What to Wear & Bring to an Outdoor Live Music Event at a Winery in Paso Robles
- Curtis Hascall
- Mar 24
- 4 min read
Live music at a winery is one of the best ways to enjoy Paso Robles—great wine, stunning vineyard views, and the perfect soundtrack to your weekend. But if you’ve never been to an outdoor winery concert before, you might be wondering: What should I wear? What should I bring?

Paso Robles is known for its warm, sunny days and cool evenings, so dressing appropriately and packing a few essentials will ensure you have the best experience. Whether you’re coming to Shale Oak Winery for an intimate acoustic set or a lively weekend performance, this guide will help you dress stylishly and comfortably while being prepared for any surprises.
What to Wear to an Outdoor Winery Concert
1. Light, Breathable Clothing for the Day
Paso Robles can get warm in the afternoon, especially in summer, with temperatures often reaching the 80s or 90s. Choose lightweight, breathable fabrics like linen, cotton, or moisture-wicking materials to stay cool while sipping wine and enjoying the music.
For Women:
Flowy maxi dresses or breezy midi skirts with a cute top
Stylish yet comfortable rompers or jumpsuits
Lightweight blouses or tank tops paired with denim shorts or skirts
For Men:
A short-sleeve button-down or a casual polo with shorts
Lightweight chinos or jeans if the event is in the evening
Breathable sneakers, loafers, or sandals for a relaxed yet stylish look
2. Layers for the Evening Chill
Paso Robles has a Mediterranean climate, meaning temperatures drop quickly after sunset. Even if it’s 85°F in the afternoon, it can dip to the 50s or 60s by evening.
Must-have layers:
Denim or lightweight jackets (perfect for wine country vibes)
Stylish cardigans or shawls for a cozy yet chic look
Flannel or lightweight sweaters for a casual but warm option
Pro tip: Bring a scarf or pashmina—it’s an easy way to stay warm without committing to a heavy jacket.

3. Comfortable Footwear for Outdoor Terrain
Most winery music events (including those at Shale Oak Winery) take place on patios, grass, or gravel areas. High heels might look great, but they aren’t always practical on uneven ground.
Better footwear choices:
Flat sandals or stylish espadrilles
Low block heels (if you want some height without the discomfort)
Slip-on sneakers or comfortable loafers for a casual-chic look
If you’re attending a wine & music festival or standing-room event, go for supportive shoes—you’ll be on your feet a lot!
🎒 What to Bring to a Winery Live Music Event
1. Sun Protection
Since many winery concerts happen in the afternoon, sun protection is key.
Sunglasses – A must for both style and eye protection.
A wide-brimmed hat – Keeps you cool and shaded while adding a touch of wine-country glamour.
Sunscreen – Look for SPF 30+, especially if you’ll be sitting in direct sunlight.
2. A Blanket or Low-Back Chair (if allowed)
Some outdoor venues have picnic-style seating where you can bring your own blanket or low-back chair. Check the winery’s website to see what’s permitted.
At Shale Oak Winery, our outdoor patio has plenty of seating, but bringing a comfy blanket can make your experience even more relaxing!
3. A Reusable Water Bottle
Wine tasting is fun, but staying hydrated is just as important—especially in the Paso Robles heat. Some wineries allow you to bring a sealed or empty reusable water bottle to fill up on-site.

4. A Small Crossbody Bag or Tote
You’ll want to keep your essentials close without lugging around a huge bag. Opt for a crossbody purse or a stylish tote to carry your phone, wallet, and any extras.
Bonus tip: A hands-free bag makes it easier to hold your wine glass and clap along to the music!
5. Cash or Card for Wine & Snacks
While many wineries take credit cards, it’s always a good idea to have some cash on hand—especially for tips, small vendors, or food trucks that may be on-site.
At Shale Oak Winery, we offer wine by the glass or bottle during live music events. Bringing a wine tote or bottle carrier can be useful if you plan to take a bottle home!
6. A Light Jacket or Wrap for Evening Events
As mentioned earlier, Paso Robles evenings can get chilly! If the music event runs past sunset, having an extra layer is essential.
7. A Fun, Wine-Loving Attitude! 🍷🎶
One of the best parts about attending a live music event at a winery is the relaxed, welcoming atmosphere. Whether you're visiting for a romantic date, a fun outing with friends, or a solo escape, come ready to enjoy great wine, good vibes, and amazing live music.

💡 Bonus Tips for a Perfect Winery Music Experience
✅ Arrive Early for the Best Seating – Especially for popular events, arriving 15–30 minutes early can help you get the best spot.
✅ Check the Weather Forecast – While Paso Robles is usually sunny, occasional wind or cooler temps mean layering up is always a good idea.
✅ Respect the Venue’s Rules – Some wineries allow outside food, while others have food vendors or cheese boards available. Check in advance so you know what’s allowed!
✅ Make a Day of It! – Paso Robles is home to amazing wineries, so consider starting your day with a wine tasting before the music begins. Shale Oak Winery offers sustainable, small-batch wines that pair perfectly with live music!
🎶 Join Us at Shale Oak Winery for the Best Live Music in Paso Robles!
If you’re looking for the perfect wine & live music experience in Paso Robles, Shale Oak Winery has you covered. Our dog-friendly, eco-conscious winery offers:
🎸 Live music every weekend🍷 Award-winning, sustainable wines🌿 A beautiful outdoor patio with scenic views🐶 A dog-friendly space—bring your pup!
📅 Check out our live music schedule here and plan your visit today!
We can’t wait to sip, relax, and enjoy great music with you! See you at the next show! 🍷🎶
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