Talbots Scarf Stash this painterly pastel rayon wrap in your bag in case the wind picks up. To buy: $79, talbots.com (available late February).
Anthropologie Sweater A purple pointelle knit of linen, acrylic, and nylon offers a light and airy way to get the layered look. To buy: $88, anthropologie.com.
J. Jill Dress This sleeveless knee-length sweaterdress is an all-seasons blend of silk, cotton, and cashmere. To buy: $79, jjill.com.
2 of 5Jason Brownrigg
A Boatneck Sweater
Mango Sweater A thin knit, like this cotton-and-silk boatneck, looks stylish layered or all on its own. To buy: $59.50, mango.com.
Lands’ End Canvas Shirt The classic white button-down: a roomy boyfriend cut in cotton that only gets softer with wear. To buy: $39.50, landsendcanvas.com.
Rosena Sammi Bracelet One continuous coiled bracelet that looks like a set of beaded bangles, without the clunk. To buy: $50, rosenasammi.com.
Rachel Rachel Roy Pants Because they’re cropped, these green modal-and-polyester trousers are made for spring. Yet they won’t look out of place on a nippy day. To buy: $89, Macy’s, 800-456-2297 for stores (available in early March).
Fergie Footwear Heels Debut the season’s first pedicure in not-too-summery leather sandals. To buy: $89, fergieshoes.com.
3 of 5Jason Brownrigg
A Cropped Jacket
Shopthelook.Net Earrings Button studs with a black-and-silver grid pattern are small yet striking. To buy: $12, shopthelook.net (available in late February). LC Lauren Conrad Jacket The price tells you it’s faux leather; the look suggests it’s the real deal. To buy: $50, kohls.com.
Kensie Top Let this sheer chiffon tank peek out from under a cropped jacket or cardigan. (Just make sure to layer a camisole underneath.) To buy: $68, kensie.com (available in early April).
Philippa Roberts Ring Artful irregularities lend a handcrafted feel to this simple sterling-silver band. To buy: $92, philipparoberts.com for stores.
Sold Design Lab Jeans Fake-out front pockets and a wide waistband help give you a sleek profile in these skinny jeans. To buy:cusp.com (available in late February).
4 of 5Jason Brownrigg
A Classic Trenchcoat
Dressbarn Trench Who says you have to drop hundreds on a timeless trench? Score this cotton-blend investment piece at a very affordable price. To buy: $60, dressbarn.com.
French Connection Tank You’ll wear this easy cotton staple once a week through August. To buy: $38, macys.com for stores (available in February).
Level 99 Jeans Pitch-black jeggings look like crisp denim but feel like had-them-forever khakis. To buy: $98, anthropologie.com.
Shopthelook.Net Bracelets Textured gold-tone bangles add a little something to a simple outfit. To buy: $12 for five, shopthelook.net.
Eden Ring Slip on a knockout ring of 18-karat-gold plating and Swarovski crystal. To buy: $98, shopsineny.com.
Sam Edelman Flats The gold caps on this leather pair will put some spring in your step. To buy: $99, 877-932-7726.
5 of 5Jason Brownrigg
A Patterned Skirt
AK Anne Klein Necklace With subdued shades of blue, green, and topaz, this chunky strand of smoky quartz is tasteful and tough. To buy: $95, 800-578-4552 for stores.
H&M Blouse When white seems predictable, go for an unexpected neutral, like the blush color of this Tencel blouse. To buy: $35, hm.com for stores (available in March).
Boden Skirt Not ready for bright florals? Try a muted pattern, like the one on this cotton-and-linen skirt, which flatters the hips with roomy pleats. To buy: $78, bodenusa.com.
Ami Clubwear Heels More covered up than your average open-toes, these teal faux-suede beauties are the ideal between-seasons style. To buy: $21, amiclubwear.com.