Back to school edition of 25 vintage deals under $100

Though I went to school in an era of Trapper Keepers, Lisa Frank stickers, Mr. Sketchy Markers (I still madly love the smell of those!), and Lunchables, when I think back on my school days, I can't help but almost view them through vintage tinted glasses and picture and era of pleated plaid skirts, books lashed with one of pop's old brown leather belts, a shiny apple on teacher's desk, and elegant, stately red brick buildings.




{Image via Corbis}

Though I was fortunate to attend a high school that fit the description of the former, by and large, those other elements existed, by the time of my youth, only in TV shoes, movies, and story books. It's a picturesque version of school life, but certainly one that many in earlier generations knew intimately and it's the way that the return of a new school year will always look in my mind's eye.

Thus, as countless families the world over gear up once more for homework, brown bag lunches, and a year chalked full of learning, I thought it would be especially fun to put back to school related/themed items at the heart of this month's 25 vintage deals under $100 post.

It's been a good long time now since I last saddled up to a desk, fresh box of #2 pencils and a stack of crisp notebooks in hand, but as August dwindles down, I still love stocking up on school supplies and items that remind me of my days as a student and all 25 of today's entries definitely make the grade (pun intended :)) on that front.

1. Cute as the day is long and perfect for the class room, home school room, nursery, or play room, amongst other spots, these fantastic, good sized 1950s Mother Goose school day paper cutouts are too darling for words! $30 for the trio from Kris Vintage Clothing.



2. Schooldays and plaid go hand-in-hand like blackboards and chalk, so why not use this time of the year as the perfect excuse to introduce a gorgeous new vintage plaid frock like this circa 1940s stunner into your wardrobe? Fits up to a 42" bust/32" waist. On sale at the time of writing for $57.80 from Rockabilly Raven Vintage.



3. There is something so timelessly cheerful and back-to-school season perfect about this jaunty, beautiful red and white cotton 1950s hat to me. Currently on sale at the time of writing (along with everything else in their fantastic shop) for $31.50 from Dalena Vintage.



4. Quite possibly the most iconic school supply product ever (rivaled only by the fountain pen and ink well, to my mind), the humble, and simultaneously mighty, pencil is a still a must even in this digital age. Stock up on a dozen lovely circa 1939-1940 Venus brand pencils for just $12.00 per box from Peppermint Pigs.}



5. And to go with them… a terrifically cute vintage metal novelty pencil sharpener in the shape of a hen! This would look right at home in any country chic, farm, vintage or contemporary decor setting alike. $4.99 from Quite Right, Slick.



6. Super perfect for all my vintage loving friends in Portland (or those who, like me, don't live there, but adore the city all the same), this vintage Portland High School charm bracelet is all kinds of mid-century jewelry fun! $20.00 from My Yiayia Had That.



7. Great teachers really are like angels for society and this immensely cute 1950s Napco angel of the month figurine pays homage to that in its own deeply sweet way. $10.00 from Molly Finds.



8. Score of some serious collegiate style creed in this vibrant, comfortable (believe me, it was hard not to keep it for myself!) 1960s Chaus cotton plaid blazer. Fits up to a 35" bust/30" waist. $42.00 from Chronically Vintage on Etsy.



9. And the award for what must be the cutest cardboard vintage pencil case goes to – drum roll, please - this massively sweet pink 1950s School Daze one! $12.00 from I Want Vintage.



10. You'll be scoring straight A's in style when you wear this timelessly fun c. 1950s black and yellow letter sweater boasting the first letter of the alphabet smack, dab in the middle of it. Fits up to a 36 bust/34 waist. $55.00 from Zoom Vintage.



11. Maybe it's the toque wearing canuck in me, but I am madly smitten with this splendidly cute hand crocheted acrylic wool apple hat - and its super reasonable price. Fits an adult sized head. $20.00 from Uniquely Ann Made.



12. How chic and beautiful are these elegant, unused 1930s French notebooks? They're far too pretty (and old/rare) to actually write in, if you ask me, but I think they'd make for sublime office or library decor pieces. $20.00 for all four from A Farm House in France.



13. Gear up for art class or any creative endeavor you fancy with this incredibly darling 1950s dog print artist's smock blouse. One size fits most. $45.00 from Carmen and Ginger.



14. Bring the classroom into the dining room or kitchen with this lovely pair of vintage school supplies salt and pepper shakers featuring a pencil and a fountain pen. $8.00 from Vintage Bakelite 4 U.



15. Instead of tucking a pencil behind your ear, slide this seriously charming vintage "School Days" barrette into your hair before heading off to class or anywhere you fancy. $10.00 from Rosebud Cottage.



16. Perfect for any room in the house, and of course a classroom, too, this lovely, classic vintage map print pencil pen and pencil cup (which could probably hold skinny handled makeup brushes as well, I'd imagine) combines mid-century function and style together splendidly. $12.00 from Hendricks and Daughter.



17. Keep those art class basics, the primary colours, close to your heart - and your head - with this fabulously fun red, blue and yellow polka dot fabric hair flower corsage pin that would look as great on a five year as a ninety-five year old! $7.99 from Blue Velvet Vintage.



18. Ensure you pass your Spanish exam with flying colours care of this lovely trio of 1930s language books. $8.57 for all three from Winter Moon Vintage.



19. Still one of my favourite types of art supplies - not to mention scents - few things compare to the fun and possibilities housed inside of a box of wax crayons like this delightful box of eight different coloured c. 1940s Bri-Ton ones. $12.00 from Red Dress Hanger.



20. Without a doubt one of the most iconic types of shoes worn by students in the mid-twentieth century (along with saddle shoes and white bucks), the elegant and practical penny loafer will always prove to be a great choice for campus, no matter the decade. Red-brown leather ladies size 9.5-10 vintage penny loafers, $24.99 from Manor Born.



21. If cardigans are more your style when it comes to vintage letter sweaters, than this terrific red and white example with a patch indicating the original owner was a member of their school's concert band, is highly likely to tickle your fancy. Fits up to a 38" bust/36" waist. $40.00 from Cricket Capers.



22. Perfect for teaching kids, home decor or craft projects, these classic 1950s multiplication flashcards are sure to bring a wave of nostalgia to grownups everywhere. $12.00 from Boutique.



23. Look back with fondness to schooldays past care of this beautiful 1930s class autograph book which includes writing in the original owner's hand and 18 photos of her friends. $19.00 from Appropriately Frayed.



24. Tote your recess snack and lunch in this endearingly charming 1950s metal kid's lunchbox or use it as a purse, small book bag, decor piece, whatever your heart desires! $30.00 from Retro Rick's.



25. Store everything from paperclips to your favourite autumn candies in this pair of timelessly pretty vintage glass apple containers, or alternatively, give them as a thoughtful present to your favourite teacher. $16.00 for the pair from Little Red Chair Shop.

{Please click on a specific item, or the link in the description below it, to be taken to its respective listing.}

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One certainly doesn't have to be a student, teacher, or parent to enjoy and/or load up on back to school related goodies like these lovely vintage and handmade bargains! In fact, now is often the best time of the year to find great deals all kinds of stationary and office supplies, as well as fall/winter fashions.

When I was growing up, by and large, we usually only got multiple items of new clothing once a year and that was right before school started, so the end of August/start of September will forever be tied to refreshing my wardrobe and my desk drawers alike. Do you find that you're drawn to a lovely spot of shopping yourself as the seasons begin to swap over, the nights grow chillier, and school buses become a frequent sight again on the roads each morning and afternoon?

What sorts of things - school supplies/fashion related or otherwise are you looking forward to kicking off September with this year? I'm going to load up on markers, notebooks, perhaps a new sweater or two (I need medium and heavy weight ones something fierce), and - if I can find a good deal - maybe even a new plaid skirt to go with my saddle shoes for that perfect mid-century school girl/collegiate look! :)