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Romantic Fall Outfits for Women Over 50 — Dresses, Knits and Layers

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Getting dressed like the day is an occasion is my whole philosophy. I'm a fifty-something artist in the Midwest, and this is my romantic fall wardrobe: flowy dresses, soft knits, wide-leg pants, and the bags and boots that finish the look. Fifty, not...
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Knits & Cozy Layers

Sweaters, cardigans and layers for chilly days.

 
Lisa Elle profile picture
A faux fur coat in a rich color is pure glamour — I love how it turns a simple outfit into an occasion.
Paris Faux Fur Coat, Exclusive In Rhubarb
 
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An embroidered jacket with frog fastenings is such a special piece — I love the detail and how it elevates a simple outfit.
EMBROIDERED FROG FASTENING JACKET ZW COLLECTION
 
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A jacquard jacket is the kind of piece that makes an outfit feel finished — I love the texture and the tailored shape.
ZW COLLECTION JACQUARD JACKET
 
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A knit cardigan is my fall essential — I love how it layers over dresses and tops for instant coziness.
LIONESS - Frame Knit Cardigan
 
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A lightweight baby alpaca cardigan is perfect for layering — I love how soft and easy it is to throw on.
QUINCE | Lightweight Baby Alpaca Cropped V-Neck Cardigan
 
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Brushed cashmere is pure luxury — I love a short-sleeve cardigan that layers perfectly over dresses.
MAEVE - Coco 100% Brushed Cashmere Short Sleeve Cardigan
 
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A drapey wool coat in a soft color is a fall staple — I love how it pulls a whole outfit together.
J.CREW | Bianca Coat in Drapey Wool Blend
 
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An alpaca-blend cardigan is the softest layer — I love how it keeps me warm and still looks polished.
MADEWELL | Alpaca-Blend V-Neck Cardigan
 
Lisa Elle profile picture
A cropped cable crew is so cute with high-waisted pants — I love the cozy texture and the easy fit.
QUINCE | Organic Cotton Cropped Cable Crew Sweater
 
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An oversized cable cardigan is the coziest hug — I love how it layers over everything in fall.
QUINCE | 100% Organic Cotton Oversized Cable Cardigan
 
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A half-zip sweater in cotton cashmere is so smart — I love how cozy and polished it looks.
ALEX MILL | Daphne Half Zip Sweater in Cotton Cashmere
 
Lisa Elle profile picture
A lofty alpaca crew is so soft and cozy — I love an oversized sweater that still looks elegant.
QUINCE | Lofty Baby Alpaca Oversized Crew Sweater
 
Lisa Elle profile picture
A fisherman cardigan is a classic cozy layer — I love how it pairs with dresses and jeans alike.
QUINCE | Fisherman Boxy Cropped Cardigan
 
Lisa Elle profile picture
A soft organic-cotton layer I reach for over dresses and tees — cropped just enough to keep the waist in the picture. Easy, breathable, and it goes with everything in this section.
QUINCE | Organic Cotton Cropped Cardigan

Dresses & Skirts

The romantic ones — flowy, feminine, easy to dress up or down.

 
Lisa Elle profile picture
This is the dress shape I reach for all fall — soft, swishy, and it layers under a cardigan beautifully.
SHOW ME YOUR MUMU - Shiloh Maxi Dress
 
Lisa Elle profile picture
A midi dress with a romantic feel — I love how easy and feminine this one is for a day out.
FREE PEOPLE - Isla Midi Dress
 
Lisa Elle profile picture
A long maxi dress for evenings out — I love how swishy and romantic this one feels with boots.
LIONESS - Long Nights Maxi Dress
 
Lisa Elle profile picture
A check mini dress with a godet skirt is so playful — I love the swish and the classic pattern for fall.
DAMSON MADDER - Sabina Check Mini Godet Dress
 
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A pretty skirt that moves beautifully — I love how it pairs with a soft knit for a romantic fall look.
NIA - Erne Skirt
 
Lisa Elle profile picture
A silky maxi skirt is so romantic for fall — I love how it flows and pairs with a cozy sweater.
MARINE LAYER - Avery Silky Maxiskirt
 
Lisa Elle profile picture
A lacy midi slip dress is so feminine — I love how it layers under a cardigan for a romantic fall look.
BY ANTHROPOLOGIE | Lacy Midi Slip Dress
 
Lisa Elle profile picture
An asymmetric lace dress is so pretty and different — I love how it feels special without being fussy.
BY ANTHROPOLOGIE | Asymmetric Lace Midi Dress
 
Lisa Elle profile picture
An asymmetric lace skirt is so romantic — I love how it moves and pairs with a simple knit.
BY ANTHROPOLOGIE | Asymmetric Drop-Waist Lace Midi Skirt
 
Lisa Elle profile picture
A poplin shirt dress with ruffles is pure charm — I love how it looks dressed up or down for fall.
QUINCE | 100% Organic Cotton Poplin Short Sleeve Ruffle Shirt Dress

Blouses & Tops

Pretty tops that make jeans feel like an outfit.

 
Lisa Elle profile picture
A high-neck peplum top is so flattering — I love how it dresses up jeans and looks lovely tucked into a skirt.
ASOS DESIGN high neck peplum top in ecru olive
 
Lisa Elle profile picture
A relaxed-leg jean in a warm cocoa is so easy to style — I love how it pairs with boots and a soft knit.
KUT FROM THE KLOTH - Ashton High Rise Relaxed Leg in Cocoa
 
Lisa Elle profile picture
A romantic ruffled shirt is a wardrobe hero — I love how it softens jeans and looks lovely under a cardigan.
ZW COLLECTION ROMANTIC RUFFLED SHIRT
 
Lisa Elle profile picture
Tapered pants in taffeta are so chic — I love how they dress up a simple top for a night out.
MAEVE - Marnie Taffeta Tapered Pants
 
Lisa Elle profile picture
A peasant blouse in textured cotton is pure romance — I love how soft and easy it is with jeans or a skirt.
QUINCE | Organic Textured Cotton Peasant Blouse
 
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A voile peasant blouse is light and romantic — I love how it softens a pair of jeans instantly.
QUINCE | Organic Cotton Voile Short Sleeve Peasant Blouse

Shoes, Bags & Finishing Touches

The pieces that finish the look.

 
Lisa Elle profile picture
Layered necklaces are my favorite finishing touch — I love how this set adds a little sparkle without any fuss.
ARTIZAN JOYERIA - JUST CLICK TAG LAYERED NECKLACE SET
 
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A triangle scarf is the coziest layer — I love how it drapes softly and adds a pop of color to a simple outfit.
FAVORITE DAUGHTER - The Triangle Scarf
 
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Mary Janes are so charming and comfortable — I love a flat that looks pretty and still lets me walk all day.
MADEWELL - The Greta Mary Jane Flat
 
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A mini link necklace is a delicate everyday piece — I love how it adds a little shine to any neckline.
GORJANA - Crew Mini Link Necklace
 
Lisa Elle profile picture
A Mongolian cashmere scarf is the coziest layer — I love how it wraps softly around a coat or a knit.
QUINCE | Mongolian Cashmere Scarf
 
Lisa Elle profile picture
A jersey ballet flat is so comfortable and pretty — I love a shoe that goes from day to evening with ease.
LOEFFLER RANDALL | Leonie Jersey Ballet Flat