While wineries feel timeless, your outfit doesn’t have to be old-fashioned. You’ll want something stylish yet practical, pairing comfort with a touch of elegance. Think flowy maxi dresses that catch the breeze, tailored jumpsuits for a polished look, or even a crisp blouse with high-waisted shorts for a fresh vibe. Accessories like wide-brim hats and layered necklaces can elevate your ensemble effortlessly. Ready to see how these pieces come together for the perfect summer day?
Flowy Maxi Dress With Strappy Sandals

When you’re heading to the winery, especially on a warm summer day, a flowy maxi dress is a go-to choice. Opt for maxi dress patterns like floral prints or soft pastels to match the laid-back vibe. Pair it with strappy sandals styles, such as neutral-toned or metallic designs, for a breezy, elegant look. Add a wide-brim hat or a crossbody bag for a polished, effortless finish.
Tailored Shorts and a Crisp White Blouse

For a chic yet comfortable winery look, tailored shorts and a crisp white blouse are a winning combination. Opt for summer fabrics like linen or cotton to stay cool. Choose high-waisted shorts for a polished fit, paired with a tucked-in blouse for effortless style versatility. Add a belt for definition and sandals for ease. It’s a timeless outfit that balances sophistication with laid-back summer vibes.
Off-The-Shoulder Top With High-Waisted Skirt

An off-the-shoulder top with a high-waisted skirt is a perfect way to show off your summer style while staying comfortable. Off-the-shoulder styles highlight your collarbone, while high-waisted trends elongate your legs, creating a flattering silhouette. Pair a flowy, floral top with a structured midi skirt for a chic winery look. Add delicate jewelry and a crossbody bag to keep it effortless, yet polished. You’ll feel breezy and stylish all day.
Lightweight Jumpsuit and Wedge Heels

Why not trade your usual separates for a lightweight jumpsuit that’s as easy to wear as it is stylish? Opt for jumpsuit styles like a flowy, wide-leg design or a tailored, belted silhouette—both perfect for a winery visit. Pair it with wedge heel types, such as espadrilles or cork soles, for comfort and height. Add a crossbody bag and minimal jewelry to keep the look chic yet effortless.
Denim Skirt and a Breezy Tank Top

A denim skirt and a breezy tank top make for a laid-back yet polished winery look that’s perfect for warm summer days. Go for a midi or mini skirt in a medium wash to nail the denim styling. Pair it with a flowy tank in a soft fabric like linen or cotton. Add summer accessories, like a straw hat or sandals, to keep it effortless yet put-together.
Linen Pants and a Sleeveless Blouse

Ready to elevate your winery wardrobe? Linen pants are a summer trend that’s both chic and practical, offering breathable fabric choices for warm days. Pair them with a sleeveless blouse in a soft, flowy material for a polished yet relaxed look. Opt for neutral tones like beige or white, or add a pop of color with pastels. This combo keeps you stylish and comfortable while sipping wine.
Romper With Espadrilles

For a breezy, effortless winery look, try pairing a romper with espadrilles. Romper styling is perfect for summer—choose one in a floral print or solid pastel to keep it fresh. Pair it with espadrille trends like wedge soles or braided details for a chic, laid-back vibe. This combo’s comfy yet stylish, letting you sip wine without worrying about fussy outfits. It’s summer fashion made easy.
Midi Dress and a Wide-Brim Hat

When the sun’s high and the vineyard’s calling, a midi dress paired with a wide-brim hat is your go-to for a polished yet relaxed winery look. Opt for a flowy, lightweight fabric in soft hues or floral prints to stay cool and chic. The hat’s wide brim offers essential sun protection while elevating your style. Complete the accessory pairing with minimalist jewelry or a crossbody bag for effortless elegance.
Cropped Jeans and a Floral Blouse

A pair of cropped jeans and a floral blouse can be your perfect winery outfit, blending comfort and style effortlessly. Pair light-wash jeans with a flowy, colorful blouse to nail the seasonal trends. Add casual accessories like a woven belt or hoop earrings for a laid-back vibe. This combo lets you stay cool, stylish, and ready for sipping wine under the sun.
Tiered Dress With Block Heels

Reaching for a tiered dress and block heels assures a winery-ready look that’s both chic and practical. Opt for a flowy, midi-length dress in soft color combinations like blush and cream, or navy and white, to keep it fresh. Add layered accessories—think delicate necklaces, a wide-brim hat, or a woven belt—to elevate the outfit. Block heels assure comfort while strolling through vineyards, blending style with ease.
Culottes and a Silk Camisole

Culottes paired with a silk camisole create a polished yet relaxed winery outfit that’s perfect for warm summer days. Opt for high-waisted culottes in a flowy fabric to balance the sleekness of your silk camisole. For silk camisole care, hand wash or use a gentle cycle to maintain its softness. Culottes style tips include tucking in your camisole and adding a belt for definition. Finish with sandals for a chic, effortless look.
Wrap Dress and Flat Sandals

Another great option for a winery visit is a wrap dress paired with flat sandals, offering comfort and style in equal measure. Embrace wrap dress trends with midi lengths and floral prints, flattering for any body type. Add flat sandals, like strappy or espadrille styles, for effortless chic. Layer with a woven bag and minimal jewelry to keep the look refined yet relaxed, perfect for sipping wine in style.
Boho Skirt and a Knit Tank

While the warm summer sun invites you to relax, a boho skirt paired with a knit tank is your go-to outfit for a winery visit. Choose a flowy, patterned skirt for movement, and pair it with a soft knit tank for comfort and breathability. Add boho accessories like layered necklaces or a floppy hat to enhance the vibe. The mix of knit textures and effortless style keeps you chic and cool.
Chambray Shirt Dress and Sneakers

A chambray shirt dress is a versatile, laid-back option that’s perfect for a winery day. Pair it with white sneakers for a clean, casual look, or go bold with red or yellow kicks for a pop of color. Tuck the belt for structure or let it flow for ease. Accessorize with a straw hat or sunglasses to elevate your chambray styling tips, keeping it chic yet effortless.
Embroidered Top With Wide-Leg Pants

If you’re looking for a breezy yet polished winery outfit, an embroidered top paired with wide-leg pants is a winning combo. The embroidered detailing adds a touch of elegance, while the wide-leg trends keep you comfy and stylish. Pair a lightweight blouse with floral or geometric designs in soft colors, like blush or mint, and match it with neutral-toned pants for a chic, laid-back vibe.