Fall is here, and with it comes the perfect opportunity to enjoy a day at the vineyard. There’s something magical about sipping wine surrounded by colorful leaves and crisp air. This season has me obsessing over how to look fabulous while enjoying those vineyard vibes.
Last update on 2025-12-03 / Affiliate links / Images from Amazon Product Advertising API
If you’re someone who loves wine outings or spending time in beautiful surroundings, this post is for you. We all want to feel stylish and comfortable while we’re out enjoying the scenery and the company. You want outfits that not only look good but also let you enjoy the day without fussing over what you’re wearing.
That’s why I pulled together 10 winery outfit ideas for fall that are chic, cozy, and perfect for making you the star of any vineyard. Whether you’re into bold colors, layered styles, or chic accessories, there’s something in here for everyone. You’ll not only turn heads but also feel great as you sip your favorite wine. So grab your favorite sweater and let’s dive into these outfit inspirations that will have you ready for a stylish day among the vines!
1. Cozy Knit Sweater and Flared Jeans
Embrace the essence of fall with a cozy knit sweater and flared jeans. This outfit not only keeps you warm but also allows you to enjoy a relaxed day at the vineyard. Choose a chunky sweater in rich autumn shades like burnt orange or deep burgundy. These colors beautifully echo the changing leaves and enhance the vineyard’s picturesque scenery.Flared jeans add a vintage vibe and balance the sweater’s bulk, creating a flattering silhouette. Pair your outfit with ankle boots and a wide-brimmed hat for that perfect vineyard chic look. Add a statement necklace or a colorful scarf for a splash of personality that makes your outfit truly stand out.Remember to layer up! A denim jacket or a classic trench coat can complete your look and keep you snug as the temperatures dip.- Choose rich autumn colors for your sweater.- Pair with ankle boots for a stylish touch.- Accessorize with hats and necklaces for flair.- Layer with a denim jacket for added warmth.With this outfit, you’ll feel both comfortable and stylish as you sip wine and wander through the vineyard.
Winery outfit fall should feel effortless—start with a chunky knit in burnt orange, pair it with flared jeans, and finish with ankle boots. It’s cozy, chic, and ready for any vineyard moment you chase.
Product Recommendations:
• Women’s Oversized Sweaters 2025 Long Sleeve Fuzzy Knit Casual Chunky Pullover
• High Waisted Flare Jeans for Women Bell Bottom Jeans with Belt for Women
• Wide-Brimmed Felt Hat for Women
2. Elegant Midi Dress with a Denim Jacket
For a feminine touch, consider an elegant midi dress paired with a denim jacket. Select a dress that features warm autumnal prints—florals, paisleys, or even bold geometric patterns. The flowing fabric of a midi dress adds grace as you stroll through the vineyard, making your outing feel special.A light denim jacket balances the elegance of the dress while providing just the right amount of warmth. Complete your look with cute ankle booties or knee-high boots for a stylish twist. A statement belt can cinch your waist and add a chic touch, while a contrasting crossbody bag lets you carry essentials easily.- Look for autumnal prints in your dress.- Layer with a denim jacket for casual style.- Use a statement belt to define your silhouette.- Choose a crossbody bag for practicality.This outfit not only makes a statement but also transitions effortlessly from daytime tastings to evening relaxation.
3. Classic Turtleneck with a Pleated Skirt
A fitted turtleneck paired with a pleated skirt offers style and warmth, making it an ideal choice for wine tastings. Opt for a neutral turtleneck—think cream, black, or rust—then add a pleated skirt in a vibrant wine or mustard shade for a lively contrast. This combination keeps your outfit polished while allowing for movement.The playful swish of the pleats as you walk adds a fun element, perfect for those Instagram-worthy vineyard photos. Complete this look with knee-high boots and a chunky scarf for warmth and texture. A structured handbag ties everything together, enhancing your chic appearance.- Choose a fitted turtleneck for a flattering look.- Add a pleated skirt for elegance and movement.- Layer with knee-high boots for comfort.- Use a structured handbag for style.This outfit balances luxury with comfort, perfect for a delightful afternoon of wine tasting.
Winery outfit fall tip: pair a cream turtleneck with a wine-hued pleated skirt for warmth and movement. Keep it simple with knee-high boots and a chunky scarf—perfect for effortless vineyard selfies and chic, everyday style.
4. Chic Layered Look with a Flannel Shirt
Flannel shirts are back in style, and they can look incredibly chic when layered correctly. A flannel shirt over a simple tee or tank creates an effortlessly cool outfit, ideal for a day at the vineyard. Select a flannel in warm, earthy tones with classic checkered patterns to match the fall atmosphere.Pair it with high-waisted jeans or stylish joggers for a laid-back yet trendy look. Comfortable footwear, like trendy slip-on sneakers or combat boots, keeps you ready for vineyard adventures. Accessorize with a fedora hat or a beanie for added flair, while simple jewelry keeps the look polished.- Choose a flannel shirt in earthy tones.- Layer over a simple tee for effortless style.- Pick comfortable footwear for exploring.- Add a hat for a fun twist.This outfit perfectly merges fashion and function, making it a great choice for casual vineyard outings.
Last update on 2025-12-03 / Affiliate links / Images from Amazon Product Advertising API
5. Bohemian Maxi Dress with a Knit Cardigan
Capture a laid-back, bohemian style with a maxi dress and a cozy knit cardigan. Choose a maxi dress in flowy fabric with bold patterns that stand out against the vineyard backdrop. Earthy tones or jewel colors beautifully reflect the essence of fall.An oversized cardigan not only adds warmth but also enhances the outfit’s dimension. Depending on your accessories, this look can be dressed up or down—pair with strappy sandals for a relaxed vibe or ankle boots for more style. Layered necklaces and a floppy hat can enhance the boho feel, while a woven tote bag adds rustic charm.- Opt for a maxi dress for comfort and flow.- Layer with a knit cardigan for warmth.- Accessorize with bohemian jewelry for flair.- Choose a woven tote bag for practicality.With this outfit, you’ll feel free-spirited and chic as you enjoy the flavors of the vineyard.
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6. Tailored Blazer with a Graphic Tee
Elevate your casual look by pairing a tailored blazer with a graphic tee. This combination strikes the right balance between smart and fun, making it perfect for a vineyard setting where elegance meets casual vibes. Choose a blazer in a rich color like deep green or navy to fit the fall palette.Underneath, a graphic tee adds a playful touch, letting your personality shine. Pair this look with tailored trousers or chic cropped pants for a refined yet approachable vibe. Complete the outfit with classic loafers or stylish mules, and a statement bag to stand out during your vineyard adventure.- Select a tailored blazer for sophistication.- Pair with a graphic tee for personality.- Opt for tailored trousers to keep it polished.- Use a statement bag for flair.This stylish combo not only keeps you warm but also ensures you look great while enjoying the vineyard.
7. Sporty Chic: Jogger Pants and a Puffer Vest
For a sporty yet chic look, consider jogger pants matched with a lightweight puffer vest. This outfit is perfect for those on the move, allowing freedom to explore without sacrificing style. Choose joggers made from luxe fabric to avoid the typical sweatpants look.Pair them with a fashionable puffer vest for warmth and a stylish silhouette. This combination is especially handy for outdoor vineyard adventures, enabling layering while keeping you cozy. Finish the look with trendy trainers or slip-on sneakers for comfort as you traverse the vineyard. A backpack or crossbody bag makes it easy to carry your essentials without being weighed down.- Choose luxury joggers for style and comfort.- Wear a puffer vest for warmth without bulk.- Opt for comfortable footwear for exploration.- Use a backpack for hands-free convenience.This sporty chic outfit is practical and stylish, perfect for whatever the day brings.
8. Stylish Overalls with a Cozy Turtleneck
Overalls are a fun and trendy option for winery visits, blending comfort with style. Pairing overalls with a cozy turtleneck creates a trendy, relaxed outfit that’s both functional and fashionable. Choose durable denim overalls and a classic or colored turtleneck underneath for versatility.This outfit is perfect for sunny vineyard strolls or cooler evenings. Complete the look with platform sneakers or ankle boots for comfort on your adventure. A floppy hat adds flair while providing sun protection.- Opt for durable denim overalls for comfort.- Layer with a cozy turtleneck for warmth.- Accessorize with trendy footwear for style.- Add a floppy hat for sun protection.This playful look captures the spirit of fall, allowing you to embrace adventure in the vineyard.
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9. Timeless Leather Jacket with a Simple Dress
A leather jacket is a classic fall staple that can elevate a simple dress instantly. Choose a fitted leather jacket that flatters your figure, providing warmth and an edgy vibe. Pair it with a solid-colored or patterned dress in rich shades like emerald or plum to keep your look autumnal.The contrast between the feminine dress and the tough leather creates a stylish balance. Finish off with lace-up boots or heeled ankle boots for a hint of rugged charm. A bold lip can also elevate your vineyard look, ensuring your confidence shines.- Choose a fitted leather jacket for style.- Opt for richly colored dresses for visual interest.- Finish with lace-up boots for rugged style.- Add a bold lip color for confidence.This outfit is perfect for evening vineyard visits, keeping you warm and fashionable as the sun sets.
Fun fact: a fitted leather jacket can instantly turn a simple dress into a winery outfit fall wow moment. The feminine dress meets rugged edge for practical warmth and edgy vibe. Pair with lace-up boots and a bold lip to seal the look.
10. Tailored Pants with an Oversized Sweater
Tailored pants paired with an oversized sweater create a chic look ideal for vineyard visits. This outfit combines comfort and class, allowing you to enjoy sipping wine while looking effortlessly stylish. Choose tailored pants in a neutral shade like beige or gray, and opt for a cozy oversized sweater in a contrasting color to keep it polished yet relaxed.Add heeled booties to elongate your silhouette, and accessorize with a statement belt to highlight your waist. A structured handbag completes your look, ensuring you stay organized as you explore the beautiful vineyard.- Select tailored pants for elevated style.- Wear an oversized sweater for comfort.- Use a statement belt to define your waist.- Add a structured handbag for organization.This outfit is perfect for anyone wanting a stylish yet comfortable option while enjoying the vineyard’s picturesque scenery this fall.
Conclusion
As fall rolls in and vineyard adventures await, these outfit ideas will help you shine while enjoying the beauty of the season. From cozy knits to elegant layers, each look captures the essence of autumn style and vineyard chic.
No matter which outfit you choose, remember that comfort is key—after all, the best memories are made when you feel confident and at ease. So gather your friends or that special someone, don your favorite look, and enjoy the wine, scenery, and the crisp fall air!
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Frequently Asked Questions
What are the best colors to wear for a winery outfit in fall?
Fall is all about embracing the rich and warm hues of the season! Think about incorporating colors like deep burgundy, mustard yellow, and forest green into your winery outfit. These shades not only complement the autumn landscape but also add a touch of vineyard chic to your overall look. Don’t forget to mix in some neutral tones like cream or taupe to balance your outfit beautifully!
How can I style layers for a winery visit in the fall?
Layering is key for staying comfortable and stylish during your vineyard visits in fall! Start with a lightweight base layer like a fitted turtleneck or a long-sleeve shirt. Add a cozy sweater or cardigan for warmth, and top it off with a chic trench coat or a stylish jacket. This way, you can easily adjust your outfit as the temperature changes throughout the day while still looking fabulous!
What type of footwear is best for a winery outfit in the fall?
Choosing the right footwear is crucial for a winery visit! Opt for ankle boots or stylish loafers that provide comfort and support as you stroll through the vineyard. Make sure your shoes have a good grip, especially if you’re walking on uneven surfaces. If you want to add a bit of flair, choose boots with some embellishments or unique textures to elevate your autumn style!
Are there any specific accessories that enhance a fall winery outfit?
Absolutely! Accessories can make or break your winery outfit in fall. Consider adding a wide-brimmed hat for that chic vineyard vibe, along with a cozy scarf in a complementary color. Don’t forget a statement necklace or some earrings to add a touch of sparkle. A stylish bag is also essential—choose one that’s both functional and fashionable for your day at the vineyard!
How do I choose the right fabric for my fall winery outfit?
When selecting fabrics for your winery outfit in fall, prioritize warmth and comfort! Go for materials like wool, cotton blends, or cashmere for your layers. These fabrics not only keep you cozy but also add a touch of elegance to your look. Avoid overly heavy materials that can restrict movement or make you feel bulky; instead, aim for breathable fabrics that allow for easy layering and maximum comfort!
Related Topics
winery outfit fall
autumn style
vineyard chic
fall fashion
seasonal trends
casual elegance
layering techniques
wine tasting attire
outdoor events
fashion for vineyards
chic outfits
easy fall looks
These outfit ideas are so cute! I can totally see myself strutting through a vineyard in that cozy sweater and boots combo. What’s your favorite go-to fall color for winery trips?
I loved the suggestion of wearing scarves! They’re like a hug for your neck. Why did the grape stop in the middle of the road? Because it ran out of juice!
Did you know that the oldest known winery dates back to 4100 BC? Imagine the outfits they must have worn back then! Your post inspired me to think about what I’d wear for a vineyard visit!
I once went to a vineyard in a bright yellow dress, thinking I’d stand out. Turns out I matched with the autumn leaves perfectly! I love how outfits can blend with nature sometimes.