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Cutest Christmas Teddy Bears To Love

Updated on December 16, 2016
Ilonagarden profile image

Christmas is my favorite holiday. I have collected traditions, decorations, and recipes to make it fun and festive. I want to share the joy.

Teddy Bear Trivia

The Cutest Teddy Bears Of All

When my kids were little I would always buy them a special Christmas teddy bear. They loved them, but secretly, I don't think that was my first reason for buying them. Shhhh! Don't tell, but It was because I have never stopped loving the huggable, cute, and furry, little teddy bears on holiday store shelves.

I am fairly sure that is the explanation.

Of course, those adorable teddies were loved, quite literally at times, to death. Not all made it to the child's adulthood... And even our dogs loved the teddy bears, apparently, since while gardening I dug one up that had carefully been buried. I know just the culprit who did it, since he was notorious for burying socks and other such things in my flower beds.

Anyway, enough of such sad stories... this is a celebration of the beloved Teddy Bear. I hope you enjoy it as much as I do.

Gund makes the Cuddliest, Cute Teddy Bears

Gund 2011 Amazon Exclusive Limited Edition Custom Bear
Gund 2011 Amazon Exclusive Limited Edition Custom Bear
Look at that face- how can you not love that face? And then the cheerful red scarf just clinches it- I'm in love.

This is My Idea of a Cute Teddy Bear

September 9th is Teddy Bear Day

Do you celebrate funny, weird, little known holidays? Then maybe you already knew about Teddy Bear day. If this is the first you have heard of it, it might be a good one to put on the calender for a surprise little teddy bear or teddy bear gift for a little person you love.


Teddy bears to match every taste

Brown, white, pink, funny, cute, realistic... they have diversity.

The trouble with teddies is that there are so many to choose from. One reason I like the brand name types is that they are often made of higher quality materials, with better workmanship.My littlest children were given bears that were especially for babies, and were washable. That feature is a big plus for toddlers, believe me.

Washables For Babies

I think all these bears have darling personalities and could become especially endeared to little children who own them.

My husband still has a Teddy that was his when he was very young, pre-school age! It is faded and worn, but he still looks at it with fond memories. No, it doesn't go to bed with him anymore, but holds a place in his heart. That is the power that a Teddy Bear can have on a child's heart.

Teddy Bear Picnic Day

Is it July 10th? Then it is Teddy Bear Picnic Day! Time to pack up that Teddy and yummy picnic and go to the park.

Collecting Teddies - Teddy Bears Are Collectibles


You already collect them, and that is why you were drawn to this page, or after seeing the many types of adorable bears you are thinking of making them an item for your own hobby, you could find lots to interest you.

Some people just collect one type of teddy bear, like the pandas or the polar bear types, others just collect little statures of them, but children always like the cuddly, real thing: a plump stuffed plush bear.

You MUST have the classic A.A.Milne Books to read

Classic Pooh Bear

Original Winnie The Pooh

Winnie-the-Pooh has been a favorite teddy bear for generations. Starting out as a real toy, he traveled into the hearts of many through the familiar and beloved stories and drawings, only to make the circle back to becoming a toy for children to love and hold and imagine with. It's rather like the actual journey inside some of the most loved of the stories... Pooh always seems to go 'round and 'round.

January 18th is Winnie the Pooh Day

"If you live to be a hundred, I want to live to be a hundred minus one day so I never have to live without you."

- A.A. Milne, Winnie-the-Pooh

"Sometimes,' said Pooh, 'the smallest things take up the most room in your heart."

"Promise me you'll always remember: You're braver than you believe, and stronger than you seem, and smarter than you think.

--Christopher Robin to Pooh"

Reading the quotes from the stories is a reminder why we loved these books so much and why they remain a classic teddy bear tale. I think these books, along with Beatrix Potter stories belong on every single library shelf for children to read and have read to them.

What day is it?

"It's today," squeaked Piglet.

"My favorite day," said Pooh.

Classic Pooh By Disney Large Plush Winnie the Pooh Bear
Classic Pooh By Disney Large Plush Winnie the Pooh Bear
Very soft and squeezable teddy bear, with the classic look of the Milne drawings.

Paddington Bear!

Paddington Bear!
Paddington Bear!

Give Paddington A Place To Call Home

My First Paddington Bear 7.25 Plush Teddy Bear Stuffed Animal by Yottoy
My First Paddington Bear 7.25 Plush Teddy Bear Stuffed Animal by Yottoy
Everyone loves Paddington and he would really like you to read his adventures, too.

November 16th is "Have a Party With Your Teddy Bear Day"

Teddy Roosevelt, the 26th president of the United States, gave the "teddy bear his name. Political cartoonist Clifford K. Berryman drew the bear of a widely reported event during one of Roosevelt's bear hunts to make it a cuddly cub. Viola- the teddy bear toys were born.

A man who owned a small novelty and candy store in Brooklyn, New York, made the first official teddy bear toy. At least that is how the story goes....

There was a craze for "Roosevelt Bears" , so much so that ladies carried them everywhere, while children were often photographed holding them. [1]

Teddy bears are also among the most popular gifts for Valentine's Day and other holidays.

Is It July 10th ? It's Teddy Bear Picnic Day.

Teddy Bear Picnic Day

Teddy Bear Ornament - oh, joy :)


Boyd Bears have a following

Joy Hollybell by Boyds Bears 5" Hanging Ornament (Fashion Families Holiday Hollybell Collection)
Joy Hollybell by Boyds Bears 5" Hanging Ornament (Fashion Families Holiday Hollybell Collection)
This has to be one of the cutest teddy bear ornaments available! I'd love it on a teddy bear theme tree, along with the homemade ornaments.

Bears All Dressed Up For Christmas

Darling, and and dressed up in their holiday best

I buy teddy bears for almost any occasion, and although I favor Christmas time ( because my grandparents always sent stuffed animals to me at that holiday), Valentine's Day offers some darling dressed up bears and teddy bears; and hearts just seem to go together.

A wonderful Christmas craft - little pompom teddies inside walnut beds

One year,as an Advent activity, I gathered together the makings for these little teddy bear ornaments. We still hang them on our tree each year, and it was so much fun for the kids of ages ( and I had the full range, believe me).

They are so simple that even little ones can make them, although they may not look perfect, but that can be part of their charm. It was such a good memory that I want to share them here.

From a site on the internet we printed the directions, I went to Hobby Lobby and bought the supplies, and we were off! We made them during one afternoon.

Teddy Walnut Ornament


Make way for polar bears- but only the nice ones like a stuffed huggable polar bear friend.

They are bears, after all.


Teddy's Guestbook - Let them know you were here... they care

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    • profile image


      6 years ago

      Great selection!

    • profile image


      7 years ago

      You must have had so much fun making this lens with all these cute teddy bears! It was certainly fun to browse through!!

    • NibsyNell profile image


      7 years ago

      aaaaww... I love this lens! I'm 20 but still have all my old teddy bears. Don't think I'll ever be able to let them go.

    • profile image


      8 years ago

      Cute lens!:) I'm sharing it on my Teddy Bear Picnic lens.:)

    • profile image


      8 years ago

      Cute lens!:) I'm sharing it on my Teddy Bear Picnic lens.:)


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