Wine tasting is a fun and unique way to experience the different wines offered by a winery or vineyard. If you want to dress up for a trip to wine country, these winery outfits will help you create an effortlessly cute and chic look for the vineyard. Whether you’re visiting Napa, Sonoma or Tuscany, we’ll show you what to wear to a winery for a stylish outfit that fits the season and occasion.
While some venues may have a dress code, these beautiful wine tasting outfit ideas will elevate your style and have you looking fashionable for any occasion, from tours and dinners to formal events. In the spring and summer, you can style a gorgeous floral midi or maxi dress with comfortable heeled sandals and a classy crossbody bag for a timeless yet casual look. For fall and winter attire, a sweater dress with ankle or knee high boots can be a classic choice while leggings and a long-sleeve top with a cozy knit poncho might offer the perfect vibe.
For inspiration, this guide will show you examples of what to wear to a winery. From summer to winter ensembles, these stunning wine tasting outfits will have you looking cute and classy.
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What To Wear To A Winery
When it comes to the dress code, what you should wear to a winery will depend on the venue you visit, the season, the weather and the occasion. Wine tasting attire is generally casual and chic clothing that looks stylish and feels comfortable for a dressy outfit. If you plan to go on a wine tour, you’ll want to pair your outfit with comfortable shoes such as heeled sandals, flats, boots, loafers or designer sneakers.
Upscale wineries typically ask for slightly formal attire that’s suitable for elegant tasting rooms, while casual locations have few rules and regulations in place for visitors. If you’re visiting for an anniversary or special occasion, you might want to dress up and wear a stunning dress with classy low heels that will help you look stunning on the tour and during the wine tasting.
When visiting a winery in the summer, you can style tailored dress pants, a loose blouse and strappy sandals for a modern bohemian look. Since wineries in Napa and Sonoma can get chilly, you’ll want to also pack a light cardigan, jacket or coat for extra warmth and comfort.
While some wineries may have a dress code, most venues do not require heels as a standard. For a classy smart casual outfit, you can wear adorable kitten heels or platforms to lift your look without sacrificing comfort. Alternatively, a cute pair of ankle boots with a tank top and a fit and flare skirt is perfectly retro without looking overly casual.
Most wineries will seat you for tastings, but you’ll still be spending several hours on your feet while tackling gravel and cobbles. For this reason, loafers, block heels, gladiators and ballerina pumps are all excellent picks for when you need to prioritize comfort.
Some popular ideas for winery attire include:
- A midi, maxi or sweater dress
- Tailored pants, cute skirt, shorts and jeans
- Jumpsuits, rompers and leggings
- A chic blouse, linen top, button-down shirt, tank top and turtleneck sweater
- Comfortable shoes like heeled sandals, flats, boots, wedges, loafers or stylish sneakers
- Minimal jewelry and easy-to-carry purse
Spring and Summer Winery Outfits
Spring and summer winery outfits should feature lightweight materials for an effortlessly cool and comfortable style. Although elegant white outfits look stunning, you’ll want to wear loose-fitting pieces in darker jewel tones that may hide clumsy spills and allow you to enjoy cheese plates without issues. For risk-taking fashionistas, bold prints are beautiful if you want to capture a contrasting shot against the vines.
When it comes to appropriate styles, maxi and midi dresses are always solid picks that are airy and casual without looking overly urban. For a Grecian feel that’s slightly edgy, a ruffle detail sundress or a side-slit max pairs beautifully with sandals or ankle boots for bold contrast.
If you’re worried about gusts of wind, tailored or paperbag shorts are trendy options that flatter most figures. For something posh, cigarette pants with a floral blouse or a slouchy knit top are simply gorgeous. If in doubt, a classy jumpsuit is a reliable all-in-one option that’s suitable for small family-owned wineries and upscale locations.
To finish your outfit, throw on a pair of classic hoops and a trendy wide-brim hat to protect your skin. If you’re battling fluctuating springtime temperatures or powerful air conditioning, a light denim jacket or soft knit sweater can be a useful layer.
Fall and Winter Winery Outfits
Fall and winter winery outfits can feature stylish pieces like sweater dresses, pants and knitwear for a cute and stunning style that will have all eyes on you. When styling a cute wine tasting outfit, you’ll want to wear layers to create a comfortable and warm ensemble.
A trusty wool coat with a tie-waist is a wonderful way to showcase your figure while keeping warm, but you can throw on an oversized pea coat, knitted sweater and charming beanie for a youthful and refreshing vibe. If you’re visiting an upscale winery, a figure-flattering sweater dress, tall boots and sleek tights will make you the queen of any tasting room.
If you’re not a fan of dresses, long pants made from thick and insulating materials are classy and timeless picks that pair well with most tops. You can choose a long-sleeve blouse in a muted color for a feminine feel, but it’s worth layering a thermal top underneath to keep yourself toasty while you’re outside.
For the ultimate femme-fatale appearance, a matching monochromatic knitted skirt, top and coat is a striking choice that never fails to look chic and glamorous. To pull things together, throw on a lightly patterned designer scarf for a touch of contrast.
To finish your look, pair your stunning winter or fall outfit with a leather crossbody bag to keep your hands free for unlimited pours. To protect your eyes from the glaring sun and add flair to your look, oversized sunglasses and delicate jewelry will push your ensemble into old-school Hollywood territory.
Wine Tasting Outfits
Midi Dress
A midi dress is the perfect choice for a wine tasting outfit that looks sophisticated and feminine yet casual. During the summertime, it’s best to stick with flowing styles that keep you comfortable as you explore the expansive grounds. If you’re looking for something edgier, consider rocking vibrant colors or bold patterns that will instantly pop in any photograph.
Pretty ruffle dresses are always chic, but you can also cater to your daring side with slits, a charming sweetheart neckline or a hint of cleavage. When it comes to footwear, keep things simple with a pair of Grecian sandals, nude ballerina flats or chunky heels.
When the fall weather hits, a long-sleeve midi dress made from knit or cashmere is a warm and trendy choice that always looks polished. During the wintertime, sturdy boots, black tights and a classic coat will set you up for success as you’re sipping away.
Maxi Dress
A maxi dress is a romantic choice for the summer months that screams upscale elegance. A typical maxi dress is made from lightweight and airy materials that make battling balmy weather a breeze. Floral patterns are pretty and feminine, but you can rock bold block colors or busy prints if you’d like to showcase your unique style or camouflage any accidents throughout the day.
To complete your ensemble, try heeled espadrilles or wedges to add a bohemian twist to your look. For something more traditional, you can wear relaxed strappy sandals or thick ankle-strap heels. To keep your dress at the center of your outfit, choose low-key accessories and avoid chunky costume jewelry that might overwhelm your look.
Cute Shorts and Blouse
Cute shorts and a blouse will never go out of style as they’ll keep you cool and comfortable as you trek through the sprawling vineyards. It’s best to stick with light cotton or linen materials as they’re extremely breathable and will help to wick sweat away from the body.
Although you may be able to rock denim shorts at casual family-owned wineries, dressier paperbag, tie-waist or tailored belted styles are generally more appropriate. When it comes to your blouse, you can’t go wrong with a pastel top during springtime or a darker shade during the cooler months. Just remember to pair patterned shorts with a plain blouse and vice versa to avoid unsightly clashes.
If you’re worried about looking overly relaxed during your visit, an elegant hat, a pair of neutral mules, and timeless gold jewelry are bound to elevate any ensemble.
Midi Skirt with Tank Top
A midi skirt with a tank top is a fashionable choice that creates an irresistible smart casual outfit. When wearing a skirt to a winery, you can choose a fitted midi to highlight your bombshell body, but flowing linen skirts or silk slip styles are more comfortable options that you can easily dress up or down. Gingham and floral skirts are adorable picks for the spring and summer months, and you can complete your look with casual slip-on mules or sandals for the ultimate in countryside chic.
If you need to create a stylish winter outfit, pair a knitted midi skirt with nude tights, ankle boots, a slimline top and an oversized pea coat for a refined feel that incorporates several practical layers. If you’re worried about being cold but don’t want to switch out your slip skirt, a long-sleeve bodysuit can help you retain heat without sacrificing sex appeal.
For the ultimate fall style, combining a leather camel midi skirt, cream sweater, a textured crossbody bag and a pair of knee-high boots radiates girl boss vibes that you simply can’t beat. To pull your look together, grab a wool fedora and a soft silk scarf.
Jeans and Button-Down Shirt
Jeans and a button-down shirt are the perfect pieces for women who want to look modern, stylish and put-together with minimal effort. Although most wineries accept jeans, you’ll want to quickly check a location’s dress code before throwing on your trusty denim. As a rule, it’s best to wear dark wash jeans without rips as they tend to look more elegant than contemporary street styles.
Black skinny jeans with an off-white blouse look stunning with matching Chelsea boots, but you can also sport dark blue denim with a pastel top for a refined feel during springtime. If you’d prefer to wear flat shoes, classic mules or loafers are solid choices that won’t distract from the main event.
For a retro vibe, create a double denim look with a lightweight jacket, an oversized blanket scarf and a brown suede fedora. If you’re feeling brave, elegant white jeans work well with cork wedges and a tailored button-down shirt for a corporate-chic feel that looks incredibly refined.
Elegant Jumpsuit
An elegant jumpsuit is a stunning alternative to classic dresses or pants when the warmer weather starts to hit. For a textured touch, a sleeveless ribbed jumpsuit can add visual interest to your look during the summer. If you’d like to showcase a hint of skin around your neckline, a V-neck or light plunge detail can add pizzazz to your ensemble in seconds.
As a rule, jumpsuits are more popular during spring and summer. However, you can still rock a jumpsuit during the winter months by choosing a long-sleeved cut and throwing on a striking winter coat and a pair of elegant Chelsea boots. To keep your look cohesive, stick with neutral tones and add pops of color with a scarf, a crossbody bag and classy leather gloves.
When it comes to footwear, ankle-strap wedges or short nude heels are reliable picks that will keep you comfortable. For women who prefer flat shoes, stick with ballet flats or sandals for the perfect smart-casual feel.
Sweater Dress
A sweater dress is an easy way to showcase your signature style during the cooler months, giving you scope to experiment with texture, color and accessories for a trendy and contemporary look. Camel and black are solid hues that flatter every skin tone, but don’t be afraid to rock burgundy, sapphire or emerald shades for the ultimate autumnal style.
Sleek midi-style sweater dresses in neutral colors are always reliable options for most women, but you can switch things up with a shorter belted style paired with tights if you’re on the petite side. If you opt for a shorter style, bring out your inner daredevil with suede thigh-high boots in a bold shade. To keep you warm while you’re waltzing around the vineyards, throw on a stylish leather jacket, a chic designer scarf and a cute wool fedora.
Chic Poncho and Leggings
A chic poncho and leggings are beautiful choices if you’re heading to a casual winery, as they promise to keep you comfortable during the transitional months while showcasing your feminine side.
You can throw on a neutral poncho with almost any legging color but sticking with classic black leggings allows you to work with brighter accessories and textured footwear for a fun and fresh finish. To add a sophisticated sheen and exciting contrast to your outfit, pair pleather leggings with brown suede ankle boots for a modern and youthful edge that’s bound to turn heads.
If you’re choosing a deep brown poncho, a matching wool fedora will add a playful bohemian touch to your look with minimal effort. If you’d prefer a preppy feel, a pearl or plaid headband is a gorgeous option. Finish your look with vintage sunglasses and gold jewelry for ultimate Cali girl vibes.
Elegant Slip Dress
An elegant slip dress is a stylish choice for a tour and tasting at a winery, offering a figure-flattering and lightweight outfit for the summer. Slip dresses in light colors that feature floral patterns are always trendy options, but deep yellows, blues or reds are also standout picks that will contrast beautifully against the rows of grapes.
If you’re after a low-key look, rock pretty ballerina flats and a long necklace that falls to your breastbone. For a casual feel that’s chic and classy, espadrilles and a canvas tote bag are lovely additions that will lift your ensemble instantly. If you’re planning to wear a slip dress during the cooler months, switch out your flats for ankle boots and keep a roll-neck sweater and a simple pair of tights on hand.
Trousers and Stylish Shirt
You can wear cute pants and a stylish shirt to keep your look classy and casual, allowing you to dress it up or down depending on the occasion. Pairing white linen pants with a black tank top or wearing classic neutrals never fails to look polished. Fashionistas can choose vibrant shades to highlight their individuality.
Tailored silhouettes are the most flattering, but tie-waist pants are an excellent option for women who don’t like wearing fitted pieces. As your clothing will be the focus of your outfit, dainty jewelry, classic sunglasses and basic heeled sandals will pull your ensemble together without overwhelming it.
