We are well into our winter season here in Northern California and embracing the change. And, with our upcoming Christmas Market trip to Europe, I’m in the “I need all things cozy” mode. A few messages came in asking what are some of my favorite winter clothes this year, so thought I’d share a quick edit.
I have my staples that are always in the closet like a few wool coats and a classic pair of combat boots. This year I added a few new styles to the rotation. I’m slow to change from my usual outfits but after this last year with a baby in tow, I’ve felt myself shifting a bit more in style.
My tendency is to always layer with base tops and then add on a good jacket and the occasional sweater. These are a few of my favorites for this winter season.
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My Style Edit: Winter Cozy
A oversized turtleneck knit
Love a good knit that can is thick enough to wear through the day with a base layer under. This ANINE BING Sydney sweater is a fav, love this Enza Costa Boucle Tunic or a less expensive option and this Isabel Marant sweater in pink (currently on sale).
The Combat Boot
I’ve kept a combat boot in my rotation every winter for years. I love how it pairs with any style of jeans and love the look with a long dress. My favorite is these Vince Lug Boots (currently on sale), two less expensive options are the Sam Edelman Nina or the Madewell Rayna. And I’ve got my eye on these Freda Salvador Athena boots.
The Wool Coat
For me, one of the best investments in my wardrobe is a proper wool coat. I’ve got a tan one that is no longer available but this ANINE BING Dylan Coat is the closest I’ve found. I love the tan, brown color as I wear a lot of black denim/boots. This is a great option for under $200 and this Mackage is a total splurge.
A Fair Isle Sweater
The holiday season has me reaching for a bit more festive wear, and for me Fair Isle sweaters are it. I adore this one from the Great, this Alex Mill, and this Isabel Marant.
A Heavy-Weight Loafer
I find that I tire out of wearing boots and sneakers at some point in the winter season so this year I added a pair of loafers with tread. They are SO comfortable and can’t wait to take these on my travels. I debated a lot between these from Jenni Kayne and the Voile Blanche Elaiza.
Wool Beanie
Love a cozy, thick beanie. My favorite one in the closet is the Ganni Structured beanie. It actually stays on your head! This is the color I currently have.
The Long Dress
I still reach for dresses year-round, so I try to keep 2-3 in the closet that works in the winter. I usually pair it with a blazer and a boot. For a splurge, I love this Pointelle dress by Doen or this floral maxi. For under $200, this Willow dress is beautiful, and love this floral one that’s only $98.
The Chunky Cardigan
This just feels so easy to put on when you don’t feel like a big jacket for the day. This one from The Great, a fun striped one from Doen or a classic pointelle, and a Free People Cardigan under $100!
The Slipper
And my best purchase this winter (let’s be honest) was this Freda Salvador slipper. Because being cozy at home is everything.
PS — Are You Booking a Trip Soon? Use My Booking Checklist!
These are the sites I use most to book my own trips. Using the links below is a great way to support Bon Traveler’s travel journalism at no extra cost to you. If you need help organizing your itinerary, get my free travel itinerary template here.
1. Book Your Accommodations
I use Booking.com for hotels and Airbnb for vacation rentals. They have the biggest inventory and consistently offer the best rates.
2. Book Your Rental Car
Self-driving is the best way to explore most destinations. I use Discover Cars for our rental cars, select full coverage insurance, and opt for a reputable company like Alamo, Hertz, or Sixt.
3. Book Your Tours & Experiences
I use Viator, Airbnb, and Get Your Guide to find the best tours and experiences. They are my favorite tour search engines. I always check all three as their inventory varies depending on the destination.
4. Book Your Private Transfers
For easy, reliable private transfers, I use Welcome Pickups. It’s my go-to for arranging a driver in advance — whether it’s an airport pickup, a hotel-to-hotel transfer, or a day trip. The experience is seamless, with English-speaking drivers and upfront pricing, so you can travel stress-free at every stage of your trip.
5. Get Cell Data for Your Trip
I use Holafly for international cell data. Their unlimited data eSIMs are easy to install, activate instantly on arrival, and let you skip local SIM cards and expensive roaming fees.
6. Don’t Forget Travel Insurance
I never leave the country without travel insurance. It provides comprehensive protection in case anything goes wrong (ie. illness, injury, theft, or cancellations).
My favorite companies that offer the best coverage and rates are:
- World Nomads (best for all-around)
- Safety Wing (best for frequent travelers)
Xx,
Jessica
