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There’s a reason rich moms flock to Martha’s Vineyard every spring — and totally dress the part. Their outfits are preppy, billowy and luxe, channeling coastal chic and country club vibes at the same time. Fortunately, these elevated spring pieces mirror the aesthetic despite starting at just $5.
Whether you’re brunching with the girls, planting hydrangeas or simply running errands, these classy pieces make you look like an East Coast millionaire. With these 19 seasonal dresses, blouses, bags and sandals, you’re sure to find luxe-looking wardrobe staples worth buying below — including options from brands like Caslon, Tory Burch and Free People. See our favorites from Nordstrom, Amazon, Abercrombie & Fitch and more!
19 Martha’s Vineyard-Style Rich Mom Pieces — From $5
1. Transitional Season: Spring mornings are usually chilly. This puff-sleeve cardigan bridges the gap without adding bulk. Throw it over a tank or dress, and you’re instantly polished.
2. Sassy Slides: Slip into these raffia-style slides for a boardwalk stroll or a casual lunch. They look put together for both! Oh, and the soft lining means no blisters.
3. Could be Longchamp: This packable nylon tote has the same clean, preppy look of a Longchamp Le Pliage bag, but at a fraction of the price. At $30, you won’t stress about tossing it on the sand.
4. Picnic Party: Gingham print is a staple in Martha’s Vineyard, and this button-front blouse nails it. You’ll wear it for everything from in-office mornings to afternoon picnics.
5. Sporty Edge: Whether you’re meeting friends for coffee, exploring a new city or simply grabbing groceries, this two-piece outfit delivers comfort and style.
6. Everyday Outfit: Frills, stripes and puff sleeves make this boutiquey blouse look straight off the island. You get a $200 look for $20.
7. Travel Staple: Tired of colors that don’t match? This two-piece set eliminates the problem entirely. One grab from the suitcase and you’re already dressed.
8. Bye, Jeans: With an elasticized waistband and a wide-leg design, these billowy stripe pants bring all-day comfort. Plus, they drape beautifully from every angle.
9. Linen Blend: You’ll obsess over this linen-blend jumpsuit that looks like denim, yet actually breathes. The sleeveless style shows off your shoulders.
10. Best Dressed: This solid-color maxi dress lets the silhouette do all the talking. No busy print — just a timeless, elegant look.
11. Martha Stewart: Martha Stewart wears butter yellow nonstop, which is why we’re snagging this breezy maxi skirt in the same hue. The lightweight find feels like you’re wearing nothing at all.
12. Boho Babe: An $8 top shouldn’t look this good, but we’re glad this lantern-sleeve wonder totally pulls it off. Pair it with white pants and no one will ever guess the price.
13. Luxe Alert: Once you try on these linen-blend capris, you’ll ditch your tight pants indefinitely. Rich moms wear them with flip-flops, sandals and sneakers.
14. Nice and Nautical: This T-shirt maxi dress combines the relaxed fit of a tee with a length that reads refined. The nautical stripes are peak New England style.
15. Classic Crossbody: Thanks to the straw and leather accents, this stylish crossbody bag channels high-end coastal vibes — without the designer markup.
16. Tory Burch: Save up to 40% on these classic cork sandals that shoppers wear instead of sneakers. The contoured footbed adds arch support.
17. So Flattering: Show up to a dinner party in this waist-cinching maxi dress, and someone will ask if it’s Zimmermann. It smooths, flows and slims from every angle.
18. Total Steal: An $8 price is not a glitch! This year-round blouse layers perfectly under cardigans during the spring and works solo in the summer.
19. Seriously Splurge-Worthy: Look no further for the ultimate wear-everywhere dress. This smocked maxi shapes without squeezing, concealing the tummy without looking frumpy.
