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Naturally Educational » 1-2 (Toddler), 1-2 (Toddlers), 3-5 (Preschool), 3-5 (Preschool), Featured, Giveaways, Weather, Winter » Jesse Bear, Jesse Bear, What Will You Wear (And The UPS Store Giveaway)

Jesse Bear, Jesse Bear, What Will You Wear (And The UPS Store Giveaway)

“Wanna wear shorts! Don’t wanna wear jacket! Nooo hat!”

Sounds familiar? Then you probably have a toddler! They’re adorable, funny, and very, very stubborn.

We offer only weather and age-appropriate outfits, give them choice within those boundaries, and still, it is ten degrees below zero and your toddler wants to wear sandals!

We created a paper doll project that helps young children understand and choose weather-appropriate clothing in every season.


  • templates (you could also use photographs)
  • markers/crayons/pencils and stickers/glitter/etc.
  • scissors
  • laminate paper
  • adhesive Velcro strips


1. First, print out the templates.  There are a number available but we went with these. You could also draw additional clothes (my daughter wanted a tutu for her bear).  Another option would be to use photographs of your children and their own clothing.

2. Color and decorate the bear and the clothes. It is interesting to notice that, even though we do not do a lot of coloring sheets, my daughter has internalized the rules for coloring in the lines and filling the white space whereas my son has not.

3. Cut out the shapes.

4. Laminate.  You can use the adhesive clear contact paper or, we headed over to The UPS Store and asked them to laminate for us.  The laminate process they use produces a nice, stiff, sturdy plastic.

5. Add velcro to the front of your bear and to the back of the clothes.

6. Dress your bear to match the weather!

Books to Help Toddlers Dress for the Day and the Weather

Jesse Bear, What Will You Wear?: One of our favorite storybooks about getting dressed features the playful Jesse Bear. Throughout the day, from pajamas to playtime to lunch to bath to bedtime again, Jesse Bear shares what he’ll wear in fun, engaging rhymes.

Clementine’s Winter Wardrobe features a cat imagining all the clothes she will need for the winter–I think she has almost as many clothes as my daughter! The color pencil drawings give the book a sweet, dreamy look.

More Educational Laminating Fun


The UPS Store would like my readers to have the opportunity to experience the convenience for themselves. They have given me $250 worth of gift cards to give away!


  • One (1) Grand Prize Winner will receive $75 worth of gift cards to The UPS Store
  • Two (2) First Prize Winners will receive $50 worth of gift cards to The UPS Store
  • Three (3) Second Prize Winners will receive $25 worth of gift cards to The UPS Store

To Enter:
You can enter 1-3 times by completing any or all of the following. Please leave a separate comment for each entry.

  • Leave a comment on this post sharing how you can use the services at The UPS Store for education or just let me know your favorite thing about The UPS Store.
  • “Like” Naturally Educational and The UPS Store on facebook and leave a separate comment (just one for “liking” both) to let me know.
  • Subscribe to the Naturally Educational e-mail digest and make sure to confirm your subscription and leave a separate comment to let me know.

Winners will be chosen at random from valid entries. Contest ends at 11:59 PM EST February 7, 2011.

Disclosure: I am writing this post in part as a paid The UPS Store Brand Ambassador and in conjunction with the Lovin’ Logistics campaign at Collective Bias. All opinions stated here are my own and are not affected by compensation.

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Written by

Candace Lindemann, Yale, BA, Harvard Graduate School of Education, EdM, is an educational consultant and published writer. She enjoys new learning experiences with her children, ages 6 and 4 and 1.5.

Filed under: 1-2 (Toddler), 1-2 (Toddlers), 3-5 (Preschool), 3-5 (Preschool), Featured, Giveaways, Weather, Winter

120 Responses to "Jesse Bear, Jesse Bear, What Will You Wear (And The UPS Store Giveaway)"

  1. Ann F says:

    I love the UPS Store. I do a lot of Amazon and eBay sales and buy a lot of my packing supplies there and drop off services.

    abfantom at yahoo dot com

  2. Elizabeth S. says:

    My favorite thing about The UPS Store is the convenience. There’s a location just down the street from me, there’s rarely a long wait for service, and it’s right next to the post office, too, offering an easy alternative to mailing.

  3. Ann F says:

    I’m an email subscriber

  4. LeAnn Voyer says:

    I am an email subscriber. LKVOYER at aol dot com

  5. LeAnn Voyer says:

    Like both Naturally Educational and The UPS Store on FB (leann brandner voyer)

  6. Mary Elderton says:

    I love UPS for one simple reason–they are reliable. No matter what task you have, the UPS people are helpful and get the job done.

  7. mistee says:

    I love the UPS Store. I get all of my paking things there.

    misteedawnw at aol dot com

  8. Rebecca Graham says:

    My favorite things about the UPS store is that they will pack my packages for me.

  9. Jackie says:

    I love the UPS store because they are the closest “copy center” to my house– and their clerks are so helpful. They always help me get the pages on the copy machine in the right direction!

  10. Rachel says:

    Love the idea! Later this week we are doing “weather” and seasons in our activity-calendar! I’ll have to remember to feature you then!

  11. Adrienne Gordon says:

    I like all the printing options they have.

  12. Zekesmom10 says:

    Can you believe I’ve never been to a UPS store. I guess I need to get educated!

  13. Heather S says:

    I use the UPS store alot and they are always friendly. You get in and out quickly and my stuff is always delivered/tracked. It is a world of difference going there over the negative/miserable lines at the post office.

  14. […] This post was mentioned on Twitter by Candace Lindemann and Candace Lindemann, Jackie. Jackie said: Have a 2 yo who wants to wear shorts in snow? Check out this fun dressing activity from @candaceapril […]

  15. Jennifer M says:

    For our Chinese New Year party, we get bubble wrap at the UPS store and let the kids stomp it so it sounds like the traditional fireworks.

  16. Jennifer M says:

    For both,
    Facebook follower as Jennifer Maslowski
    Jennifer, jennem22 at yahoo dot com

  17. Kendra G says:

    do ebay services, so that is the place we go for the best service!! thanks for the opp–cute crafting idea there for the kids
    kendraco22 at yahoo dot com

  18. Kendra G says:

    email subscribe
    kendraco22 at yahoo dot com

  19. domestic diva says:

    We trade schooling supplies with others, so this would be handy for mailing them.

  20. Tina M says:

    I love UPS store because they are close to my home. I also love their online tracking services.

  21. Tina M says:

    follow Naturally Educational and The UPS Store on facebook

  22. Tina M says:

    subscribe via email

  23. Alissa says:

    My favorite thing about the UPS store is that I can package and send all in the same place. They have everything I need. captainliss40(at)gmail(dot)com

  24. ANDY says:

    love they pack securely

  25. Cynthia C says:

    I love the convenient location of my local UPS store.

  26. Cynthia C says:

    Like you and UPS store on fb (Cynthia Conley)

  27. Suzanne K says:

    My favorite thing about the UPS store is that they are a super convenient place to get passport pictures taken quickly to send off for renewal (when I forgot…)

  28. Courtney S says:

    My fave thing about the ups store is how convenient it is!

  29. Katie says:

    I love that they take all my bags of packing peanuts and reuse them!

  30. Goss Family says:

    We use UPS for laminating and printing. My daughter is in the process of making a custom Flat Stanley type project, we put our own spin on it and made our own story to go along with the cut-out we created.

  31. Goss Family says:

    I like both pages on Facebook as Heather ArmyWife.

  32. Selene says:

    The thing I like the most about the UPS store is the service they offer, from packing to supplies.

  33. Kimberly says:

    I love the UPS store because they have all the supplies on hand and help you with packaging. I also like that UPS will ship items that USPS won’t.

  34. Kimberly says:

    I subscribe to your blog via email. Thank you!

  35. Knie says:

    I love all the shipping options and sizes.

  36. Sara B. says:

    I like being able to send packages to my friends overseas.

  37. Linda says:

    I like our UPS store, I always ship there and they are always friendly and help me with my packing.

  38. Christine says:

    they are reliable

  39. Scott Martin says:

    I liked you and the UPS Store on Facebook. THANKS for the AWESOME GIVEAWAY!!!

    Scott Martin

  40. Monique Rizzo says:

    My favorite thing about the UPS store is that you get a tracking #.
    Thanks for the chance.

  41. Barbara says:

    I love that the UPS Store will notarize documents for just a couple dollars.

  42. Erin M. says:

    The UPS store has amazing service around my house…One Friday I forgot to bring in our little community newspaper from my sidewalk and I caught the UPS man picking it up and bringing it to my door along with my package! I was soooo happy at the gesture!

  43. Erin M. says:

    I LIKE Naturally Educational and The UPS Store Corp. on Facebook (Erin Mize)

  44. Erin M. says:

    e-mail subscriber.(validated!)

  45. Carol Bryant says:

    I love all the shipping options.

  46. Crystal says:

    My husband is an elementary teacher and he would most certainly be able to use this for his school supplies! School’s budgets are so slim in our district and the teachers are paying out of pocket, or just doing without! I’d love to surprise him with this for his classroom!

  47. Crystal says:

    LIKE both N. E. on FB & UPS….love your site!

  48. McKim says:

    My favorite thing about the UPS store is that they don’t have long lines like they do at UPS or the post office.
    kimkmc at

  49. Linda Lansford says:

    favorite thing about The UPS Store i mailing with ease

  50. Aimee says:

    My favorite thing about the UPS store is that it is five minutes from my house and next to Nicola’s Books, my favorite place to pick up books for my classroom library.