Stock your cart with your favorites. We'll do the math.

PINEAPPLE STREET

Launching Now: Buy More, Save More You pick the pieces. We'll do the math. For a limited time, the more Dudleys you add to your cart, the more you save—automatically. No need for codes or calculators, just effortless layering and savings that stack up as you shop. Spend $100 | Save 20% Spend $200 | Save 25% Spend $350+ | Save 30% Hurry—stacked savings end 2/17 at 9 a.m. Shop Now

Launching Now: Buy More, Save More You pick the pieces. We'll do the math. For a limited time, the more Dudleys you add to your cart, the more you save—automatically. No need for codes or calculators, just effortless layering and savings that stack up as you shop. Spend $100 | Save 20% Spend $200 | Save 25% Spend $350+ | Save 30% Hurry—stacked savings end 2/17 at 9 a.m. Shop Now

Launching Now: Buy More, Save More You pick the pieces. We'll do the math. For a limited time, the more Dudleys you add to your cart, the more you save—automatically. No need for codes or calculators, just effortless layering and savings that stack up as you shop. Spend $100 | Save 20% Spend $200 | Save 25% Spend $350+ | Save 30% Hurry—stacked savings end 2/17 at 9 a.m. Shop Now

Where to begin? Start with what's new. Fresh drops, in-season layers and easy add-to-cart pieces that make stacking savings effortless. Shop New

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Buy More, Save More Sale valid 2/12/26-2/17/26 at 9 a.m. ET. Not valid on previous purchases. Promotion cannot be combined with other offers or with Pineapple loyalty points.

© 2026 Dudley Stephens | 6 W Putnam Ave Ste 201 Greenwich, CT 06830-5359

Elevated classics in recycled performance fabrics.

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