17 Plus Size Winter Cowgirl Outfits Curvy Women Love

Plus size winter cowgirl outfits? Yes, honey, they’re having a major moment right now.

Whether you’re hitting up a country concert or just channeling your inner baddie on a casual Saturday, these looks are absolutely everything.

Listen, I’ll never forget the first time I rocked a cowgirl-inspired outfit in winter.

I was convinced I’d freeze to death or look ridiculous. Maybe both? But then I discovered the magic of pairing western boots with the perfect jeans, throwing on a cozy jacket, and suddenly… I was that girl.

The one turning heads at the honky-tonk while staying warm.

Here’s the thing about plus size winter cowgirl fashion: it’s not just about looking cute (though we definitely do). It’s about feeling powerful. Confident. A little bit country, a whole lot of sass.

We’re talking structured denim that hugs you right, skirts that swish when you walk, and boots that make you feel like you could conquer anything.

Must-See: Plus Size Winter Concert Outfits.

17 Plus Size Winter Cowgirl Outfits

I’ve rounded up 17 outfits that prove you don’t have to sacrifice warmth for style. From casual daytime looks to full-on western glam, there’s something here for every vibe.

And don’t skip the styling tips section at the end… that’s where the real magic happens.

1. Plus Size Shearling-Lined Denim Jacket With Bootcut Jeans Outfit

Layer a thick shearling-lined denim jacket over a thermal henley top. Pair with dark bootcut jeans that balance your proportions beautifully. Add classic brown leather cowgirl boots with sturdy heels.

Finish with a wide-brim felt hat in camel. This outfit keeps you warm while nailing that authentic ranch-ready vibe perfectly for winter outings.

2. Plus Size Faux Fur Vest Over Plaid Shirt Outfit

Start with a fitted plaid flannel shirt in red and black. Layer a luxe faux fur vest on top for serious warmth. Tuck into high-waisted straight-leg jeans with a western-style belt featuring a statement buckle.

Slip on ankle cowgirl boots in cognac leather. This combo gives you major country concert energy while keeping you cozy through chilly nights.

3. Plus Size Suede Fringe Jacket With Black Skinny Jeans Outfit

Rock a tan suede fringe jacket that moves with you… pure western magic. Wear it over a simple black turtleneck for warmth. Pair with black skinny jeans and knee-high cowgirl boots with pointed toes.

Add a turquoise statement necklace for that authentic southwestern touch. You’ll look like a total baddie at any winter rodeo or casual hangout.

4. Plus Size Corduroy Midi Skirt With Sweater Outfit

Choose a rich brown corduroy midi skirt with a subtle A-line shape. Tuck in an oversized cream cable-knit sweater with a front half-tuck. Add thick tights underneath for extra warmth.

Finish with heeled cowgirl boots that hit mid-calf. This cute outfit balances comfort and style effortlessly, perfect for winter barn visits or downtown exploring.

5. Plus Size Quilted Puffer Vest Over Chambray Outfit

Layer a puffy quilted vest in burgundy over a classic chambray button-down shirt. Wear with dark wash bootcut jeans that elongate your legs. Add traditional pull-on cowgirl boots in distressed brown leather.

Accessorize with a leather crossbody bag and hoop earrings. This casual look works for everything from apple picking to grabbing drinks with your girls in winter.

6. Plus Size Leather Moto Jacket With Denim Skirt Outfit

Pair a genuine black leather moto jacket with serious edge over a graphic band tee. Style with a knee-length denim skirt that has raw hem details. Wear fleece-lined tights underneath for warmth.

Complete with black cowgirl boots featuring silver hardware. This baddie outfit screams confidence and gives major modern cowgirl vibes for nighttime winter adventures.

7. Plus Size Oversized Flannel With Leggings Outfit

Grab your favorite oversized flannel in green and navy plaid. Wear it open over a fitted black tank top. Pair with faux leather leggings that have a subtle sheen.

Pull on tall cowgirl boots that reach just below your knee. Add a simple pendant necklace. This effortless casual outfit is ideal for running errands or grabbing coffee in cold weather.

8. Plus Size Teddy Coat With Straight-Leg Jeans Outfit

Bundle up in a thick teddy coat in cream or caramel… ultimate winter warmth. Wear over a tucked-in graphic western tee. Choose medium-wash straight-leg jeans with slight distressing.

Add heeled cowgirl boots in matching tan tones. Top it off with a felt cowboy hat. You’ll stay toasty while looking effortlessly cute at any outdoor winter gathering or market.

9. Plus Size Embroidered Western Shirt With Cargo Pants Outfit

Choose a snap-button western shirt with beautiful floral embroidery across the yoke. Tuck it into olive green cargo pants with useful pockets. Add a braided leather belt with copper details.

Finish with lace-up cowgirl boots in dark brown. This unique combination gives you practical style that’s perfect for actual ranch work or just embracing your western aesthetic daily.

10. Plus Size Blanket Scarf With Thermal Henley Outfit

Drape an oversized blanket scarf in plaid around your shoulders for instant warmth. Wear over a waffle-knit thermal henley in cream. Pair with high-waisted dark jeans and a cognac leather belt.

Add short cowgirl booties with comfortable block heels. This cozy outfit is perfect for country concerts where you’ll be standing outside waiting or moving between venues in winter.

11. Plus Size Sherpa-Collar Barn Jacket With Jeggings Outfit

Sport a sturdy canvas barn jacket with a thick sherpa collar and lining. Layer over a striped long-sleeve tee for extra warmth. Wear comfortable jeggings in deep indigo that move with you.

Pull on classic roper-style cowgirl boots with rounded toes. Add a beanie with a pom-pom. This practical outfit handles actual cold weather while maintaining your western style completely.

12. Plus Size Velvet Blazer With Western Belt Outfit

Try a rich velvet blazer in deep burgundy or forest green for texture. Wear over a simple black bodysuit that stays tucked. Pair with high-waisted flared jeans and a tooled leather western belt.

Add pointed-toe cowgirl boots in black leather. Gold hoop earrings complete the look. This elevated outfit takes you from dinner to dancing at any winter western-themed event.

13. Plus Size Wool Poncho Over Turtleneck Outfit

Slip on a thick wool poncho in southwestern patterns and colors. Layer over a fitted black turtleneck that provides warmth underneath. Wear with straight-leg jeans in a dark wash.

Choose sturdy cowgirl boots with good traction for winter conditions. Add a simple leather cuff bracelet. This outfit gives major ranch heritage vibes while keeping you incredibly warm and comfortable.

14. Plus Size Patchwork Denim Jacket With Printed Skirt Outfit

Rock a unique patchwork denim jacket with various washes and textures. Wear over a thermal long-sleeve shirt in solid burgundy. Pair with a midi skirt featuring small western prints like horseshoes or bandanas.

Add warm tights and heeled cowgirl boots. This cute combination shows off your personality while staying seasonally appropriate for all your winter western-inspired outings and adventures.

15. Plus Size Sweater Dress With Cowgirl Boots Outfit

Choose a chunky knit sweater dress that hits right below the knee. Pick one with a belt to define your waist beautifully. Wear thick fleece-lined tights for serious warmth.

Add knee-high cowgirl boots with decorative stitching details. Layer a denim jacket on top if needed. Accessorize with a felt hat. This easy outfit requires minimal effort but delivers maximum style impact.

16. Plus Size Insulated Riding Vest With Thermal Outfit

Layer an insulated quilted riding vest in navy or black over thermal base layers. Wear a fitted thermal top underneath for core warmth. Pair with riding-style jeans that have reinforced knees.

Add genuine cowgirl boots designed for actual riding with proper heels. This functional outfit works for horseback riding in winter or just channeling authentic equestrian western style anywhere you go.

17. Plus Size Longline Cardigan With Bootcut Jeans Outfit

Throw on a longline cardigan that reaches mid-thigh in oatmeal or rust. Wear over a tucked-in graphic tee with western themes. Pair with classic bootcut jeans that never go out of style.

Add a concho belt for authentic western detail. Finish with traditional pull-on cowgirl boots. This relaxed casual outfit is perfect for weekend adventures or laid-back gatherings during the cold months.

18. Plus Size Faux Leather Shacket With Midi Skirt Outfit

Try a structured faux leather shacket in cognac brown for edge. Button it over a ribbed turtleneck sweater for layered warmth. Pair with a denim midi skirt that hits at your calves.

Wear warm leggings underneath for cold protection. Add heeled cowgirl boots with intricate stitching patterns. This baddie-meets-western outfit combines tough and feminine energy perfectly for winter nights out or special occasions.

Must-See: Plus Size Winter Country Outfits.

10 Useful Styling Tips For Plus Size Winter Cowgirl Outfits

1. Invest in Quality Cowgirl Boots That Actually Fit

Listen, I cannot stress this enough… your boots make or break the entire look. I spent years cramming my calves into boots that didn’t fit right, and honey, the pain wasn’t worth it.

Look for brands that offer wide-calf options specifically. Measure your calves at the widest point before buying online. The leather should feel buttery and flexible, not stiff like cardboard.

A good pair of cowgirl boots will mold to your feet over time and actually become more comfortable. Yes, they’re an investment. But you’ll wear them constantly all winter long.

I’m talking with jeans, skirts, dresses… everything. Plus, quality boots have actual arch support, which matters when you’re standing at a concert for hours.

Don’t settle for boots that pinch or gap awkwardly. Your feet deserve better, and so does your outfit.

2. Layer Strategically Without Adding Bulk

Okay, this is where winter cowgirl dressing gets tricky for us. We need warmth, but we don’t want to look like we’re wearing our entire closet at once, right? The secret is choosing the right layers instead of just piling on everything.

Start with fitted thermal base layers that hug your body smoothly. Then add your main piece… maybe a flannel or denim jacket. Finally, top it off with one statement outer layer like a vest or coat.

See? Three layers maximum. Each one should serve a purpose. I learned this the hard way after showing up to a barn party looking like the Michelin Man’s cousin. Not cute.

Stick with fabrics that provide warmth without adding visual weight. Merino wool is amazing for this. So are modern thermal fabrics that actually work.

3. Belt Everything to Define Your Waist

Here’s something I wish someone had told me years ago: western belts are your best friend. They’re not just accessories… they’re outfit transformers.

A good leather belt with a statement buckle instantly creates shape and gives you that authentic cowgirl vibe. I’m obsessed with how they pull an entire look together.

Wear them over tucked-in shirts, over cardigans, even over dresses. The key is positioning the belt at your natural waist, which is typically the smallest part of your torso.

This creates an hourglass effect that’s seriously flattering. Don’t be afraid of larger buckles either. They balance out curves beautifully and add personality to simpler outfits.

I have about seven different western belts now, and honestly? I could use more. They’re addictive once you see how much they elevate your style game.

4. Choose the Right Jeans Cut for Your Body

Not all jeans are created equal, especially in winter cowgirl styling. I’ve tried them all, trust me.

Bootcut and straight-leg jeans are your go-to options for this aesthetic. They balance out your proportions and actually look correct with cowgirl boots.

Skinny jeans can work, but they sometimes bunch up inside boots awkwardly. Flared jeans? Absolutely gorgeous for that vintage western vibe.

The rise matters too… high-waisted styles are incredibly flattering and stay put when you’re moving around.

Look for jeans with at least 2% stretch for comfort in cold weather. You want enough room to layer thermal leggings underneath if needed.

Dark washes work for dressier occasions, while lighter washes feel more casual and authentic. Oh, and distressing? Keep it minimal. Too many holes defeat the purpose of winter warmth.

5. Master the Art of Hat Selection

Cowgirl hats aren’t one-size-fits-all, despite what stores want you to believe. Finding the right hat for your face shape and head size is crucial.

I used to avoid hats completely because I thought they made me look silly. Then I discovered felt hats actually suit me way better than straw.

Felt is perfect for winter anyway… it’s warmer and more weather-resistant. Look for hats with adjustable interior bands so you can customize the fit.

The brim width matters too. Wider brims balance out fuller faces beautifully, while shorter brims work if you’re petite overall.

Try different colors beyond basic black and tan. Burgundy, forest green, and charcoal gray are stunning for winter.

Wear your hat slightly tilted for extra personality. And please, don’t be scared of them. Hats add instant authenticity to any cowgirl outfit and honestly make you feel like a total badass.

6. Shop Smart at These Plus-Size Friendly Brands

Finding actual plus-size winter cowgirl pieces used to be nearly impossible. But things have changed, thank goodness.

Torrid consistently stocks western-inspired pieces in extended sizes, especially during fall and winter. Their faux leather jackets and graphic western tees are solid.

Maurices is another favorite… they carry bootcut jeans up to size 24 and often have flannel shirts that actually button correctly over curves.

For authentic cowgirl boots, check out Lane Bryant and Simply Be. They both offer wide-calf options that don’t cost a fortune.

If you’re willing to invest more, Ariat makes genuine western boots in plus-size calf widths that’ll last years.

Old Navy’s plus section surprises me sometimes with corduroy pieces and sweaters perfect for layering.

ASOS Curve ships from overseas but has unique pieces you won’t find elsewhere. Don’t forget Etsy for custom western belts and vintage finds in larger sizes.

7. Accessorize with Intention, Not Excess

When it comes to cowgirl accessories, more isn’t always better. I learned this after looking like a walking western store explosion at one particularly memorable holiday party.

Choose two or three key accessories per outfit, maximum. Maybe it’s a statement belt buckle and turquoise earrings. Or perhaps a bandana neckerchief and a leather cuff bracelet.

The point is creating focus without overwhelming your look. Turquoise jewelry screams southwestern style and pairs beautifully with winter earth tones.

Silver details work with literally everything. Leather goods… bags, bracelets, watch bands… add authentic texture without trying too hard.

Bandanas are incredibly versatile. Tie one around your neck, use it as a headband, or even attach it to your bag.

Just remember: your accessories should complement your outfit, not compete with it. Less really is more here.

8. Pay Attention to Proportions and Balance

This might sound technical, but proportions are everything in plus-size styling. If you’re wearing a voluminous top, balance it with more fitted bottoms.

Oversized flannel? Tuck it into high-waisted jeans. Chunky sweater? Pair with straight-leg pants, not wide-leg. The goal is creating visual balance so your outfit doesn’t overwhelm you.

I used to wear baggy everything thinking it was flattering. Spoiler alert: it wasn’t. One fitted piece and one looser piece creates the most flattering silhouette.

This applies to textures too. Pair smooth fabrics with textured ones for visual interest. A sleek leather jacket over a chunky knit sweater? Perfect.

When you’re layering for winter, keep checking your overall silhouette in a full-length mirror. Does everything blend together, or does one piece stick out awkwardly? Small adjustments make huge differences.

9. Embrace Color Beyond Basic Neutrals

Okay, I love black and brown as much as the next person. But winter cowgirl style has so much more to offer in the color department.

Rich jewel tones like burgundy, forest green, and deep navy are absolutely stunning for this aesthetic. They photograph beautifully and feel more interesting than basic neutrals.

Rust and burnt orange shades scream autumn-into-wwinter vibes. Even mustard yellow can work if you style it right with denim and leather.

Don’t be afraid of plaid patterns in unexpected color combinations either. I have a green and burgundy flannel that gets compliments every single time I wear it.

The key is choosing colors that make you feel confident. If you love a color, wear it. Western style is about expressing your personality, not following strict rules.

Just maybe avoid neon. That’s not really giving cowgirl energy, you know?

10. Confidence is Your Best Accessory Always

Here’s the real secret to pulling off winter cowgirl style: you have to own it completely. I know that sounds cheesy, but it’s true.

When I first started experimenting with western fashion, I felt self-conscious. Would people think I was trying too hard? Did I look ridiculous?

But then I realized something important. The women who look best in cowgirl outfits are the ones who wear them with zero apologies.

Stand tall in those boots. Adjust your hat with pride. Walk like you belong everywhere you go, because you absolutely do.

Your body deserves to wear fun, stylish clothes that make you feel amazing. Plus-size cowgirl fashion isn’t a costume… it’s a legitimate style that celebrates western heritage and looks incredible on curves.

So wear what makes you happy. Experiment fearlessly. And remember: the outfit doesn’t wear you. You wear the outfit. That mindset shift changes everything about how you present yourself to the world.

Final Thoughts

Plus size winter cowgirl outfits aren’t just about looking good… they’re about feeling unstoppable.

Every time I zip up those boots and throw on my favorite western jacket, I feel like I can take on anything. You deserve to feel that way too. Don’t wait for the perfect moment or the perfect body.

Start building your cowgirl wardrobe now. Embrace your curves, stay warm, and let your confidence shine through every single outfit you create.