Nine Winter Wardrobe Recommendations by Alisa Neely

1. Bet Your Boots

Weatherproof shoes are great for casual affairs, but for a meeting or a nice dinner, Neely likes these LD Tuttle over-the-knee boots in polished black leather: “[They keep] things long and lean with just enough heel—but not so high that you find yourself falling on your ass.” LD Tuttle “Hidden Knee” leather boots, $1,045, the Dreslyn.

2. Oh-La-La

Every girl needs a go-to date-night top, and this flowy silk Ulla Johnson blouse is a foolproof pick. Neely recommends keeping the outfit easy by pairing the pink floral with a simple pair of jeans. Ulla Johnson “Bea” silk blouse, $391, Dress Boston.

3. Trail Blazer

No matter the season, a blazer adds polish. This Saint Laurent jacket is an investment, but the expert tailoring and oh-so-perfect length make it worth the splurge. Saint Laurent wool-hopsack smoking jacket, $3,550, Barneys New York.

4. Wrap It Up

“Scarves are a great way to add pattern and color into your outfits,” says Neely, who dons a vibrant wrap like this one when the weather turns chilly. Double-wide cotton-linen scarf, $198, Patch NYC.

5. Check Mate

“I live in my plaid shirts in the winter,” Neely says. She suggests this Frank & Eileen ­button-­up for its relaxed cut and comfortable material. Frank & Eileen “The Eileen Shirt” cotton ­button-up, $218, Dress Boston.

6. Happy Feet

Every Bostonista needs dependable footwear to survive the winter slush. These fully lined, weather-repellent No.6 boots are at the top of Neely’s list. “Nothing beats slipping your foot into shearling during a deep winter freeze, but that shouldn’t mean we should spend all winter shuffling around in Uggs like a teenager,” she says. Five-inch pull-on leather-and-shearling boots, $380, No.6 Store.

7. Button Up

A sleek, structured trench offers warmth without the bulk. Neely suggests wearing this seasonal Burberry Prorsum jacket with denim or over a cocktail dress. Cotton-sateen trench coat, $2,295, Burberry.

8. Hat Trick

Nothing kills a look like static. To keep things under control, Neely tops off her winter outfits with a chic hat. This burgundy fedora is a welcome pop of color against neutral outerwear. “Abbott” wool-and-leather fedora, $195, Rag & Bone.

9. Wintertime Wool

When a trench won’t cut it, Neely suggests this Acne Studios wool-blend coat. Lined in twill, it features a detachable faux-fur collar and a sophisticated column silhouette. Acne Studios “Era” wool-blend coat, $1,000, Nordstrom.