The art of transitional dressing is back in play, and with it comes the age-old struggle of dressing for in-between temperatures.
Fifty-degree weather sits in that tricky space; not quite warm, but not cold enough to bring out the heavy-duty winter gear.
It’s the kind of weather where you step outside in a sweater and immediately regret not grabbing a jacket, or worse, bundle up too much and end up sweating through your layers by midday.
So, what’s the move when the forecast calls for 50 degrees? Should you reach for that chunky knit or stick with a lightweight trench?
Is layering the answer, or should you embrace the chill for fashion’s sake? These are the questions that turn a simple outfit choice into a full-blown dilemma.
To take the guesswork out of it, we’ve rounded up foolproof outfit combinations that will keep you comfortable and stylish in 50-degree weather.
Heading to work, running errands, or meeting friends for brunch? I’ve got inspiration straight from street-style pros to help you nail that perfect in-between-season look.
Check it out!
What to Wear in 50 degree Weather
I’ve rearranged this in different categories to make it easier for you to know which outfit suits which occasion best.
Here you go!
Casual Chic
1. Oversized Sweater + Straight-Leg Jeans + Ankle Boots
Cozy yet effortless, perfect for everyday wear.
2. Long-Sleeve Bodysuit + High-Waisted Trousers + Trench Coat
A sleek and polished look that’s great for work or brunch.
3. Denim Jacket + Knit Dress + Knee-High Boots
A classic combo that’s stylish and transitional.
4. Flannel Shirt + Leather Leggings + Sneakers
A relaxed yet trendy outfit that works for running errands.
5. Turtleneck + Wool Mini Skirt + Tights + Loafers
A preppy, layered look with a mix of warm and cool textures.
Street-Style Approved
6. Graphic Hoodie + Faux Leather Pants + Chunky Sneakers
Sporty and edgy with a touch of warmth.
7. Longline Blazer + Ribbed Knit Set + Mules
A refined yet comfortable outfit for city strolls.
8. Bomber Jacket + Cargo Pants + Combat Boots
A trendy, utilitarian-inspired look that keeps you warm.
9. Puffer Vest + Henley Shirt + Straight Jeans + Chelsea Boots
Lightweight layering for unpredictable temperatures.
10. Cropped Sweater + High-Waisted Jeans + Wool Coat
Perfect for a casual yet put-together vibe.
Elevated & Elegant
11. Camel Coat + Satin Midi Dress + Heeled Boots
A sophisticated outfit for evenings out.
12. Knit Turtleneck + Pleated Midi Skirt + Knee Boots
Feminine and warm, ideal for work or date nights.
13. Wool Blazer + Matching Knit Set + Pointed-Toe Flats
A chic, monochrome ensemble for transitional dressing.
14. Belted Cardigan + Wide-Leg Pants + Heeled Ankle Boots
Effortlessly stylish with a cozy feel.
15. Faux Fur Jacket + Dark Wash Denim + Statement Heels
A bold yet practical outfit for chilly days.
Conclusion
Which of these outfits will you be trying out? Let me know in the comments.
Don’t forget to share with your friends and family via social media.
See you in the next one,
Yours stylishly!
