Planning a trip to a winery is always an exciting experience. Whether you’re going for a wine tasting or enjoying a scenic walk through the vineyard, what you wear sets the tone for the day. The key to dressing for a winery trip is finding that perfect balance between comfort, style, and a touch of elegance. You want to look effortlessly chic while being comfortable enough to wander through the vineyards or relax on a sunny patio.
Luckily, wineries are the perfect setting to showcase your stylish side while still keeping things casual. From flowing dresses to cute hats and comfy shoes, I’ve rounded up 19 winery outfit ideas to inspire your next vineyard trip.
1. Chic Western Glam for the Perfect Vineyard Outing
Rock a bold and stylish look with this black two-piece set featuring a cropped top and mini skirt, topped off with a blazer that sports feathery cuff details. The suede knee-high boots and wide-brim hat add a trendy Western touch, making it the ultimate winery outfit.
2. Boho Chic Vibes for a Relaxed Vineyard Stroll
For a laid-back yet stylish winery look, opt for a flowy off-the-shoulder white crop top paired with rust-colored high-waisted pants. Add a wide-brim tan hat for a touch of bohemian flair, and you’ve got the perfect ensemble for a sunlit vineyard adventure.
3. Autumn-Inspired Plaid Perfection for Vineyard Visits
Capture the fall winery vibe with a warm rust-colored blouse paired with a plaid mini skirt. The suede knee-high boots and wide-brim hat complete the look, blending comfort with effortless style, making it the perfect ensemble for sipping wine among the vines.
4.Floral and Flowy Dresses for a Carefree Vineyard Day
Enjoy the perfect mix of feminine elegance and fun with floral prints and flowy dresses. Whether in a lace skirt, a floral puff-sleeve dress, or a ruffled mini, each look is paired with a wide-brim hat for effortless winery style, ideal for laughter-filled vineyard moments.
5. Cozy-Chic Layers for a Stylish Vineyard Day
Keep it classy and comfortable with a beige poncho draped over a white tank top and light-wash jeans. Paired with oversized sunglasses and a chic crossbody bag, this layered look is perfect for transitioning through cooler vineyard temperatures while maintaining effortless style.
6. Effortless Charm for a Relaxed Vineyard Look
This laid-back yet stylish outfit features a floral crop top and high-waisted distressed jeans, perfect for a carefree stroll through the vineyard. Paired with simple sandals and a glass of wine in hand, it’s the ideal choice for a chic and comfortable winery adventure under the setting sun.
7. Desert Chic for a Sophisticated Vineyard Adventure
This effortlessly chic ensemble features a wide-brimmed hat, oversized blazer, and stylish romper, creating the perfect blend of comfort and sophistication. Paired with heeled sandals and sunglasses, this look is ideal for enjoying a breezy day at the vineyard with a glass of wine in hand.
8. Boho Vibes for a Rustic Vineyard Day
This earthy-toned mini dress paired with patterned tights, cowboy boots, and a wide-brimmed hat creates the ultimate boho-chic winery look. Perfect for an indoor wine cellar experience, this outfit combines effortless style with rustic charm, making it ideal for your next vineyard adventure.
9. Playful and Feminine Styles for a Vineyard Outing
This duo shows off contrasting yet complementary winery looks, with one flaunting a chic cream-colored two-piece set, complete with a wide-brimmed hat, while the other stuns in a flowing pink tiered dress. Both styles embody relaxed elegance, perfect for sipping wine and enjoying a sunny vineyard day!
10. Breezy White Dress for a Relaxed Vineyard Day
This flowing white maxi dress paired with a wide-brimmed straw hat and comfy wedge sandals is the perfect ensemble for a casual winery outing. Add a chic crossbody bag and aviator sunglasses, and you’ve got a laid-back yet stylish look, perfect for sipping wine under the sun in comfort and elegance!
11. Plaid and Cozy for a Stylish Vineyard Stroll
This chic winery look pairs a plaid mini skirt with a white ribbed long-sleeve top, adding a touch of sophistication to a casual vineyard outing. The wide-brimmed hat and neutral ankle boots complete the look, making it both comfortable and trendy for a day of wine tasting in style.
12. Simple and Elegant in Black for a Relaxed Vineyard Day
This effortlessly chic black maxi dress is perfect for a laid-back winery adventure. The sleek silhouette and casual pockets create a comfortable yet stylish look, paired with minimal accessories and sunglasses. Ideal for sipping wine and enjoying a serene vineyard atmosphere.
13.
14.
15.
16.
17.
18.
19.
Conclusion: The Perfect Winery Look Awaits
A trip to a vineyard is the perfect opportunity to blend comfort with style. Each of these 19 outfit ideas offers a mix of sophistication, ease, and practicality, making it easy to enjoy a day of wine tasting and vineyard strolls without worrying about your look.
With these stylish options in mind, stepping into the vineyard will feel like second nature, allowing the beauty of your surroundings to complement your carefully curated outfit. Cheers to a day filled with wine, good company, and impeccable style!