Shopping·12 min read

Clothing and Accessories They'll Get Multiple Wears Out Of

Clothing and Accessories With Multiple Wears Header
Design: theSkimm | Images: Anthropologie, Naadam, Mejuri, Lost Pattern
October 15, 2025

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Rather than trinkets that’ll sit on a shelf, this holiday, gift your loved ones presents that they'll regularly gravitate toward. We've found an assortment of timeless clothing and accessories that they'll get multiple wears out of for various occasions — think cashmere basics, polished handbags for work and weekends, and jewelry that they can wear daily. Curate their head-to-toe look with our must-have items ahead. 

Need more gifts? Shop all of our holiday gift guides here.

henly waffle shirt
Faherty

A waffle henley that pairs perfectly with denim...

A henley is one of those perfectly cozy pieces, great to layer over a tank or thick enough to wear alone. It can pair with sweats, jeans, or trousers — always just the right amount of casual. We love gifting henleys since they cover both: inside lounging or weekend errands. Faherty's option comes in four neutral shades, and sizes up to XXL. It's made from 100% organic cotton with ribbing on the collar, cuffs, and bottom. At $128, you know you'll get a quality feel and texture; an item they'll want to throw on with just about anything.

$128, Faherty
fleece jacket
Free People

A slouchy fleece jacket to wear throughout the seasons…

Unlike seasonal outerwear that only gets used for a few months, this fleece jacket is the right weight to style (almost) year-round. The relaxed fit is suitable to wear alone for those breezy spring and fall days, or layered for the colder months. We’ll leave you to pick from the various stunning shades.

$168, Free People
Free People We The Free Zip Up Cardigan warm
Free People

A zip-up cardigan that goes with everything…

When it comes to layering, we love any item that’s easy to pop on and off. This zippered high-collared cardigan is a great option for when your giftee’s running out the door to dinner. It comes in six festive colors and is available in sizes XS — XL.

$148, Free People
tote bag
Anthropologie

A tote to style for on- and off-duty days…

Don’t be fooled by the name: this Everyday Work Tote will come in handy on the weekends, too. That said, it is the ideal work bag. The spacious interior comfortably fits a 16-inch laptop, water bottle, makeup pouches, and other odds and ends. Two inner pockets keep cards and keys within easy reach. It’s available in several neutral shades.

$108, Anthropologie
cashmere sweater
Naadam

A cashmere sweater to spruce up their drawer of basics…

For quality cashmere at affordable price points, turn to Naadam. The brand’s signature knit is made from 100% cashmere, and comes in a core line of neutrals as well as more vibrant, limited-edition picks released throughout the season. We can’t imagine anyone who wouldn’t want this pullover in their weekly rotation.

$98, Naadam
belt
Aritzia

A Western-inspired leather belt…

Switch up their go-to belt for this striking option. It’s available in a handful of neutral colors, from matte brown to light birch, with gold or antique silver brass accents. It’ll add a little extra something to even the simplest outfits.

$78, Aritzia
cardigan
Abercrombie & Fitch

A cropped V-neck cardigan with all the details for a go-to knit…

With its textural stitching, chunky ribbed cuffs, and tortoiseshell buttons, this cardi is a little more unique than usual, but still has so many styling capabilities. We love the cropped, relaxed fit that pairs especially well with high-waisted jeans. No flashy accessories required, as this piece has all the trimmings.

$80, Abercrombie & Fitch
bag
Freja New York

A shoulder bag from an up-and-coming brand…

If you’re new to Freja New York, welcome. The brand has earned a cult following for its luxurious vegan leather bags with thoughtful touches. The Hudson is a stylish, compact, but spacious shoulder bag that’ll hold your daily essentials. The soft structure and silver protective feet exude quiet luxury. This’ll earn a spot amongst their go-to lineup of accessories.

$288, Freja New York
quilted jacket
Everlane

The cropped version of a popular quilted liner…

The shorter version of Everlane’s Long Quilted Liner is easier to layer for cold-weather dressing, but still retains its major features: front pockets, snap fastening, crew neckline, and lightweight warmth. This new look comes in two more shades: golden oak and earth brown.

$198, Everlane
slippers
Bombas

A pair of fluffy sherpa house slippers…

When it comes to holiday gifting, Bombas Slippers are a foolproof choice. The cozy aesthetic, comfy footbed, and easy slip-on style are always crowd favorites. Colors and sizes sell out fast, so grab your favorite while you still can.

$70, Bombas
sneakers
Free People

A pair of two-tone sneakers for a splash of color…

Add a bounce to their step with these eye-catching Alohas. The contrasting details make a statement, but they’re comfy enough to wear daily. The gum rubber sole gives them a vintage-inspired look that’s especially trendy right now.

$190, Free People
scarf
Lost Pattern

A sophisticated plaid cashmere scarf…

You can never go wrong with cashmere scarves for a touch of elegance, and plaid offers it a cozy, seasonal feel. This plush accessory is on the wider side to provide ample warmth. Choose from five different plaid patterns of red, blue, olive green, and more.

$169, Lost Pattern
scarf sweater
Reformation

A sweater that comes with an accompanying scarf…

Gift them this Parisian-chic sweater in time for the colder months. This soft alpaca pullover comes with a detachable scarf that they can drape over their shoulders or wind around their neck for a coordinated ensemble.

$298, Reformation
necklace set
GLDN

A dainty set of chain necklaces for the indecisive shoppers…

Don’t go through the trouble of tracking down separate necklaces and get them this set, instead. This customizable pendant and chain necklace set can be worn individually or together for a layered look. Monogram the disc with your loved one's initial, or choose among 100 symbols for a memorable touch.

$100, GLDN
chelsea boots
Camper

A pair of classic Chelsea boots with enhanced comfort…

There's nothing like a fresh pair of Chelsea boots, and Camper's calfskin leather ones are a total classic. These feature moisture-wicking, supportive foam soles that help with breathability and keeping your feet dry. They’re lightweight and flexible, despite the chunky platform sole. The perfect combination of style and function.

$250, Camper
statement ring
Mejuri

A statement-making gemstone ring…

If they favor statement jewelry, gift them this unique Mejuri ring. They’ll adore its coiled snake-inspired silhouette and sparkling gemstone tip. We love that it looks like a ring stack all on its own.

$168, Mejuri
pullover
Negative

A V-neck pullover they’ll reach for every weekend…

Spruce up their loungewear lineup with this polished pullover from Negative. The lightweight cotton and modal mix is smooth to the touch, and has a hint of comfortable stretch. The open collar and deep V-neck are a little more refined than your usual sweatshirt, so they can wear it to the office.

$140, Negative
tote bag
Quince

A shopper tote for all the maximalists…

Do you have a maximalist friend who seems to carry their entire life in their bag? Gift them this extra-large leather tote that’ll neatly hold all their belongings. The center zipper divider and three slip pockets will keep them organized, while the smooth leather construction is a polished choice for work or travel.

$149.90, Quince
ring set
BaubleBar

A stackable gold ring set for a bit of dazzle…

Add that extra flair to your friend’s jewelry collection with a ring set from BaubleBar. The three slender 18-karat gold rings are embellished with dainty stones for a bit of sparkle to their look. While the individual rings are charming as a set, they can easily wear them on their own or mix and match.

$90, BaubleBar
rugby polo
Aritzia

A trendy, oversized rugby polo…

Rugby polos are making a comeback, and we’re not mad about it. This option is super comfortable, thanks to its oversized fit, but has a bit of polish with its broad stripes and classic collar. They’ll wear it with sweatpants for errands, or trousers for casual work days. Choose from several collegiate-inspired colors.

$68, Aritzia
earrings
Ana Louisa

A classic pair of gold stud earrings…

Understated and elegant, these sparkling stud earrings will transcend trend cycles and please even the pickiest friends. They’re tarnish-free, water-resistant, and hypoallergenic — meaning, they don’t have to take them out to sleep, shower, or sweat.

$50, Ana Luisa

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