Jet-Set Winter Style: Comfortable and Stylish
@rebeccawicklin
Seven Wonders
Juniper Mini Dress
$69.6
$116
Shopbop
Tuckernuck
Heavyweight Camel Kristen Sweater Dress
$89
$148
Tuckernuck
Tuckernuck
Sandalwood Vivianne Crewneck Dress
$64
$128
Tuckernuck
Danielle Guizio
Poet Cable Knit Mini Dress
$168
Danielle Guizio
Tuckernuck
Winter White Vivianne Crewneck Dress
$83
$128
Tuckernuck
moco
Scoop Neck Loose Dress
$335
$480
moco
Tuckernuck
Heavyweight Black Kristen Sweater Dress
$148
Tuckernuck
ba&sh
Anisa Dress
$174
$435
Shopbop
Rue Sophie
Mignet Midi Sweater Dress
$248
Rue Sophie
Cinq à Sept
Necklace Santina Dress
$445
Cinq a Sept
Cinq à Sept
Loreli Combo Dress
$395
Cinq a Sept
Tuckernuck
Almond Knit Anya Midi Dress
$148
Tuckernuck
Seven Wonders
Juniper Mini Dress
$116
Shopbop
Antonia Milano
Brown Wool Midi Dress
$680
Antonia Milano
Stella McCartney
Forever Stella wool sweatshirt dress
$630
$1,050
Mytheresa
Stella McCartney
Stella McCartney Sequin-Embellished Wool-Blend Mini Dress
$477
$1,590
Outnet
@rebeccawicklinSeven Wonders
Juniper Mini Dress
$69.6
$116
Shopbop
Tuckernuck
Heavyweight Camel Kristen Sweater Dress
$89
$148
Tuckernuck
Tuckernuck
Sandalwood Vivianne Crewneck Dress
$64
$128
Tuckernuck
Danielle Guizio
Poet Cable Knit Mini Dress
$168
Danielle Guizio
@narrinanatasha
The Frankie Shop
Ripley pleated crepe wide-leg pants
$176
$220
Net-a-Porter
Max Mara
Quorum virgin wool wide-leg pants
$714
$1,020
Mytheresa
Liberowe
Annie pleated woven wide-leg pants
$396
$990
Net-a-Porter
Sasuphi
Lauren pleated wool wide-leg pants
$375
$1,250
Net-a-Porter
Sasuphi
Bogart pleated wool wide-leg pants
$417
$1,390
Net-a-Porter
LOULOU DE SAISON
Sbiru pleated wool-twill pants
$189
$315
Net-a-Porter
Liberowe
Annie pleated twill wide-leg pants
$297
$990
Net-a-Porter
Jil Sander
Belted pleated wool wide-leg pants
$597
$1,990
Net-a-Porter
Ralph Lauren Collection
Greer pleated wool wide-leg pants
$597
$1,990
Net-a-Porter
Loro Piana
Devin pleated wool and silk-blend wide-leg pants
$2,175
Net-a-Porter
Sasuphi
Bogart pleated wool-blend flannel wide-leg pants
$447
$1,490
Net-a-Porter
Liberowe
Annie pleated wool wide-leg pants
$495
$990
Net-a-Porter
Proenza Schouler
Proenza Schouler Savannah Pleated Wool-Blend Gabardine Wide-Leg Pants
$436
$1,090
Outnet
Prada
Checked wool wide-leg pants
$2,450
Mytheresa
The Row
Tor pleated grain de poudre wool pants
$507
$1,690
Net-a-Porter
TOTEME
Pleated flannel wide-leg pants
$354
$590
Net-a-Porter
@narrinanatashaThe Frankie Shop
Ripley pleated crepe wide-leg pants
$176
$220
Net-a-Porter
Max Mara
Quorum virgin wool wide-leg pants
$714
$1,020
Mytheresa
Liberowe
Annie pleated woven wide-leg pants
$396
$990
Net-a-Porter
Sasuphi
Lauren pleated wool wide-leg pants
$375
$1,250
Net-a-Porter
@feve__r
Good American
The Oversized Rugby Sweater
$198
Shopbop
Greyson
Short Sleeve Bardot Sweater
$198
Shopbop
Rowing Blazers
Knit Intarsia Stripe Long Sleeve Polo
$59.2
$148
Shopbop
Polo Ralph Lauren
Wool Striped Polo Sweater
$498
Shopbop
Polo Ralph Lauren
Wool Long Sleeve Polo Pullover
$498
Shopbop
RLX Ralph Lauren
Long Sleeve Polo
$168
Shopbop
MERYLL ROGGE
Merino Wool Backed Metallic Polo Sweater
$151.8
$759
Shopbop
Polo Ralph Lauren
Big Pony intarsia wool polo sweater
$500
Mytheresa
State & Lake
Long Sleeve Striped Polo
$178
Shopbop
Polo Ralph Lauren
Collared Cable Knit Sweater
$298
Shopbop
RLX Ralph Lauren
Long Sleeve Collared Sweater
$290
Shopbop
Malbon
Melany Polo
$128
Shopbop
Madewell
Polo Sweater In Soft Wool
$118
Shopbop
BAUM UND PFERDGARTEN
Cori Sweater
$285
Shopbop
Amiya
Yale Polo Sweater
$318
$775
FWRD
THE GREAT.
The Menswear Tipping Polo
$325
Shopbop
@feve__rGood American
The Oversized Rugby Sweater
$198
Shopbop
Greyson
Short Sleeve Bardot Sweater
$198
Shopbop
Rowing Blazers
Knit Intarsia Stripe Long Sleeve Polo
$59.2
$148
Shopbop
Polo Ralph Lauren
Wool Striped Polo Sweater
$498
Shopbop
@le.petit.colette
ANINE BING
Quinn Blazer - Black Cashmere Blend
$650
ANINE BING
TOTEME
Herringbone wool blazer
$1,040
Net-a-Porter
Calvin Klein Collection
Avery wool-blend jacket
$1,750
Mytheresa
Calvin Klein Collection
Viola oversized pinstripe blazer
$1,240
$1,550
Mytheresa
ANINE BING
Quinn Blazer
$650
Shopbop
The Row
Devlin oversized wool blazer
$4,400
Net-a-Porter
Acne Studios
Julago Mels pinstriped wool blazer
$1,400
Net-a-Porter
moco
Wool Raw Trim Blazer
$189
$380
moco
Róhe
Checked oversized wool blazer
$1,385
Mytheresa
Dries Van Noten
Dries Van Noten Double-Breasted Pinstriped Wool Blazer
$808
$1,795
Outnet
Isabel Marant
Klero oversized double-breasted wool-twill blazer
$417
$1,390
Net-a-Porter
The Row
Devlin wool blazer
$4,400
Mytheresa
moco
Wool Herringbone Blazer
$235
$425
moco
Acne Studios
Striped wool jacket
$1,400
Mytheresa
GANNI
Belted wool and cashmere-blend blazer
$780
Mytheresa
Róhe
Double-breasted wool and mohair-blend blazer
$756
$1,260
Net-a-Porter
@le.petit.coletteANINE BING
Quinn Blazer - Black Cashmere Blend
$650
ANINE BING
TOTEME
Herringbone wool blazer
$1,040
Net-a-Porter
Calvin Klein Collection
Avery wool-blend jacket
$1,750
Mytheresa
Calvin Klein Collection
Viola oversized pinstripe blazer
$1,240
$1,550
Mytheresa
@lojsanwallin
Isabel Marant
Adelina shearling-trimmed leather jacket
$4,290
Net-a-Porter
Isabel Marant
Adelina shearling-trimmed leather jacket
$4,290
Net-a-Porter
Blancha
Shearling-trimmed leather jacket
$1,264
$2,528
Mytheresa
Lemaire
Shearling-trimmed leather blouson jacket
$4,370
Mytheresa
Acne Studios
Velocite shearling jacket
$1,890
$2,700
Mytheresa
A.L.C.
Stella Faux Leather Jacket
$595
Shopbop
Acne Studios
Luxy Shearling Jacket
$1,748
$3,800
FWRD
Saint Laurent
Belted shearling jacket
$9,900
Net-a-Porter
moco
Faux Suede Buckle Jacket
$325
$545
moco
Valentino Garavani
Shearling-trimmed leather biker jacket
$8,900
Net-a-Porter
Brunello Cucinelli
Monili shearling-trimmed leather blouson jacket
$15,500
Mytheresa
Yves Salomon
Shearling-lined leather jacket
$3,665
Mytheresa
Yves Salomon
Shearling-trimmed suede jacket
$3,665
Mytheresa
Brunello Cucinelli
Shearling-trimmed leather jacket
$11,400
Net-a-Porter
Isabel Marant
Adelina shearling-trimmed leather jacket
$2,334
$3,890
Mytheresa
Veronica Beard
Danika shearling-lined leather jacket
$3,020
Mytheresa
@lojsanwallinIsabel Marant
Adelina shearling-trimmed leather jacket
$4,290
Net-a-Porter
Isabel Marant
Adelina shearling-trimmed leather jacket
$4,290
Net-a-Porter
Blancha
Shearling-trimmed leather jacket
$1,264
$2,528
Mytheresa
Lemaire
Shearling-trimmed leather blouson jacket
$4,370
Mytheresa
@veneti.a
Nili Lotan
Gaia silk-crepe de chine shirt
$342
$570
Net-a-Porter
Tom Ford
Silk and Lyocell-blend satin shirt
$945
$1,350
Net-a-Porter
Gucci
Silk jacquard shirt
$2,250
Mytheresa
Nili Lotan
GAIA SILK SHIRT
$570
Nili Lotan
Nili Lotan
GAIA SILK SHIRT
$570
Nili Lotan
MAJE
Maje Silk-Satin Button-Front Shirt
$45
$295
Outnet
JOSEPH
Joe silk crepe de chine shirt
$399
$665
Net-a-Porter
CAMI NYC
Crosby Blouse
$295
Shopbop
Comme Si
La Classica Silk Shirt
$425
Shopbop
Gucci
GG printed silk twill shirt
$1,980
Mytheresa
L'AGENCE
Dani 3/4 Sleeve Blouse
$172.5
$345
Shopbop
Saint Laurent
Silk shirt
$1,450
Mytheresa
Nili Lotan
GAIA SILK SHIRT
$570
Nili Lotan
Nili Lotan
Gaia silk-crepe de chine shirt
$285
$570
Net-a-Porter
Tom Ford
Silk-blend satin shirt
$1,590
Mytheresa
Vince
Slim Fitted Blouse
$368
Shopbop
@veneti.aNili Lotan
Gaia silk-crepe de chine shirt
$342
$570
Net-a-Porter
Tom Ford
Silk and Lyocell-blend satin shirt
$945
$1,350
Net-a-Porter
Gucci
Silk jacquard shirt
$2,250
Mytheresa
Nili Lotan
GAIA SILK SHIRT
$570
Nili Lotan
@sofiaboman
Citizens Of Humanity
Tabitha Cardigan
$398
Shopbop
moco
Linen Cotton Cable Knit Cardigan
$165
$185
moco
moco
V-neck Button Layered Cardigan
$99
$180
moco
Lioness
Head In The Clouds Cardigan
$48.3
$69
Shopbop
Enza Costa
Linen Open Knit Cropped V Neck Cardigan
$325
Shopbop
Lioness
Head In The Clouds Cardigan
$69
Shopbop
PISTOLA
Lucca Cardigan
$88.8
$148
Shopbop
Good American
The Open Knit Cardigan
$138
Shopbop
moco
V-neck Tie Knitted Cardigan
$99
$185
moco
SIMKHAI
Ailany Shrunken Cardigan
$345
Shopbop
moco
Contrast Trim Cropped Cardigan
$165
$180
moco
Enza Costa
Supima Cotton V Neck Cardigan
$165
Shopbop
moco
Ribbed Trim Striped Cardigan
$125
$180
moco
moco
Fitted V-neck Button Cardigan
$99
$180
moco
LE BOP
Eloise Cropped Cardigan
$88
Shopbop
KHAITE
Tansy cropped wool and cashmere cardigan
$1,680
Mytheresa
@sofiabomanCitizens Of Humanity
Tabitha Cardigan
$398
Shopbop
moco
Linen Cotton Cable Knit Cardigan
$165
$185
moco
moco
V-neck Button Layered Cardigan
$99
$180
moco
Lioness
Head In The Clouds Cardigan
$48.3
$69
Shopbop
@sarahrosepalm
TOTEME
+ NET SUSTAIN The Belted leather ankle boots
$294
$980
Net-a-Porter
TOTEME
Leather ankle boots
$950
Mytheresa
TOTEME
Leather chelsea boots
$890
Mytheresa
TOTEME
Toteme Leather Chelsea Boots
$445
$890
Outnet
LE MONDE BERYL
Luna leather ankle boots
$343
$685
Net-a-Porter
Proenza Schouler
Trap Flat Ankle Boots
$890
Shopbop
Tod's
XXW0XP0O420D90M005
$348
$600
Outnet
Dries Van Noten
Globe leather ankle boots
$956
$1,195
Mytheresa
LE MONDE BERYL
Luna suede ankle boots
$685
Mytheresa
Staud
Wally Flat Ankle Boots
$395
Shopbop
LE MONDE BERYL
Luna crinkled-leather ankle boots
$343
$685
Net-a-Porter
TOTEME
Croc-effect leather ankle boots
$950
Mytheresa
MANOLO BLAHNIK
Calica buckled leather biker boots
$1,715
Net-a-Porter
TOTEME
Suede chelsea boots
$890
Mytheresa
Black Suede Studio
Aries Booties
$550
Shopbop
Valentino Garavani
Valentino Garavani VLOGO Leather Ankle Boots
$745
$1,490
Outnet
@sarahrosepalmTOTEME
+ NET SUSTAIN The Belted leather ankle boots
$294
$980
Net-a-Porter
TOTEME
Leather ankle boots
$950
Mytheresa
TOTEME
Leather chelsea boots
$890
Mytheresa
TOTEME
Toteme Leather Chelsea Boots
$445
$890
Outnet
@alicia_krakowska_hadid
ROUCHA
Jardine Jumpsuit
$235
Shopbop
ROUCHA
Jardine Jumpsuit
$235
Shopbop
Plan C
Cotton crêpe jumpsuit
$984
$1,230
Mytheresa
The Frankie Shop
Maude gathered jumpsuit
$192
$320
Mytheresa
Z Supply
Day Off Jumpsuit
$88
Shopbop
St. Agni
Pinstriped woven jumpsuit
$765
Net-a-Porter
Another Tomorrow
Collarless Jumpsuit | Black
$890
ANOTHER TOMORROW
Stella McCartney
Stella McCartney Woven Linen-Blend Jumpsuit
$584
$1,945
Outnet
A.L.C.
Kieran II Wide-Leg Jumpsuit
$380
$695
ALC
moco
High Waist Shirt Style Jumpsuit
$169
$310
moco
Tibi
White Denim Jumpsuit
$238
$595
Shopbop
Meshki
Anh One Shoulder Modal Jumpsuit - Black
$109
Meshki
Susana Monaco
Aimee Jumpsuit
$168
Shopbop
Skims
Capri stretch-modal jumpsuit
$90
Net-a-Porter
Norma Kamali
Norma Kamali Oversized Stretch-Jersey Wide-Leg Jumpsuit
$68
$225
Outnet
Zimmermann
Valiant belted rib-trimmed cotton-drill jumpsuit
$2,200
Net-a-Porter
@alicia_krakowska_hadidROUCHA
Jardine Jumpsuit
$235
Shopbop
ROUCHA
Jardine Jumpsuit
$235
Shopbop
Plan C
Cotton crêpe jumpsuit
$984
$1,230
Mytheresa
The Frankie Shop
Maude gathered jumpsuit
$192
$320
Mytheresa
Balenciaga
Cotton half-zip sweater
$2,250
Net-a-Porter
Tom Ford
Alpaca and wool-blend sweater
$990
$1,980
Mytheresa
LISA YANG
Cathie cropped cashmere turtleneck sweater
$537
$895
Net-a-Porter
Jil Sander
Mohair and wool-blend sweater
$875
$1,250
Mytheresa
Loro Piana
Silk and cashmere flared pants
$2,560
Mytheresa
Le Kasha
Nantes organic cashmere turtleneck sweater
$648
$1,080
Net-a-Porter
Loro Piana
Turtleneck wool sweater
$2,800
Mytheresa
Loro Piana
Silk and cashmere cardigan
$3,280
Mytheresa
Alaïa
Oversized belted ribbed wool turtleneck sweater vest
$1,600
Net-a-Porter
Brunello Cucinelli
Velvet straight pants
$1,396
$1,995
Mytheresa
&DAUGHTER
Balla wool sweater
$369
$615
Net-a-Porter
LISA YANG
Julina turtleneck cashmere sweater
$602
$860
Mytheresa
Prada
High-rise straight jeans
$1,490
Mytheresa
The Row
Ophelia wool and cashmere sweater
$1,550
Mytheresa
Stella McCartney
Tie-front layered wool sweater
$297
$990
Net-a-Porter
Extreme Cashmere
N°20 Oversize Xtra cashmere sweater
$1,510
Mytheresa
Proenza Schouler
Sandra cashmere-blend turtleneck sweater
$387
$1,290
Net-a-Porter
The Row
Mariam cashmere turtleneck sweater
$1,700
Net-a-Porter
Sasuphi
Teddy cropped cashmere, alpaca and silk-blend sweater
$495
$1,650
Net-a-Porter
TOTEME
Cashmere sweater
$450
$750
Net-a-Porter
Guest In Residence
Tipped Cozy cashmere turtleneck sweater
$239
$795
Net-a-Porter
Guest In Residence
Cable-knit wool and cashmere-blend wide-leg pants
$298
$595
Net-a-Porter
Guest In Residence
Grizzly double-breasted brushed-cashmere jacket
$498
$995
Net-a-Porter
Guest In Residence
Everywhere cashmere track pants
$273
$545
Net-a-Porter
Guest In Residence
Grizzly belted brushed-cashmere coat
$648
$1,295
Net-a-Porter
Guest In Residence
Cloud Chalet Fair Isle wool and cashmere-blend sweater
$237
$395
Net-a-Porter
Guest In Residence
Cashmere sweater
$745
Net-a-Porter
Guest In Residence
Everywhere cashmere track pants
$218
$545
Net-a-Porter
Guest In Residence
Tipped Cozy cashmere turtleneck sweater
$239
$795
Net-a-Porter
Guest In Residence
Cable-knit wool and cashmere-blend wide-leg pants
$298
$595
Net-a-Porter
Guest In Residence
Grizzly double-breasted brushed-cashmere jacket
$498
$995
Net-a-Porter
Guest In Residence
Everywhere cashmere track pants
$273
$545
Net-a-Porter
JOHNSTONS OF ELGIN
Cashmere turtleneck sweater vest
$275
$915
Net-a-Porter
LISA YANG
Cathie cashmere sweater
$730
Mytheresa
Jw Anderson
Tech-jersey flared track pants
$137
$455
Net-a-Porter
The Row
Milina turtleneck wool and cashmere sweater
$950
Mytheresa
The Row
Essentials Stepny wool and cashmere-blend turtleneck sweater
$950
Net-a-Porter
TOTEME
Wool and cashmere-blend sweater
$810
Mytheresa
arch4
World's End oversized cashmere turtleneck sweater
$845
Net-a-Porter
PAIGE
PAIGE Sawyer Distressed High-Rise Straight-Leg Jeans
$117
$259
Outnet
High Sport
Chester ribbed cotton-blend half-zip sweater
$336
$1,120
Net-a-Porter
Tod's
High-rise cotton-blend pants
$372
$745
Mytheresa
Fforme
Loletta wool and cashmere turtleneck sweater
$1,595
Mytheresa
Loro Piana
Napier cashmere cardigan
$3,600
Mytheresa
Jil Sander
Wool-blend drawstring pants
$370
$740
Mytheresa
FRAME
The Ruler high-rise straight jeans
$238
$340
Mytheresa
TOTEME
High-rise straight jeans
$430
Mytheresa
TOTEME
Tie-front wool and silk-blend turtleneck sweater
$162
$540
Net-a-Porter
Jardin des Orangers
Wool and cashmere turtleneck sweater
$381
$635
Mytheresa
Le Kasha
Organic cashmere turtleneck sweater
$237
$790
Net-a-Porter
Jardin des Orangers
Wool and cashmere blazer
$712
$890
Mytheresa
Jardin des Orangers
Cashmere cardigan
$288
$360
Mytheresa
Traveling in winter calls for outfits that balance warmth, comfort, and effortless style. With shifting temperatures across airports, trains, and outdoor destinations, layering becomes essential—along with cozy textures, polished knitwear, and functional outerwear. This edit brings together smart travel staples inspired by Fall/Winter trends, featuring soft dresses, insulating sweaters, elevated trousers, and protective boots from brands like TOTEME, Mango, Citizens of Humanity, Rick Owens, and Loro Piana. Whether you're escaping to a snowy retreat or navigating a packed city itinerary, these pieces keep you warm, practical, and stylish on the move.
Easy Knit Dresses for Comfortable Transit Days
A long-sleeve sweater dress offers the ideal blend of comfort and polish for winter travel. Wool and cashmere blends from TOTEME, Mango, and N.Peal deliver warmth without restricting movement, making them perfect for flights, long drives, or train rides. Pair with thick tights and flat boots for a low-maintenance look you can wear straight from transit to lunch or sightseeing.
Browse more knit dresses and jersey staples for weather-appropriate silhouettes.
Textured Knits for Layered Versatility
Chunky knit tops—whether ribbed, cable-knit, or chenille—add tactile warmth and fit seamlessly into a travel capsule. Labels like Acne Studios, Cotton by Autumn Cashmere, and LISA YANG offer breathable yet insulating options that work with denim, leggings, or wide-leg pants. These pieces shine during long days of exploring when comfort matters as much as style.
Use Smart Filters under sweaters and knits to narrow by fabric weight or neckline.
Soft Velvet & Relaxed Winter Trousers
Wide-leg velvet trousers bring luxury to your travel wardrobe while remaining surprisingly comfortable. The velour silhouettes from Citizens of Humanity, Suzie Kondi, and Asceno deliver warmth and flexibility for days spent walking or sitting. These pair effortlessly with ribbed tops or slim turtleneck sweaters for a balanced, cozy look.
Explore pants and winter-ready trousers to refine by fabric and rise.
Warm Puffer Coats for Cold Destinations
For trips to snowy cities or mountain towns, a puffer coat becomes indispensable. Oversized styles from Rick Owens, Norma Kamali, Prada, and Marant Étoile offer cocoon-like insulation and layer easily over thick knits or dresses. Funnel-neck designs or longline silhouettes shield you from wind, making them ideal for unpredictable winter weather.
Filter outerwear by insulation type, length, or hooded design for climate-specific picks.
Movement-Friendly Skirts & Cold-Weather Bases
A pleated wool-blend skirt is a great packing piece—light enough to carry, warm enough for cold-weather sightseeing. Flowing midis from Isabel Marant, Brunello Cucinelli, and Max Mara bring structure and elegance while pairing beautifully with tall boots. These skirts add movement and polish to winter layers without sacrificing practicality.
Browse skirts by length, fabric, and silhouette to build modular outfits.
Hybrid Jackets for Mild-to-Colder Climates
Shearling-lined denim jackets strike the perfect balance for destinations where weather shifts quickly. Options from Acne Studios, Steve Madden, and Veronica Beard Jean combine rugged denim with plush lining for warmth and comfort. These are ideal for layered travel days or city trips where a heavy coat isn't always necessary.
Explore jackets and light outerwear for reversible, shearling, or quilted styles.
Travel-Ready Boots & Polished Everyday Footwear
Winter travel calls for boots that are stylish, functional, and ready for long days. Slouchy or structured knee-high options from Isabel Marant, Staud, Free People, and others offer warmth while elevating dresses or skirts. For comfort-focused trips, lug soles or flat boots ensure stability on icy streets.
Filter shoes by heel height, warmth level, and shaft style based on your itinerary.
Chic Outer Layers for Elevated Destinations
A funnel-neck wool coat or cashmere-blend wrap is perfect for destinations where style and warmth must work together. Brands like Loro Piana and Mango deliver sleek silhouettes that frame the face, layer over knits, and look pulled-together for dinners, museums, or city exploring.
Discover more tailored coats and wrap silhouettes refined by fit and fabric.
Build a Functional & Stylish Winter Travel Wardrobe
Smart winter travel outfits prioritize warmth, layering capability, and pieces that transition easily from day to evening. Whether you're packing for a snowy escape, a busy city itinerary, or a cozy cabin weekend, these curated pieces help you build a capsule that's both practical and polished. Explore more dresses, sweaters, outerwear, and boots to complete your cold-weather travel wardrobe.