What to Wear to a Winery Over 50
Heading to wine country? Visiting a vineyard? Gurls, I’ve never been to Napa Valley, but Joe and I are considering a trip. He’s looking at hotels and travel arrangements, and I’m thinking about the important things, like what to wear! My research says comfy is key! And when isn’t it?
Here’s my take on what to wear to a winery over 50. For those of you who’ve been, leave a comment at the end and let me know what I’ve forgotten!
A First-Timer’s Guide to Winery Visits
Since this would be my first time, I did a little research on some common questions to help us both feel prepared.
- Comfort is Key: You’ll likely be standing, walking on gravel paths, and possibly touring vineyards, so comfortable shoes are a non-negotiable.
- Layer Up: Temperatures can vary from warm sun to a cool breeze in a cellar. A light jacket or cardigan is a smart addition.
- Leave the Strong Scents at Home: Strong perfumes can interfere with the delicate aromas of wine, so it’s best to avoid them for a wine tasting.
- What to Carry: A small handbag or crossbody is perfect for carrying your essentials without getting in the way.
Talbots Straight Ankle Cuff Jeans
I always start with a great pair of pants. I love that these crisp, Straight Ankle Jeans with a cuff hit just above the ankle, so I can show off my cute sandals. Made from stretch denim, they would be comfy during walks through the vines. Pair with a light blouse and I’m vineyard-ready. Lead me to the wine tasting experience!
- Stretch denim adjusts as you move
- Ankle cuff adds casual polish
- Works with sandals or low wedges
Talbots Elbow Sleeve Shirt – Delicate Leopard
This Leopard Shirt would look good with the pants above! The leopard is classic but not loud, and the elbow sleeves would be super comfy for warm-weather sipping. The fabric looks like it drapes beautifully without clinging. I’d style it half-tucked into jeans for that laid-back-cool look, as I’m pretending that I love wine tastings. Ha!
- Lightweight knit, easy to layer
- Elbow sleeves are breezy and flattering
- Soft leopard print adds a fun twist
Talbots Boot-Leg Pants – Refined Denim
If jeans feel too casual, these Boot-Leg Pants give that polished-to-dinner look with ease. Faux denim drapes elegantly, and they would look great with flats or sandals. No high heels on a wine tour! These are a step up, but still comfort-first.
- Slim through hip, gentle flare at the bottom
- Lightweight fabric won’t weigh you down
- Ideal for vineyard dinners
Talbots Tie-Front Crewneck Tee – Camden Stripe
This Striped Tee is the definition of charming casual! The tie-front gives some shape, and the indigo stripes feel fresh and breathable. Perfect under a denim jacket for cooler cellar tours. It’s also available in a lovely yellow if you want something bolder.
- Tie-front offers subtle waist definition
- Soft knit with casual-chic appeal
- Pairs beautifully with jeans or pants
Ann Taylor Belted Wide-Leg Linen-Blend Pant
I also think these would be gorgeous and appropriate. Maybe for upscale tastings. I don’t want to drag the hem through the dirt while picking grapes, lol. These Linen-Blend Wide Leg Pants are it. They flow beautifully through vineyard terraces, and the belted waist flatters and defines. Great with sandals or wedges. Just make sure to pack comfortable shoes with all of these outfits!
- Linen blend is breathable and cool
- Wide-leg silhouette is effortlessly chic
- Belt pulls your look together
Chico’s Frayed Denim Maxi Dress
Love how this Denim Maxi Dress keeps it classic casual but with a stylish edge. The frayed hem adds texture, and I could wear it belted or loose. I’ve got a hundred lightweight sweaters I could throw on with this, too, for a cooler day of wine tasting. Add your favorite sandals and a straw hat for complete winery style.
- Maxi length is flowy yet grounded
- Frayed detail offers a relaxed look
- Easy to dress up with accessories
What to Pack
All of my research said to remember sun protection. Apparently, winery sun can surprise you. But there are a few other things you should remember.
Talbots Packable Straw Hat
All of my research said to remember sun protection. Apparently, winery sun can surprise you. This Packable Straw Hat is practical and chic.
- Folds flat and holds shape
- Wide brim offers sun protection
- Adds those final summer-vacay vibes
Women’s Arch Support Sandals Adjustable Thong
Comfortable sandals with arch support? Yes, please! These Adjustable Thongs let your feet breathe, would handle cobblestones, and look good with everything I’ve linked above. Perfect for standing through a tour or picnic.
- Adjustable straps for a perfect fit
- Arch support saves your feet
- Lightweight and go-with-everything style
Vionic Uptown Willa Slip-On Sneaker
These Slip-On Sneakers are dressier than your basic kicks, but are still built for comfort. Ideal for gravel paths, winding winery walks, or lifting your weekend strolling vibes. They go with almost every winery outfit!
- Built-in arch support
- Slip-on yet polished enough for casual dress
- Subtle suede gives grown-up texture
Winery Style Is A Blend Between Fashion and Function
Winery style over 50? I’m thinking it’s all about the blend: comfort underfoot, breathable layers, and relaxed silhouettes that move with you. Wear a sundress, a skirt, or even your favorite boots if the weather is cooler. Whatever attire you choose, just wear it with confidence. Cheers to that!
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There is nothing more relaxing than sipping a glass of wine on a winery patio surrounded by by nature. These outfits are perfect for for wine tasting.
🙂
😊Love the delicate leopard top and the ankle jeans. The black slip on shoes would be ideal and fashionable. The wineries are so beautiful.
🙂 I have been to the Biltmore House and had wine there some 37 years ago when we were on our honeymoon. We bought a bottle of wine and have never opened it!
😊 very cute outfits. I wouldn’t wear white pants though- with my luck I’d have red wine spills! I do enjoy going to wineries though. Always a good time.
😊 I’ve always wanted to visit Napa and Sonoma. These outfits would be perfect.
😀. Comfort is definitely key! Comfortable shoes and layers!
🙂 Cute stuff.
🙂 Napa is my happy place!
☺️ Cute winery outfits! Love the denim dress!
😀 nice outfits, classy, specially for a winery
😊Lovin’ the tie front tee.
😀 Found it! I love this post! I live in California and go wine tasting several times a year. My advice is to wear tennis shoes, not sandals. Many wineries have dirt or gravel parking lots and if you wear sandals, your feet will get dirty!! But more importantly, take plenty of water and stay hydrated or the wine goes straight to your head!! 🍷
☺️come to New York State for great wineries, great for Fall leaf peeping in the Fingerlakes!
😀 You will have a great time. I have been to Napa, but also have heard Paso Robles is how Napa used to be. Great choices. So hot here in FL…would love to wear a brown or burgundy sweater sometime soon, lol.
I would highly recommend making reservations in advance of your trip at the Opus One winery and the Camus winery. Both are excellent wineries.
🙂 Wine tour, sounds like fun!!! I still like the Chico’s Frayed Denim Maxi Dress
I’ve been to Napa/Sonoma many times. Definitely layer up and wear shoes with no or low heels. You’ll be walking more than you think and often on gravel/dirt paths through the winery property.
🙂
Napa is a must do trip for sure, but I enjoyed Sonoma much more.
😊 want to try the vionic slip ons
🙂 definitely would need sun hat.
Really appreciate your recommendations for what shoes to wear to a vineyard. The choices were stylish and look comfy.
Great suggestions, Tania. I hope that you, Joe, and your family had a wonderful time.
Tania, Napa is Beautiful! There are so many great restaurants and really good wineries to visit! Comfort is the key! You always look so beautiful, you can’t go wrong! Happy Thursday❤❤❤
🙂 I have not been on a winery tour. I definitely would wear comfortable shoes. The vionic slip on would be my choice!
😃 I’ve never been to a vineyard or a wine tour, but your selections look good for a day of walking and touring anywhere.
🙂 My daughter live in Sonoma and we have done Napa and Sonoma wineries many times. You are spot on with your fashion choices. Low to no heel and layers because it is cool where they store the wine and many tastings can be in the cellars.
😊 I like these outfits!
Tania, thank you for your thoughtful research and post. Having been to Napa twice and Paso Robles three times (yes we like our wine) comfort is key and trying to look fashionable as well! Try Paso, the wine is AMAZING!
😊I like the leopard blouse and the black slip ons.
😊 Go while you can. Due to health issues our “big” travel days are over. But we did have some amazing trips.
Great choices.
😊The Talbots boot leg pants are great!
: ) Good planning.
California wine country is awesome especially in the fall when the colors are changing and the weather is cooler. Such a great trip!
😀great outfit choices and I love the vionic slip on sneaker- comfy and nice looking!
😊 I like wineries. Napa Valley will be so much fun! I like the tie front tee and sandals.
Found it 🙂 Have not done a winery tour, but have been to some wineries. Ive just wore jeans or shorts and a comfy top, sandals or sneakers. Depends on the weather and time of year. All of your ideas are cute.
😊Love the denim dress! Most of this advice could fit shopping, farmer markets, errands, volunteering and daily life!!!😁
🙂never been to a winery
Found it! Plan a spa/winery trip. You will love it.
🙂Just returned from Napa valley and San Francisco, the wines and the views are great! Love the ideas here,
Napa is a wonderful place to visit. We went the week between Christmas and New Years. We stayed at the River Terrace. A beautiful hotel right in Napa and walking distance from the downtown area. The vineyards are so beautiful and the wineries are all beautiful and unique. Enjoy!
Suggestion: Take a limo winery tour. Usually three or four different winery stops with no worries about driving.
🙂 Great tips. Comfort and style and I liked viewers suggestion on water bottle.
🙂 Cute Black and white stripe top! Still love that denim dress.
☺️
I agree to being comfortable. Love the Vionic loafers.
found it 🙂
love that leopard shirt!
🙂 Spending and afternoon at a winery is great on a fall day. thanks for the outfit inspirations. Have a blessed week!
🙂 Great ideas. I love a good winery tour!
😊. We did the Monticello Wine Tour from Charlottesville, Va. it was a two day event and it was outstanding. You’re absolutely right in saying be comfortable. Take a light jacket and a water bottle! Great outfits.
Good idea!
You are rocking those suede boots. Here, in Palm City, they just don’t go. Flip flops are worn year round here. But when you hail from Connecticut, you yearn to wear your jeans, sweaters and loafers as soon as the temperature is south of 70. I’ll be 74 in October and jeans and sweaters are still my favorites. I will be watching your blogs on fall trends with great interest.
🙂 Have not done a winery trip. I like the dark denim jeans.