while the higher empire waist cinches at the perfect spot to give the illusion of a smaller waist. You’ll want it in every color (yep, all 20).
11. Popular Pattern: Plaid is the unofficial pattern of fall, so upgrade your autumnal wardrobe with this patchwork babydoll dress. The plaid skirt reminds Us of the changing leaves, while the top is reminiscent of a plush sweatshirt.
12. New Favorite Item: Picture your most comfortable sweatshirt in dress form. This crewneck sweatshirt dress looks so elevated with a ruffle flared skirt.
13. Très Chic: I just know the most stylish Parisian women are wearing something similar to this elevated sweater dress. Sure it has the classic chunky cable-knit pattern, but the pleated skirt gives it a sophisticated edge that feels effortlessly refined.
14. Go Long: Some long, loose dresses can make you feel like a sack — not this floor-length sweater dress, though. Despite the oversized design, this pick still provides enough shape that lets you play with styling. I recommend wearing a chunky metallic belt to cinch your waist.
15. Feminine Touch: Sometimes it’s the little details that make a world of a difference. That’s the case with this sweater dress. The lacey hem takes it from ordinary to polished and flirty. Style this pick with extra-tall boots that skim the lace.
16. Menswear Inspiration: We love the structured elements of this corduroy maxi. The sharp collar and sleek button-down front give it a polished appearance, while the soft texture and rolled sleeves make it more casual. This is one of those dresses you can wear any time, anywhere.
17. Keep It Casual: This dress gives sporty chic a whole new meaning. It has all of the design features of your favorite sweatshirt, including a convenient quarter-zip top and pockets — just in a longer format for those in-between fall days.
18. Home Wear: The beauty of this relaxed long-sleeve maxi? You can wear it all year round. The cozy, soft material makes it a wonderful lounge dress, especially in the chilly months. It’s still breezy enough to wear out and about in the summer, too, though. Gotta love the versatility.
19. New England Dreams: No New England mom’s closet is complete without a polo-collared dress. This brown pick calls to mind popular rugby shirts in a longer, cozier format.
20. Vintage Vibes: Audrey Hepburn called! I’m so sure the actress owned a dress that looked like this striped tunic design. The puffed sleeves and high neckline give it an elegant edge.
21. Keep It Simple: A dress that is comfier than leggings? It exists, and it’s only $10. This ribbed tunic dress hugs you in the right places, and flares above the waist to create the most flattering shape.
UsNow Fall Sale Alert: These chic fashion finds are up to 60% off – plus free shipping
Welcome to fall with our biggest sale of the season. Our favorite dresses, tops, handbags, and shoes are all on sale + free shipping. Inventory is limited so hurry before they’re gone.
Shop the UsNow Fall Sale –>
