I just got back from Montana and came home with a ton of inspiration. From scenic dinners under the big sky to dusty trails and poolside moments, I’ve pulled together a full guide on what to wear for a 5-day warm weather trip out West.
In this week's Stylecast Episode, I’m sharing 5 effortlessly chic dinner outfits that tap into the modern cowgirl aesthetic—because yes, you can wear cowboy boots to dinner and still look polished.
But it’s more than just dinner. I’ve included a complete packing list that covers daytime adventures like hiking, horseback riding, and relaxing by the pool, plus a lookbook with 11 total outfits restyling the same core pieces for maximum versatility.
Whether you're headed to Bozeman, Big Sky, Whitefish—or just dreaming of wide-open skies and a Western vibe, this guide will help you pack with confidence and elevate your travel wardrobe.
Montana Packing List:
Tops:
dressy tank (knit or silk) x2
t-shirt
white button down
denim button down
Bottoms:
denim shorts
leggings (for travel day)
bootcut jeans (dark wash)
mini skirt (suede, denim, leather or quilted)
full midi skirt
silk midi skirt
maxi dress (solid color)
Layers/ Jackets:
cashmere cardigan (neutral color like black or ivory)
cropped suede or leather jacket
oversized denim jacket
oversized scarf (to use as a shawl)
Shoes:
flat leather sandals (neutral color)
cowboy boots (mid calf to below knee in height)
sneakers
Accessories:
turquoise jewelry + scarf tie
wide brim straw hat
bandana
belts (2-3 brown options, wide and skinny)
swimsuit
👉 Watch the full video on YouTube
🛍️ Shop the looks
I hope this inspires your next trip—and helps you feel both grounded and glam when you're out exploring the range.
Stay tuned for another episode of What to Wear, Where!
xx
Greta
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