top 10 shoes for fall and winter | the sunday brief

it’s full steam ahead into fall which means we’re trading in our flip-flops and sandals for loafers, boots, and booties. today, i’ve put together a list of my top 10 shoes for fall and winter.

ballet flats

ballet flats always make my top 10 shoes for fall and winter list. these shoes have been in constant rotation since i was a teenager. back then i wore ballet flats with tights, skirt, and a sweater for an east coast preppy vibe. a ballet flat is my go-to shoe for skirts or jeans. or for those days when i know, i’ll log in more than one mile. this pair by Tory Burch travels with ease as it folds in half and tucks into your suitcase without taking too much space.

beth from Style at a Certain Age wears an Everlane grey cashmere crewneck, high rise black cigarette jean, Tory Burch black ballet flats and a double-breasted trench coat

ballet flats here, here, and here.

beth from Style at a Certain Age wears an Everlane grey cashmere crewneck, high rise black cigarette jean, Tory Burch black ballet flats and a double-breasted trench coat

loafer

what can i say about the mighty loafer except it goes with so many outfits? straight leg jeans, skinny jeans, skirts even shorts come summer. look for quality leather and a sturdy sole, and you’ll have a pair of shoes that lasts for years. 

beth from Style at a Certain Age wears a J.Crew cozy striped cardigan, Everlane cashmere crewneck, Talbots girlfriend jeans, J.Crew Ryan loafers

loafer here, here and here.

beth from Style at a Certain Age wears Ralph Lauren distressed jeans, Talbots cashmere turtleneck, J.Crew brown loafers, and Ralph Lauren glen plaid coat

pointy-toed flat

if you want to add elegance to an outfit, pick a pointy-toed flat. the pointed toe visually elongates your leg. whenever you’re in doubt as to what shoe to wear a pointy-toe flat will work nine times out of ten. it’s a perennial favorite on my top 10 shoes for fall and winter.

beth from Style at a Certain Age wears J.Crew polka dot chinos, Everlane cashmere waffle turtleneck, J.Crew Factory puffer vest, and Ann Taylor leopard flats

pointy-toed flat here, here and here.

beth from Style at a Certain Age wears a tartan plaid shirt, black cropped ankle pants, tartan plaid flats, military coat and quilted hobo handbag.

black pumps

if you only owned one pair of shoes, it would have to be black pumps. they go with everything. and are the perfect partner with suits or jeans. don’t forget there are a variety of heel heights to choose from. so pick a height that your tootsies will thank you for.

beth from Style at a Certain Age wears a black cashmere Turtleneck dress, faux leather leggings and suede pumps.

black pumps here, here and here.

beth from Style at a Certain Age wears Anthropologie red pants, pink and red shirt, Everlane black raincoat, and black suede pumps

nude pumps

just like their hard-working sister, the black pump, nude pumps go with everything. when in doubt on what shoe to wear i always reach for nude. dress them up for work or special occasion. nude pumps always make my top 10 shoes for fall and winter as they work hard for their money. they go with even the trickiest of color combinations.

2015 rewind

nude pumps here, here and here.

leopard pumps

a pair of pumps will take you anywhere you want to go in style. and they look great with jeans as well as dresses. black and nude are the most versatile colors but don’t be afraid to add color!

beth from Style at a Certain Age wears an Everlane cashmere turtleneck, Italian weave ankle pants, leopard pumps, and Talbots green overcoat

leopard pumps here, here and here.

beth from Style at a Certain Age wears an Everlane cashmere turtleneck, Italian weave ankle pants, leopard pumps, and Talbots green overcoat

Chelsea boots

a cute ankle boot that soared to popularity during the swinging sixties is the Chelsea boot. who remembers the Beatles? as if we could ever forget the fab four. white boots are going strong this year. but black, brown or leopard are my top choices for Chelsea boots. elastic inserts on either side make it easy to slip into this boot. one reason it makes it onto my top 10 shoes for fall and winter.

grey zone

Chelsea boots here, here, and here.

motorcycle boots

if you want a durable boot in the dead of winter to slosh through the slush, then consider the combat or motorcycle boot. this pair has been in my closet for several years. if i want to look stylish yet need a durable boot, this is the pair i reach for. it’s by a favorite brand of mine Frye based in Boston, Massachusettes. Frye has been making boots for over 100 years which is why i own several pairs. Frye boots are durable and stylish made from the best leather or suede. 

rainy days and tuesdays

motorcycle boots here, here and here.

ode to winter

calf-high riding boots

i have to admit i have a soft spot for the timeless and classic riding boot. this boot has been in existence since the 10th century when riding boots were developed to make horseback riding more comfortable. several key design features were incorporated. the knee shaft protected the rider’s leg, a rigid toe was intended to protect their foot in case it was stepped on by a horse. and the sturdy heel helped keep the foot secure in the stirrup. this boot looks great with tights and a skirt. but a pair of skinny jeans and riding boots are a match made in heaven. that’s why a riding boot always makes it on my top 10 shoes for fall and winter.

beth from Style at a Certain Age is wearing Ralph Lauren faux leather pants, chunky cashmere sweater, green utility jacket, Frye boots, and Frye hobo handbag

riding boots here, here and here.

talbots friends and family

suede knee-high boots

suede is a more delicate fabric than leather so wear suede boots when the weather is mild. i picked up this pair from Vince Camuto at the Nordstrom Anniversary sale this year. i’ll be wearing these boots over jeans and under a skirt or dress all season long.

nordstrom anniversary sale goodies

suede knee-high boots here, here and here.

nordstrom anniversary sale goodies

there you have it, ladies. my top 10 shoes and boots for fall and winter.

 

 

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10 Comments

  1. carolyn wrote:

    Your article on shoes was just what I needed. Would you consider doing one
    on handbags also? Your handbags are always on point. I’d love some inspiration from you. Thank you.
    As always, you look wonderful!

    Posted 9.15.19
  2. Kathy wrote:

    I love your style! Maybe I’ve missed it, but it would be so helpful if you would also feature attractive shoes that are in the “comfort” category. Many of your mature fans would be most appreciative!!

    Posted 9.15.19
  3. Bonnie fraser wrote:

    Have you ever worn Ron White’s boots or shoes?
    Made in Italy but a Canadian designer. Apparently the Royals wear them also our Prime Minister’s wife. So comfortable & stylish.

    Posted 9.15.19
  4. Linda Lennon wrote:

    Hi Beth! Love all your choices! My Tory Burch ballet flats were sure worth every penny & have transitioned very well from NY to SoCal. How about a post on casual, slip on sneakers? I own a black Vionic pair, a navy Talbots and a neutral Skechers and seem to reach for those all winter long here. Since you shop so much better than I do, I would love to see what you find!

    Posted 9.15.19
  5. Janice wrote:

    Beautiful as always!

    Posted 9.15.19
  6. Julie Mycock wrote:

    Hi Beth, I think I’ve got most of the shoes/boots you’ve shown in your post. All are so versatile to wear with all outfits. A thumbs up xoxo

    Posted 9.15.19
  7. Cathy Cunningham wrote:

    Love every one of your top 10 choices. ❤️

    Posted 9.15.19
  8. Susan wrote:

    Beth the ootd with you in the lace dress
    printed wrap and nude pumps, takes my breath away! You look stunning!!!

    Finished my prep week Faster Way to Fat Loss, no gluten, no dairy and IF, not as difficult as I thought it would be. Thank you for posting, it was a push for me to join!

    Posted 9.15.19
  9. Carrie wrote:

    Beth, you are my inspiration! You look fabulous in these shoes and coordinated outfits. I have 5 of the shoes you have shown. Do I have permission to go and buy the rest?

    Posted 9.16.19
  10. Clara wrote:

    Great, I just order some loafers

    Posted 9.17.19

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