Everyday Winter Outfits I’ve Been Wearing (Casual, Cozy & Petite-Friendly)

If you’ve been around here for any length of time, you know I love cozy layers, earth tones, and fun accessories, so this outfit round-up is full of them!

Everything I’m wearing is linked under each photo, and I’ve added similar finds for anything that’s older or out of stock (it will be noted in the LTK description ). These are affiliate links, so I may earn a small commission—I appreciate your support so much!

This was a fun and different look for me! These boots are the comfiest heeled boots I’ve ever worn.

Outfit linked HERE

Always up for a tonal look—I feel like it looks so put together and cool.

Outfit linked HERE

Red on red—would be perfect for Valentine’s Day too!

Outfit linked HERE

This outfit felt so fun! Definitely a vibe I’ll be trying to recreate!

Outfit linked HERE

You can never go wrong with a cozy sherpa pullover, leggings, and slipper clogs.

Outfit linked HERE

We had a “fancy dinner” at my parents and this is what I wore.

Outfit linked HERE

Super comfy in a fleece zip up and comfy jeans.

Outfit linked HERE

I’ve been loving cross-country skiing! It’s sooo good for my mental and physical health.

Outfit linked HERE

Still living in this Walmart set! So comfy to throw on.

Outfit linked HERE

Skinny/slim jeans are a great option for cold days!

Outfit linked HERE

Always love adding that pop of fun color!

Outfit linked HERE

Cozy days at home call for cozy outfits!

Outfit linked HERE

Love a warm knit and a beanie to keep it casual.

Outfit linked HERE

These are one of my favorite pairs of sweatpants. Such a cute wide leg fit.

Outfit linked HERE

Loved the sporty feel of this outfit. So comfy too!

Outfit linked HERE

A cozy sherpa and leggings!

Outfit linked HERE

Winter walks in the woods are so good for me too!

Outfit linked HERE

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10 Things That Help Me to Thrive During the Winter Instead of just Surviving the Season

One of my goals this year is to try to really thrive this winter. In Northern NY it’s cold and sometimes dreary (although it’s beautiful!) for almost 6 months out of the year, and almost every year seasonal depression hits me hard😅

I am adamant that this year will be different, so here are 10 things I’m focusing on and doing to help me thrive and not just survive the winter season❄️⬇️

1. Finding something active to do—cross country skiing has become this for me (and my husband), my husband plays hockey once a week, and we like to take family walks (when the snow isn’t too deep). Otherwise, we have a semi-finished basement with a treadmill for me and swings and ride-on toys for our kids to get energy out when it’s just too cold to go outside.

2. Eating/drinking warm and yummy food—soups, hot cocoa, crockpot meals, the occasional coffee, baked goods, and treats (also, my electrolyte drinks help me feel good even during the winter blahs).

3. Wearing cozy clothes—soft knits, cozy crewnecks, warm scarves, sherpas, and comfy hats. I love a cozy outfit so much and love to lean into that during the cold months.

4. Warming up by the fire—we started heating our home with a woodstove last year and it’s made our home so much cozier (not to mention it has helped us save SO MUCH $$ on heating bills—although it is an initial investment).

5. Working on indoor projects—working on home projects, painting rooms, and doing updates while we have a little bit of extra time and have to be mostly inside anyway is a great way to keep busy during the cold months.

6. Ambient lighting—I keep white lights up all winter long in my living room and kitchen. It makes it so cozy and I very much prefer to have them on at night rather than all the big lights. 

7. Investing in quality items to keep me warm and comfortable in the cold weather—a durable and warm coat, boots that I love to wear, and some hats, scarves, and mittens/gloves help keep me toasty while enjoying the beautiful outdoors. 

8. An outdoor hot tub—this is another thing we’ve added to our home in the last couple of years—it’s so nice to soak in the warm water and feel the brisk air. It’s also a nice way to spend time together as a family (I know we are really blessed to be able to have this and this is probably the most “unrealistic” thing on this list). 

9. Catching up on shows and movies—sometimes this is a family movie night to watch the Disney classics or newest family movie, and sometimes it’s just my husband and I watching a movie, comedy special, or SNL after our kiddos go to bed. 

10. Leaning into the hygge (coziness) of the season—I I try to really remember that winter is a season to slow down, to dress cozy, to pause, and to rest a little to prepare for the warm and busy months ahead.

✨Bonus: planning a trip somewhere warm—I haven’t been anywhere exciting during the cold months in over 6 years, but this year I’m lucky enough to have TWO trips planned to somewhere warm (one in March and one in May) to! 

I do think having those trips to look forward to will definitely to help get me through the cold months.

What do you do to stay thriving in the cold months?

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17 Everyday Winter Outfits for Real Life

Sometimes I think we over complicate style—especially in the winter.

Throw on a cozy sweater, or a base with an easy layer (vests, cardigans, and puffers forever), and a good pair of jeans and you’re good!Occasionally I throw on a skirt or leggings and that’s obviously super comfy too. All that matters is that I feel like “me” and enjoy what I’m wearing.

These are some recent outfits I actually wore— nothing really fancy, just super comfortable, warm, and easy.

You can find everything I’m wearing linked under each photo, plus similar options if an item is older. These are affiliate links, so I may earn a small commission—thank you endlessly for the support 🤍 it means more than you know!

Loved how my sweater matched my cowboy boots in this outfit!

Outfit linked HERE

My striped turtleneck is a piece I’ve had for years. I love wearing it alone (like this) or layered with a sweater or cardigan over it.

Outfit linked HERE

I love this cozy sherpa! Perfect paired with jeans, leggings or sweatpants.

Outfit linked HERE

This colorful speckled sweater is so fun. It’s still neutral but the colorful pom poms make it extra cute!

Outfit linked HERE

Definitely bringing my barrel jeans into winter with me. I paired them here with a cozy fleece sweatshirt jacket.

Outfit linked HERE

I felt like the prettiest rainbow in this cardigan!

Outfit linked HERE

These jeans are my favorite item of 2025! Love the length, comfort and look of them!

Outfit linked HERE

There’s absolutely nothing wrong with a simple and cozy look like this!

Outfit linked HERE

A cute crewneck sweatshirt is a favorite!

Outfit linked HERE

This sweater has been such a favorite! I’ve worn it so many ways 🥰

Outfit linked HERE

This fair isle sweatshirt is something I wear year after year. So cozy and oversized.

Outfit linked HERE

Love pairing a cozy sweater with a mini skirt (or in this case, a skort!)

Outfit linked HERE

This coral color is so pretty. It’s so fun to pair with printed matching socks.

Outfit linked HERE

Another outfit with this cozy Sherpa pullover! Love it with my brown leggings.

Outfit linked HERE

We went to a hockey game and I wore the team’s colors (green and gold).

Outfit linked HERE

Another way I’ve worn this sweater—paired with my barrel jeans and uggs!

Outfit linked HERE

A cozy outfit! Love these wide leg sweatpants and a cozy fleece jacket.

Outfit linked HERE

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10 Simple and Cozy Winter Outfits for Everyday

If you’re looking for easy and comfortable winter outfit ideas, these 10 cozy looks are perfect for everyday wear.

This post features warm layers, oversized sweaters, fun (and classic) denim, and cute boots! These outfits are practical yet stylish for the colder months. Whether you’re heading outside or staying in, these pieces make winter dressing simple and comfortable.

If you prefer video content, watch the reel HERE.

Under each photo, you’ll find links to the items featured or similar alternatives if the original is unavailable, as noted in the LTK description. These are affiliate links, meaning I may earn a small commission if you make a purchase – with no extra cost to you. Your support allows me to keep creating content, and I genuinely appreciate it!

We love to go for walks in the woods behind our home & I usually wear this large and cozy coat with some sort of scarf, boots, hat & mittens.

Outfit linked HERE.

These jeans are a new addition to my wardrobe & they are getting a TON of wear. I love the fit of them, the style, and how they make an otherwise normal “jeans & top” outfit feel more fun!

Outfit linked HERE.

A cozy oversized sweater, leggings and Chelsea boots is always a winner!

Outfit linked HERE.

My rainbow sweater is in older & unavailable, but I linked similar ones! Love a fun colored sweater in winter!

Outfit linked HERE.

This cardigan is part of a matching set I own. The color is really pretty and I love wearing it separately and together!

Outfit linked HERE.

Here is the set together! So cute!

Outfit linked HERE.

Lime green & orange are two of my favorite colors to wear—pairing them together is so fun!

Outfit linked HERE.

This vest makes me feel like a cozy teddy bear! Love the cold o & texture it adds.

Outfit linked HERE.

A striped turtleneck is a staple! I paired it with my green barrel pants and clogs for a cute look!

Outfit linked HERE.

This sweater is 100% one of my favorites! It’s 100% organic cotton and has the best high/low hem!

Outfit linked HERE.

Another 100% organic cotton sweater and such a good one! Paired with one of my favorite pairs of denim (just found it back in stock!) and comfy clogs.

Outfit linked HERE.

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