Navigating transitional outfits and outerwear doesn’t have to be a struggle. With these 5 chic strategies, you can stay stylish, comfortable and prepared for any weather.
Caught Between Summer and Fall: Transitional Outfits and Outerwear
That awkward time of year is upon us again. One day it’s sunny and 75 degrees, and the next, there’s a definite chill in the air. As a freelance fashion consultant in Boston, I know this “in-between” weather can be a real wardrobe challenge. Do you dress for summer, or start pulling out your fall favorites? The secret to navigating this style dilemma is mastering the art of the transitional outfit and, most importantly, choosing the right outerwear. The right image consultation in MA can help you save time, money, and sanity during this confusing time of year.
Here are my 5 chic ways to style transitional outfits and outerwear to bridge the gap between summer and fall effortlessly.
5 Chic Ways to Style Transitional Outfits and Outerwear
1. Mixing Summer & Fall Fabrics: The Best of Both Worlds
Don’t pack away all your summer pieces just yet! The key to transitional styling is mixing fabrics from both seasons.
How to wear it: Pair a floaty silk camisole with tailored wool trousers and a light blazer. Wear a linen skirt with a fine-gauge knit sweater. Combining these textures creates depth and ensures you’re comfortable, no matter how the temperature fluctuates throughout the day.

2. The Denim Jacket: A Year-Round Hero
Your trusty denim jacket isn’t just for summer nights—it’s perfect for fall transitions. It adds a touch of casual cool and a layer of warmth without being too heavy.
How to wear it: Pair it with a floral midi dress and ankle boots, or throw it over a lightweight knit and tailored shorts. For a more elevated look, try a dark-wash denim jacket over a silk camisole and wide-leg trousers.

3. Layering with Vests: The Stylish Secret Weapon
Vests are often overlooked but are incredibly effective for transitional weather. They add warmth to your core without the bulk of full sleeves, making them perfect for those “not too hot, not too cold” days.
How to wear it: A tailored vest over a long-sleeved tee or a thin sweater looks incredibly chic with trousers. For a more casual vibe, a puffer vest can be thrown over a hoodie or a denim shirt for added warmth and style.

4. The Cardigan: Versatility is Key
Forget the frumpy stereotype; modern cardigans are chic and essential for fall layering. Look for options in fine-gauge knits, cashmere, or even chunky cotton.
How to wear it: Drape a long-line cardigan over a camisole and midi skirt. Button up a fitted cardigan and wear it as a top with high-waisted pants. You can also tie it loosely around your shoulders for a preppy, effortless look that’s perfect for a slight chill.

5. The Lightweight Trench Coat: Your Best Friend
A classic trench coat is the ultimate transitional outerwear. It’s lighter than a wool coat but still offers protection from cool breezes or unexpected rain.
How to wear it: Drape it over your shoulders with a summer dress, or wear it over a simple tee and jeans. It instantly adds polish to any outfit, making you look effortlessly chic even when the weather is unpredictable. Look for classic khaki, navy, or a modern olive green.

Navigating Transitional Outfits
Navigating the seasonal shift doesn’t have to be a struggle. With these 5 chic strategies, you can stay stylish, comfortable, and prepared for whatever the weather throws at you. If you’re ready for a full image makeover in Boston and want professional guidance on building a wardrobe you love, I can help. As a Boston plus size stylist and a plus size personal shopper in MA, I specialize in helping all women of all sizes and shapes find outfits that make them feel confident and beautiful. Happy transitional styling!
Style Fix Studio offers a range of personal styling services for men and women, such as Free Initial Personal Styling Consultation with a Certified Personal Stylist, Closet Audit, Color Analysis, Personal Shopping with a Try-on Session, Wardrobe Makeover, Total Image Makeover Services for all ages, Plus Size Styling and Online Personal Styling. Contact Style Fix Studio today to schedule a consultation with a professional personal stylist in Boston, MA. Transform your look, transform your life!