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Fashion Style

5 Stylish Outfits to Wear this Fall

Published September 18, 2019 by

From the office to date night and everything in between — Lyndsey Walworth of @winendinedetroit shows how to rock five stylish outfits for every occasion on your agenda this season.

By Lyndsey Walworth

Styling by Maria Lamia

Photography by Kat Stevenson

Fall is here which means it’s time to trade in your summer favorites for layered looks and deeper hues. Fall work outfits come as a relief after a long, hot summer. You can finally start playing with layers, fun boots and more. Your workwear doesn’t need to be boring, but it does need to be practical. We’ve collaborated with Maria Lamia Boutique, Anuja Tolia Jewelry and The Lipstick Journey to bring you our favorite fall looks for every occasion! 

Boss Babe 

Lyndsey Walworth in Maria Lamia boutique

fall outfit ideas

Lyndsey Walworth in Maria Lamia boutique

Office fashion is in its element during fall. Step into the work week with an outfit that says “this girl can” without sacrificing comfort. Whether you’re giving a presentation or interviewing for a job, you feel your best when you look your best. 

This classic look features an essential fall coatigan to keep you warm in chilly office temps and trousers so comfortable you would think they are leggings. 

SHOP: Grey coatigan, sleeveless top, trousers, hair accessories and handbag all from Maria Lamia Boutique; Circus necklace, bean necklace, circle bead bracelet and angel bead bracelet, all from Anuja Tolia Jewelry.

Date Night 

Lyndsey Walworth in Maria Lamia boutique

fall outfit ideas

Lyndsey Walworth wearing Anuja Tolia Jewelry

Charm your date in this classic and flirty fall outfit! This look is all about the basics and an easily transition from summer to fall. Pair your favorite structured sweater and a knit legging style pant. Add a knotted headband and bold lip to spice up the look. 

SHOP: Structured sweater, plaid knit leggings and headband all from Maria Lamia boutique; Big V hoop from Anuja Tolia Jewelry.

Office to Cocktails 

Lyndsey Walworth in Maria Lamia boutique

Lyndsey Walworth wearing Anuja Tolia Jewelry

fall outfit ideas

Go from the office to happy hour in this chic and comfortable outfit. It’s actually pretty simple to wear the same outfit from desk to drinks — as long as you have a key foundation piece. The flared pants make for a great statement piece and an easy base to swap out a different top or throw a jacket on or off. 

SHOP: Patterned sweater, cropped flared pants and plaid handbag all from Maria Lamia Boutique; Link hoop and link choker both from Anuja Tolia Jewelry.

Weekend Vibes 

Lyndsey Walworth in Maria Lamia boutique

Lyndsey Walworth in Maria Lamia boutique

Lyndsey Walworth wearing Anuja Tolia Jewelry

Whether you are planning a weekend escape or an escape into the confines of your home, this outfit is a perfect choice. Cozy up in this statement cardigan and leggings — perfect for brunch or a Saturday downtown. This look is comfy and perfect for the weekend! 

SHOP: Pearl embellished cardigan, leopard print top, olive leggings, hair accessories and tote bag all from Maria Lamia Boutique; Deco bar hoop and key to my heart necklace both from Anuja Tolia Jewelry;

Sundays at the Market 

Lyndsey Walworth in Maria Lamia boutique

fall outfit ideas

Lyndsey Walworth wearing Anuja Tolia Jewelry

Live your best “casual-chic” life in this fun dress with a statement jacket look. This open front jacket is versatile and comfortable for a busy day. The dress is an easy flowy staple that can effortlessly match with many other jackets, sweaters and vests. Tip: Add leggings or tights when the weather gets cold! Perfect for the market or a trip to the apple orchard. 

SHOP: Camo print jacket, sweater dress and crossbody handbag all from Maira Lamia Boutique; Olive necklace and Olympic earrings both from Anuja Tolia Jewelry.

Lyndsey Walworth from @winendinedetroit

Lyndsey Walworth is a Metro Detroit-based blogger, social media influencer and lover of all things food and wine. When she’s not Instagraming or working in events and marketing at Automotive News, Lyndsey enjoys traveling the world, exercising, exploring new restaurants in Detroit and spending time with family and friends. Follow her on Instagram at @winendinedetroit

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