Our Favourite Cold Weather Clothing for 2026 - Upper Body
It’s mid-winter here in Toronto, and there’s no getting around it, it’s cold, but that doesn’t mean you need to hibernate indoors! With the right layering system and a few key pieces of gear, winter can be one of the most enjoyable seasons to get outside. This week we're looking at staff layering picks to beat the cold!

The gear that we sell is for more than just fishing, we're huge believers in crossover gear that works for all kinds of activities and environments. We don't like to have to buy things twice, so you'll see us wearing these pieces in the shop, on the river, on the ski hill, at the cottage, and at the hockey game! From thin baselayers to the warmest waterproof work gloves, we have what you need to stay warm out there!

In part one of this two part series on layering we’re covering the upper half of your body: base layers, mid-layers, jackets, gloves, and headwear. Part two will follow soon and will focus on lower layers and additional accessories that can make a huge difference when temperatures really drop!

Start with a Quality Base Layer

Every good cold-weather system begins with a proper base layer. The goal here is moisture management. If sweat stays against your skin, you’ll get cold quickly.

We recommend starting with the Simms Strata 160 base layer. This is a light-to-midweight wicking layer designed to pull moisture away from your body while providing a solid level of insulation. It’s comfortable, breathable, and works equally well on the river or during everyday winter activities.

The Strata 160  is available in tops and bottoms, making it a versatile foundation for your winter kit. It’s an ideal choice for anglers and anyone spending extended time outdoors in cold conditions.
Mid-Layers: Where Warmth Really Builds

Once your base layer is in place, it’s time to add insulation.

The Patagonia Synchilla  fleece jacket is a classic for a reason. It’s incredibly warm, comfortable, and easy to layer under a shell or heavier jacket. We’ve used these for years and continue to be impressed with how well they perform in real winter conditions.

Another excellent option is the Simms Strata 330 Hoody . This piece features a wind-resistant outer shell paired with a heavy fleece interior, making it a fantastic mid-layer when temperatures are especially cold. With large hand-warming pockets and a durable design, it’s equally at home on the river or walking around town.

The Outer Layer: Serious Protection from the Elements

No cold-weather setup is complete without a proper insulated jacket. For that role, the Simms Challenger Jacket is one of our top picks.

Originally designed as part of Simms’ boatwear collection, this jacket provides exceptional warmth and full waterproof protection. Unlike shorter jackets, the Challenger is a longer cut, extending past the waist to provide extra coverage and insulation where you need it most.

It features heavy PrimaLoft insulation and is fully waterproof, making it perfect for snow, slush, rain, and cold wind. We use these jackets regularly for ice fishing and winter outings, and they’re equally well suited for snowmobiling, long walks, or just navigating gray March days when winter refuses to let go.

Don’t Forget the Small Pieces — They Matter!

Some of the most important cold-weather gear comes in the form of accessories.

Neck Gaiters

One of the most underrated winter items is a fleece neck gaiter. The Patagonia Micro D fleece gaiter seals in warmth better than a scarf and blocks wind exceptionally well. You can wear it loosely around your neck or pull it up over your face for extra protection on bitter days.

Toques and Beanies

Heat loss through your head is significant, so a good toque or beanie is essential. The Simms Windstopper Beanies look like standard knit hats but feature a windproof lining inside that makes a noticeable difference on blustery days.

Another great option is the Simms Hayward Wool Beanie . Wool is naturally warm, breathable, and odor-resistant, making it an ideal winter material that performs well in both wet and dry conditions.

Gloves: Keep Your Hands Working

Cold hands can end a day outside faster than anything else.

The Simms Challenger Gloves are a waterproof, insulated option with a large cuff to keep snow out and warmth in. These are currently on sale and are a great value for winter work and recreation.

For an upgraded option, the Simms Guide Insulated Gloves offer even more warmth and durability. They feature a full leather palm for long-term wear, cinchable cuffs for a tight seal, and excellent insulation. Whether you’re shoveling snow, snowmobiling, ice fishing, or just spending time outside with family, these gloves are built to perform.

Part One Complete — More Coming Soon!

This wraps up Part One of our guide to staying warm this winter, focusing on the upper half of your body and the essential layers that keep your core and extremities protected from the cold.

Be sure to check back soon for Part Two, where we’ll cover lower body layers and additional accessories that often fly under the radar but can be true game changers for winter comfort.

You can explore all of these items and more in shop or online. If you have any questions about building the right cold-weather kit for your needs, we’re always happy to help.

Stay warm out there — and we’ll see you for Part Two soon.