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10 Vintage Style Winter Shoes Under $50

Friday, November 2, 2012

10 affordable vintage style winter shoes under $50
image source: The Vintage Workshop

Today I want to share some affordable vintage style winter shoes. I have such a hard time with shoes in the winter. Most of mine are sandals or peep toes. I'm also afraid to wear vintage originals in the winter because the wet, chemical-coated ground can't be good for an ancient shoe.

 My most loved pair of shoes for comfort and simplicity are my black t strap pumps from Angel Steps. I can wear them all day without discomfort and although they were $25, they have held up to near daily wear since I bought them last year.

My best friend and I are always on the lookout for great "old lady shoes" because they are built for comfort and styled to look like the shoes they had when they were young women.  These shoes come in sizes 6-11 in wide, narrow and regular width so you're sure to get a perfect fit. If you order the wrong size, exchanges are easy and quick.  Here's my pick of 10 vintage style shoes that won't freeze your toes or your bank account.

Angel Steps Sybil Pump
A stunning low-heel, closed toe t-strap pump and can you believe it- a very similar pair of original 30's shoes sold at Adeline's Attic on Etsy. This modern pump has cut-outs on the vamp, just like the original, with hidden stretch at the buckle for fit and comfort. In black, burgundy, navy and light grey.
Modern Version $30

10 affordable vintage style winter shoes under $50



Angel Steps Casey Shoe
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Any smart 40's college girl knew that every girl needs a basic slip-on. I wear them with skirts, trousers, suits, dresses- you name it! On days when I wear a pair of killer heels, I usually toss some comfy slip-ons in a tote bag in my car so I can switch out if I need to.  Available in black, brown and navy
Modern Version $20

10 affordable vintage style winter shoes under $50






 Angel Steps Eva
I just spotted this brown leather pump as  I was writing this post and it's not on my Christmas list! A lovely low heel, t-strap and pleated toe- very much like these originals (circa 1927-1933 from vintage textile.com) Aren't they beautiful in navy?
Modern Version $30

10 affordable vintage style winter shoes under $50






Natalie Bootie
Imagine how cute these could be with a little bow, tassle, faux laces or shoe clip added to the front. Heeled ankle boots are popular in today's fall and winter wear but these these booties have a lower heel than most. This boot comes in tan,. brown, black and burgundy. I'd love to get one of each and use the vintage originals for embellishment inspiration.
Modern Version  $10

10 affordable vintage style winter shoes under $50




Lucy from Comfort Well
The cut outs on this classic shoe remind me of snow flakes and who says you can't wear white shoes after labor day? Pair these with a red wool skirt for your holiday party or a day at the office.
Modern Version $3.99
10 affordable vintage style winter shoes under $50
original shoe (left) from Jamric Vintage on Etsy



1930's white perforated shoes from airstream apparel



Drizzle Boot
A practical styling of the original 50's over-shoe galoshes, this modern "drizzle" boot doesn't have a heel so you can wear them with your daily ballet flats and other smart rainy day shoes.
Modern Version  $10

10 affordable vintage style winter shoes under $50


Tinker boot
As much as I love the vintage Gaytees boots with the high heel and fur trim, I prefer a low heel or flat boot to brave those icy streets. This lower heel boot is very reminiscent of the 1940's "military boots".
Modern Version $25








Sofwear Melanie 
This modern shoe is so 1930's. I was so excited to find its vintage match at The Delightful Dressmaker on Etsy The modern version comes in black and regular leopard prints- not as authentic but still fun!
Modern Version $30









Norwegian slipper


 Get cozy with a cute Norwegian slipper, lined in fleece. They remind me of hand knit vintage socks or these 1950's Ripons slippers
Modern Version $10





Faux fur trimmed short boots
When the snow is 2 feet deep and the parking lot at the grocery store is full, a girl has to get practical. These original "Eskiloos" are from 1959- with a faux fur collar and sturdy tread, they are perfect for snow ball fights!
Modern Version $35




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20 Responses to “10 Vintage Style Winter Shoes Under $50”

  1. So many great shoes. They're all so cute and reasonably priced.

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  2. So many cute shoes!You're going to get me in trouble lady :)

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  3. That's a great collection of vintage shoes!

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  4. What a great post, I'm going to buy those slippers, I was going to buy some from LL Bean, but these are so much cuter and cheaper!!!!

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  5. This was a very helpful post. Thank you for sharing your finds!

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  6. Love this post! I have such a hard time finding cute mid-height heels for dancing. And these are cheap enough that I can resole them. Yay!

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  7. Thank you for sharing such wonderful shoe finds and comparing them with the vintage. I love my vintage shoes, but like you I don't want to wear the lovelies out in the weather.

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  8. I love amerimark!! They have so many great vint insp pieces!

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    Replies
    1. they had girdles and swim caps at one point, not sure if they still do- but they do have pointy bras! :D

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  9. This post feels like the long awaited answer to a problem that's been on my mind for weeks now: how to find affordable vintage appropriate winter shoes. While my somewhat odd feet (they're thick in the middle due to really high arches and also a touch uneven sized) makes shopping for shoes online almost impossible (I've tried many times, they almost never fit and it costs me a ton to ship them back to the US or wherever for a refund due to Canada Post's crazy high shipping rates), these styles have helped put a few more ideas on the table for when I'm out and about shopping in person. Thank you very, very much!!!

    ♥ Jessica

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  10. GAH! If ONLY they shipped to the UK :( So many shooooooes!

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  11. Drool! You know I wish I could wear them LOL I love the navy shoes-those are my kinda style! I have seen this magazine before omg who would have know! Great find mama! Thanks for sharing it! xox

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  12. Very lovely! And the other bonus of 'old lady' brands is that they are typically super comfortable!

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  13. Thanks to your post, I was tempted to get the Sybil pumps in light gray. Can't wait!!

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  14. Wow...what a wonderful collection of shoes! I always struggle a little with finding good 'old ladies shoes'! (Love that we think the same!)This is a great selection! Thanksfor sharing Brittany!

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  15. Thank you so much for sharing, this website is AMAZING and I am definitely ordering some shoes very soon!! <3

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  16. Thanks for sharing this post with us, it must have taken a lot of research and effort. I didn't realise that companies still made rain shoes to go over normal shoe...that would be great for our wet Melbourne winters. Brilliant work, yet again. xx Shauna

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  17. Thank you for sharing all the hard researching you've done finding modern shoes that have the look of vintage. Most of us can't afford vintage and these are an excellent price.
    Val

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  18. Thank you thank you thank you!
    I had exactly the same thoughts and problems finding decent winter boots. Thank you for your great research!

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