This holiday season, we bring you 33 portraits of women from the pages of the Post, from 1920s beauties to 1950s fashion plates, all wishing you season’s greetings and winter cheer!

George Hughes
December 10, 1960
Sneaking away while the house is asleep, this couple stashes away their Christmas gifts.

December 15, 1900
Lavish parties and formal garb say sophistication, but this couple whisks each other away to steal a kiss under the mistletoe.

J.J. Gould & Guernsey Moore
December 6, 1902
The warm candlelight from the tree makes this Christmas beauty radiant.

J.C. Leyendecker
December 21, 1918
They may be celebrating the holidays miles apart, he’s still the focal point of her celebration.

Harrison Fisher
December 12, 1908
This woman hopes for kisses from Christmases future.

Neysa McMein
December 13,1919
Arms overflowing with parcels and holly, she can’t remember if she bought the pipes for Grandpa Joe.

Charles A. MacLellan
December 13, 1924
This merry maid has boughs of holly to spare.

William Haskell Coffin
December 11, 1926
Cheeks chilled to rosy red, there is no better way to enjoy the snow than a stroll with your two best friends.

E.M. Jackson
January 5, 1929
This festive flapper is cozy indoors while the snow piles up outside.

Thornton Utz
February 20, 1960
This hostess awaits her guests on a wintry evening.

Manning de Villeneuve Lee
December 1, 1937
Late nights in the winter are perfect for ice-skating…and maybe something more.

Harrison Fisher
December 14, 1912
This elegant lady puts the finishing touches on the mistletoe.

Henry Hutt
December 20, 1902
There’s no better way to get into the holiday spirit than hanging garland with the one you love.

Paul Nonnast
December 01, 1954 (Country Gentleman)
There is no time like the holidays for romance.

James Calvert Smith
January 17, 1925
This holiday lady is eyeing the next victim of a playful pelting.

William Hurd Lawrence
December 22, 1906
For some, snuggling up next to hearth and enjoying the solitude is a far better way to spend the holidays.

Al Parker
February 03, 1945
With a microphone and her sultry voice, she performs a stunning rendition of “Christmas Time.”

Dominice Cammerota
January 27, 1940
Who said kids get to have all the fun?

Ernest Chiriaka
February 06, 1954
She’s almost late to her own party!

Robert Meyers
April 20, 1957
Holiday romance takes the chill out of the coldest nights.

Joe deMers
March 31, 1956
A quiet moment before the whirlwind.

Joe deMers
August 05, 1950
She recounts her encounter with her admirer at the park.

R.G. Harris
May 12, 1951
When he asked his best friend to join him for dinner he never expected to be the third wheel on his own date.

Henry Hutt
December 30, 1905
With fresh snow covering the ground, sleigh rides make the perfect escape from the festivities.

Coby Whitmore
May 07, 1960
Poinsettia pinned and hair curled, this winter wonder catches the eye of all the guys.

Sarah Stilwell-Weber
March 03, 1917
This winter-clad socialite prepares to thrash any who threaten her fashion.

Emery Clarke
March 02, 1940
She sails with grace across the ice.

Coby Whitmore
October 24, 1959
Out of all of the gifts she received, her favorite was the rose.

Coby Whitmore
August 20, 1955
The best way to enjoy a fresh snowfall is with someone who can hold you close.

F. Sands Brunner
December 01, 1938 (Country Gentleman)
Waiting for someone under the mistletoe.

Joe deMers
April 15, 1950
She coaxes him over for a midnight dance.

Bob Hilbert
February 21, 1953
The letter in her hand doesn’t stave off this mistletoe kiss.

Alex Ross
January 29, 1944
This postwoman is delivering season’s greetings in spite of the snowfall.
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Comments
I believe a picture of me sitting in the middle of a crib at Sick Children’s Hospital as a Coeliac patient was posted in the centre on one of the covers of the Saturday Evening Post circa 1936/37
If you could help me locate it, it would be greatly appreciated, I was with the disease at that time and the dire prognosis was n early death at age ten, my birth date is 10-05-1934 and am writing this inquiry at age 82, if possible please help
I love these pictures and the way “ladies and gentlemen” are portrayed. Some of the clothes are beautiful and so classy.
I absolutely love these illustrations! A shame artists don’t draw like this anymore. I recently subscribed to the Saturday Evening Post, for the first time. I know I won’t regret it.
There’s just nothing quite like the early and mid-1900’s artwork illustrations and images is there, Jennifer?
I love them all, but in particular those by Al Parker, Robert Meyers, Joe de Mers, Coby Whitmore and Bob Hilbert (Larcenous Lady). I’d like to know more about that letter in her right hand, and I think she does too.
I have never tired of studying the amazing creations for the cover of the Saturday Evening Post…no matter what year it was published. Those past years seemed like such simpler and kinder days. Wish there was more awareness now.
I love the pictures.
Wonderful pictures I will treasure them..I MISS THOSE DAYS..Thank you so much..