Holiday travel is chaos—delays, unpredictable weather, and the whole family waiting on you. End of year travel demands gear that balances practicality and style, keeping you prepared for unpredictable weather—and family gatherings alike.
Thanks to Thursday Boot Co. for supporting Primer’s mission and partnering on this piece.
Get the Look:
- 1. Weatherproof Winter Coat: LLBean, $299
- 2. Summit Flannel Shirt: Thursday Boot Co., $98
- 3. Flannel-lined Chinos: Eddie Bauer, $50
- 4. Chunky-soled Leather Boots: Thursday Boot Co. Hero in Arizona Adobe, $199
- 5. Heather Gray Waffle Knit Shirt: Target, $10
- 6. Donegal Beanie: Gap, $13
- 7. Camp Socks: Sodello Southern Sun, $18
- 8. Heritage Leather Belt: Thursday Boot Co., $80
- 9. Deerskin Gloves: LLBean, $99
- 10. Watch: Timex Expedition, $47
1. Baxter Winter Coat
LLBean, $299
This jacket means business. A waterproof shell keeps you dry, while 650-fill insulation provides warmth without adding bulk. The fleece-lined collar and adjustable hood shield you from biting wind, and the removable faux fur trim adapts to changing conditions. Thoughtfully placed pockets make it practical for long trips or daily wear, whether you’re navigating icy roads or enjoying a snowy solo walk away from holiday family chaos. A reliable pick for when winter shows its teeth.
2. Summit Flannel Shirt
Thursday Boot Co., $98
Made from soft, brushed organic cotton, it’s as comfortable as it is sturdy. The tailored fit and classic details like double chest pockets give it just the right amount of structure without feeling formal. It’s the kind of shirt you’ll throw on as a light shirt jacket with jeans or layer up when the weather turns, proving itself useful and easy-going, no matter the plan.
3. Flannel-lined Chinos
Eddie Bauer, $50
Flannel-lined chinos are a winter revelation—classic put-together-guy on the outside, lined with soft flannel on the inside to lock in warmth. Lightweight yet insulating, they’re perfect for hauling luggage up the driveway after a day of long flights, or a raucous snow war with the under 15 crowd. Designed with stretch for all-day comfort, these pants offer an easy solution for staying warm while looking the part.
4. Chunky-soled Leather Boots
Thursday Boot Co. Hero in Arizona Adobe, $199
Thursday’s Hero boots are aptly named: With a thick and rugged StormKing anti-slip sole, these boots will keep you vertical in winter conditions just as much as they look good with an outfit. Kevlar laces, steel shanks, and Storm Welt construction mean they’re built like tanks, while the glove leather lining and mold-to-your-feet cork midsoles ride like a touring sedan.
5. Heather Gray Waffle Knit Shirt
Target, $10
A heather waffle layer isn’t just about utility—its texture brings dimension and a laid-back refinement to any winter outfit, elevating even the simplest looks. It’s the kind of piece that pulls its weight in warmth while making sure your outfit doesn’t feel flat. Smart and stylish? That’s a winter win.
6. Donegal Beanie
Gap, $13
This $13 watch cap punches above its weight with a speckled Donegal texture that adds subtle character. Understated yet versatile, it’s a smart choice for keeping warm while staying stylish without denting your budget.
7. Camp Socks
Sodello Southern Sun, $18
Built for warmth and designed with a touch of pattern, they’re not just for staying warm. Whether worn with boots or as padding around the house, they’re for making winter mornings less brutal and nights by the fire even better.
8. Heritage Leather Belt
Thursday Boot Co., $80
The Heritage Leather Belt is where rugged charm meets polished design. Crafted with full grain leather to stand up to years of wear, it’s equally at home cinching up your jeans or finishing off a a tucked blazer-and-chinos combo.
9. Deerskin Gloves
LLBean, $99
Made from water-resistant deerskin leather, the broken-in feel makes them soft and comfortable right out of the box. Inside the rugged deerskin construction, a Thinsulate-insulated lining adds warmth without thickness, keeping your hands cozy–and dextrous–on chilly days. Tough, timeless, and ready for anything, these gloves are a winter staple.
10. Field Watch
Timex Expedition, $47
That sweet spot between utility, budget, and style. With its black case, cream dial, and brown leather strap, it’s a natural match for your boots and belt, pulling everything together effortlessly. The field watch design is enduring—clean, functional, and rugged enough to handle everyday wear while looking sharp enough for a night out.