What to Wear at Big Bear: 11 Outfit Ideas & Style Guide

When I planned my first trip to Big Bear, I had no clue what to pack. Would it be chilly in the morning? Could I still look cute in the snow? I wanted to be warm, comfy, and stylish all at once. If you’re feeling the same way, don’t worry—I’ve got you covered.

Big Bear is such a beautiful mountain escape, and dressing right can really help you enjoy it even more. Whether you’re heading there for cozy cabin vibes, outdoor adventures, or just a weekend away with friends, here are 11 outfit ideas I’ve personally loved—and I think you will too.

My Outfits for Big Days

The Classic Puffer and Leggings Combo

This look saved me on my first morning there. I wore thermal leggings, a soft hoodie, and a puffer jacket. You’ll stay warm without feeling bulky, and it works for coffee runs or snowy strolls.

Flannel Shirt and Fleece-Lined Jeans

Nothing feels more “mountain ready” than a classic flannel. I paired mine with fleece-lined jeans and comfy boots. Trust me, you’ll feel rustic and relaxed—plus, it looks great in cabin selfies.

Cozy Knit Sweater and Beanie

On chillier afternoons, I pulled out a thick knit sweater and topped it with a cute beanie. It’s the kind of look that keeps you warm and gives total winter aesthetic vibes at the same time.

Longline Coat Over All-Black Layers

I always pack one go-to sleek outfit. I wore a black turtleneck, black leggings, and a longline camel coat. It was perfect for a dinner out in town—chic but still warm. You’ll love how put-together you feel in this one.

Sherpa Jacket and Joggers

For lounging around the cabin or stepping out for hot chocolate, I went with a sherpa zip-up and soft joggers. You and I both know how much comfort matters—this combo delivers.

Turtleneck and Quilted Vest

Layering is key in Big Bear. I wore a fitted turtleneck under a puffy vest, paired with denim and warm boots. It’s one of those simple looks that works for anything—from trails to town.

Fuzzy Cardigan Over Thermal Set

This was my favorite cozy outfit. I wore a matching thermal set and layered a fuzzy cardigan on top. If you’re planning to hang by the fireplace or read a book with mountain views—this is the one.

Rain Jacket with Layered Hoodie Look

If it rains or gets slushy, I pull out a light waterproof jacket. I layer it over a hoodie and leggings so I stay dry but still feel snug. It’s practical and still cute for exploring outdoors.

Denim Jacket with Scarf and Boots

For milder weather, I wore a denim jacket over a long-sleeve tee, added a chunky scarf, and threw on ankle boots. You can mix and match with almost anything, and it’s perfect for casual exploring.

Snow Day Outfit: Ski Pants and Insulated Coat

If snow’s on the forecast, you need a real snow outfit. I wore ski pants, a thermal top, and a big insulated coat. Add a beanie and gloves, and you’re all set to build a snowman or hit the slopes.

Cabin Night Loungewear Set

When it’s time to wind down, I live in a soft knit lounge set. Whether I’m watching movies, sipping cocoa, or playing games with friends, you’ll be glad you packed something warm and stretchy.

Final Thoughts

Packing for Big Bear doesn’t have to be complicated. With layers, cozy textures, and weather-ready pieces, you can look cute and feel warm the entire trip. I learned that comfort and style go hand in hand here—and I promise, you’ll feel the same way once you try these looks.

No matter if you’re hitting the trails, chilling by the fire, or taking in the snowy views, these outfit ideas will help you enjoy every moment at Big Bear. So go ahead—pack smart, stay warm, and make it your favorite cozy getaway.

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