Home » Holiday Style For Little Boys With OshKosh B’Gosh + Giveaway

Holiday Style For Little Boys With OshKosh B’Gosh + Giveaway

This post is sponsored by Everywhere Agency on behalf of OshKosh B’gosh; however, all thoughts and opinions expressed are my own.

Happy Thanksgiving week. New England is like no other. Last week it was literally under 40 degrees. This week its over 60. It always seems to do that once the holiday season officially arrives. Who’s ready for all the family festivities? I know we are. I have a feeling Thanksgiving will become A‘s favorite holiday. Lately he has been growing like a weed and eating like no tomorrow. Literally, as soon as he’s done one meal he’ll ask for a snack. Do your toddlers like to snack too or is it just the age?

Who knew the year would fly by. Now that Thanksgiving is in just about two days things always feel so hectic. In between food, entertaining, food shopping and even prepping for the all mighty black FridayHoliday shopping shouldn’t be. This is one of the best times of the year you can grab the best items at great prices. That’s one of the reasons I love this time of year. To stock up on clothes for him, myself and my husband. OshKosh B’gosh is a great place to start when holiday shopping for your little ones. Plus they go all the up to size 14 in both boys and girls. If you have a little army you’re more likely to find everything you need for those holiday soirees. Plus seeing that kids style is always fun to watch as a parent.

I've Been Good 1

Light Denim Jeans

Another thing I love about the holidays is dressing up my family especially little A. Now that he’s four he loves to try and pick out his own tops bottoms, shoes and even toys. He’s accustomed his own type of style. I remember when I was pregnant my husband said when he got older he would take the style wheel. I’m sure that won’t be the case. Haha.

Now that we calmed down on the dinosaur train it’s so much more easier to pick out holiday themed outfits. It also makes it less of a job. We all know how bad it can get with a toddler and getting dressed. I got to pick out a couple outfits with him that you can mix and match if you have a toddler boy.

Denim Overalls

Plaid OshKosh

OshKosh B'gosh

Mix and match these items:

Graphic Tee | Light Blue Wash Jeans | Plaid Top | Denim Overalls | Duck Boots


If you plan on holiday shopping this Black Friday

OshKosh B’gosh is a great place to start. Plus their having a great offer going on.

Dash To Win It

The first 100 people to any store will receive a gift card worth up to $100. Depending on when their local store opens the deal either starts on 11/23 or 11/24. If the store opens on 11/23, the dash in to win is on 11/23. If their local store is closed on 11/23, then the dash in to win event is on 11/24. Check local store listings for store hours.

You can look up your local store ? HERE Make sure you head over this weekend and check out all the great outfits OshKosh B’gosh will have available. I have a coupon you can use in store or online. This is good for 20% off of your purchase of $40 or more and it good through December 31, 2017. The online code is: OKBG3418.

OshKosh Holiday Coupon 2017


We hope your family has a happy and healthy Thanksgiving & Christmas. Happy Shopping and Happy Holidays.

One lucky reader will win a $50 gift card to spend at OshKosh B’gosh this holiday season. Enter below.


a Rafflecopter giveaway


  1. sandra
    November 21, 2017 / 10:38 PM

    I like anything that’s warm, durable, looks good and inexpensive for my kids.

  2. JenniferAnne Keefer
    November 22, 2017 / 2:18 AM

    They have some Christmas-y sweatshirts and t-shirts to wear with their jeans.

    • Jalisa
      November 22, 2017 / 8:36 PM

      Love mixing and matching those.

  3. marilynnawara
    November 22, 2017 / 11:26 AM

    I’m buying my granddaughter sweaters, hoodies and leggings.

    • Jalisa
      November 22, 2017 / 8:35 PM

      Those sound like great gifts.

  4. uprunforlife
    November 22, 2017 / 10:02 PM

    I need to get my son a new outfit to wear to Christmas Eve church services or I will let him pick out some new PJs.

    • Jalisa
      November 23, 2017 / 2:41 PM

      My son suffers from ADHD so he can never sit through a service. I end up going with my parents if my husband doesn’t have to work through the evening.

  5. Allyson Tice
    November 22, 2017 / 10:25 PM

    my kiddos are wearing buffalo plaid this season! flannel!! love this pattern so much for the holidays!!

    • Jalisa
      November 23, 2017 / 2:40 PM

      Omg yas ?? I’m so glad my little one loves it too. Such a great pattern.

  6. shelly peterson
    November 23, 2017 / 10:24 AM

    I like to dress my grandsons in nice pants and a sweater.

  7. Michelle J.
    November 24, 2017 / 10:44 AM

    In clothes without holes in the knees.

    • Jalisa
      November 26, 2017 / 3:29 PM

      lol tell me about it.

  8. mami2jcn
    November 24, 2017 / 12:44 PM

    I’d like to get a faux fur vest for my daughter.

  9. Kelly D
    November 24, 2017 / 3:58 PM

    I am styling my daughter in pretty tops and leggings.

  10. Anna Pry
    November 24, 2017 / 7:54 PM

    my daughters would love to dress in sparkly dresses

  11. Katie Bellamy
    November 24, 2017 / 7:59 PM

    My daughter LOVES dresses!

  12. Elle
    November 25, 2017 / 12:55 PM

    I will style in well made classics that look a bit preppy but also have a bit of a stylish flair.

  13. Dandi D
    November 25, 2017 / 4:53 PM

    I would love to get some of their cute overalls for both my son and my daughter!

  14. Lauren
    November 25, 2017 / 10:01 PM

    I am liking plaids for the holiday season.

  15. Katie smith
    November 26, 2017 / 9:26 PM

    My daughter is going to wear a velvet dress sweater tights and ankle boots for the holidays!

    • Jalisa
      December 3, 2017 / 9:03 PM

      She look super cute.

  16. Julie R
    November 28, 2017 / 7:38 AM

    I like the tunics for toddler girls for my daughters! I always dress them in fancy dresses for the holidays though!

  17. Natalie
    November 28, 2017 / 3:41 PM

    My son could use some new bottoms. OshKosh are so strong and sturdy. I love the shoes you chose for your adorable son!

    • Jalisa
      December 3, 2017 / 11:19 PM

      I love their clothes.

  18. meredith
    November 28, 2017 / 8:57 PM

    I have some cute dresses for my child!

  19. Kari
    November 29, 2017 / 7:40 AM

    I’m planning the buffalo plaid look this year for my three kids.

  20. Jennifer Cervantes
    November 29, 2017 / 12:26 PM

    I love dressing my girls in long sleeves, sweaters and jeans. Plus a Christmas dress for Santa pictures.

  21. November 29, 2017 / 1:30 PM

    My daughter loves to wear dresses which makes Holiday dress shopping easy!

  22. November 29, 2017 / 2:11 PM

    Gifts for my grandsons.

  23. Katherine S
    November 29, 2017 / 2:30 PM

    I have 2 boys and a baby girl. I need to get some 9 month clothes for my baby girl. She pretty much needs everything for 9 month size. Thanks.

  24. robin s.
    November 29, 2017 / 2:39 PM

    I love to dress my daughter in dresses. She usually likes to help pick out what color she wants.

  25. tat2gurlzrock
    November 29, 2017 / 3:10 PM

    Our grandson turned one today and I would love to get him some of their cute bodysuits! I love their clothes!

  26. Ashley B
    November 29, 2017 / 3:36 PM

    Boots and skinny jeans!

  27. November 29, 2017 / 8:41 PM

    something warm and durable

  28. courtney
    November 29, 2017 / 11:04 PM

    I love the cozy hoodies

    • Jalisa
      December 3, 2017 / 9:04 PM

      Omg yes. I literally ought three of them for the Fall.

  29. Helen
    November 30, 2017 / 12:52 AM

    I would put my little girl in some cute sweater dresses and tights or a tunic top and leggings

    • Jalisa
      December 3, 2017 / 9:03 PM

      She’s look super cute. Those are my type of outfits lol.

  30. Kristin C
    November 30, 2017 / 8:47 AM

    I love the overalls – they’re such a classic!

  31. November 30, 2017 / 8:53 AM

    a red and black dress

  32. bethelderton
    November 30, 2017 / 8:56 AM

    We like dorky Christmas sweaters–the dorkier, the better!
    Mary Beth Elderton

  33. November 30, 2017 / 8:57 AM

    I’d love to get some fun holiday/winter pajamas for my niece! She’s pretty stylin’ during the day, and I know their stylish jammies would keep her warm at night!

  34. Nancy
    November 30, 2017 / 8:58 AM

    We like to wear plaids, reds, and greens for the holidays.

  35. jennifer horn
    November 30, 2017 / 9:01 AM

    Loving the plaids for this season!

  36. Chrissy
    November 30, 2017 / 9:06 AM

    I got my daughter an early Christmas present – 12 days of Disney princess socks and she gets to pick a new one every day! Currently we are in love with all things princess so that’s pretty much our style!

  37. Sarah Hayes
    November 30, 2017 / 9:14 AM

    they will be warm and comfortable. sweaters and leggings are our go-tos

  38. November 30, 2017 / 9:30 AM

    I’m getting a cute sweater for my little one this year.

  39. Geri Sandoval
    November 30, 2017 / 9:33 AM

    I always like to dress my granddaughter comfy…I love they tunics and leggings for the winter ❄️ ❤️

  40. Samantha
    November 30, 2017 / 10:01 AM

    My three year old is currently in love with sweaters and leggings! ?

  41. Liz Newsome
    November 30, 2017 / 10:06 AM

    My niece loves pink – so I’m looking for that!

  42. Kimberly M
    November 30, 2017 / 10:15 AM

    They will be dressed in nice pants and a nice top. So they can attend church and look respectful.

  43. Alicia Zirjacks
    November 30, 2017 / 10:27 AM

    I will style my littles with warm, but comfy clothes

  44. Momma Mel
    November 30, 2017 / 10:30 AM

    I love plaids, but my kids have a mind of their own. So I choose my battles and try to get them to wear clothes that are clean and seasonally appropriate.

  45. Pam Halligan
    November 30, 2017 / 10:39 AM

    My little one will be wearing a blue velvet dress with silver glitter.

  46. November 30, 2017 / 10:40 AM

    Cute, comfy, and warm! daniellecorrelle@ aol.com

  47. Sarah Sobocinski
    November 30, 2017 / 10:44 AM

    I’ll get my son some nice outfits for church.

  48. Mickie
    November 30, 2017 / 10:57 AM

    My daughter insists on always wearing dresses for holidays! I love it. We are expecting another in March and I can’t wait to be able to buy them matching outfits.

  49. Dawn Monroe
    November 30, 2017 / 10:58 AM

    I want to get my grandaughters some footless tights and sweater dresses.

  50. Maggie Smith
    November 30, 2017 / 11:57 AM

    We live in Northern MI so it gets really cold. My boys love to layer to keep warm!

  51. angela smith
    November 30, 2017 / 11:57 AM

    Anything that is durable and bright my son likes

  52. shanna
    November 30, 2017 / 12:10 PM

    Sweaters && leggings 🙂

  53. Heather
    November 30, 2017 / 12:21 PM

    My daughter has been wanting a new hoodie and they have a cute selection.

  54. November 30, 2017 / 12:33 PM

    My daughter loves sweater dresses and my son is into jeans and flannel.

  55. Mechele M Johnson
    November 30, 2017 / 12:35 PM

    Sparkly tunics and leggings with boots always work for my daughter. She loves the sparkles and its comfy for her to wear leggings. That way she can still run around and play without the restrictions of a “fancy” dress.

  56. November 30, 2017 / 1:17 PM

    I love plaid and blue and white

  57. November 30, 2017 / 1:33 PM

    Dresses! My 6-year-old Granddaughter is a girly girl! Oshkosh has the BEST most durable clothes!

  58. Bobbie Smith
    November 30, 2017 / 1:56 PM

    I always try to buy my granddaughters matching outfits for the Holidays, so this will be what I will be doing this year also. I guess you can say it’s my tradition…lol.

  59. November 30, 2017 / 2:26 PM

    Our 4 year old Samantha wants a holiday dress for her school party.

  60. kathy Persons
    November 30, 2017 / 2:28 PM

    Cute sweats and jeans

  61. Tammy Woodall
    November 30, 2017 / 2:44 PM

    My beautiful Grandbaby loves to dress in Christmas Plaid.

  62. Angelica C Dimeo
    November 30, 2017 / 3:16 PM

    Warm sweaters and hoodies, Pants

  63. shirley emitt
    November 30, 2017 / 3:47 PM

    Our little one loves to layer.

  64. mary Jacobowitz
    November 30, 2017 / 4:07 PM

    I will be sharing this gc with a friend who is expecting in Jan.

  65. courtafi2138
    November 30, 2017 / 4:20 PM

    I’m thinking glitter and velvet! My daughter would love the glitter peplum top from Osh Kosh and they have some super cute velvet mouse flats.Also,your son has the cutest smile ever! Courtney Hennagir on rafflecopter.

  66. Marcia Goss
    November 30, 2017 / 4:23 PM

    Overalls for my 4 year old grandson!

  67. November 30, 2017 / 5:22 PM

    I like to let them pick their clothes. The girls really like dresses.

  68. Jackie
    November 30, 2017 / 5:26 PM

    They’ll wear comfortable clothes in red and green.

  69. elizabeth m
    November 30, 2017 / 5:37 PM

    We do not typically dress up too fancy for the holidays. She will get a holidaydress but as for the rest of the cold winter, it will be yoga pants and sweaters.

  70. Megan Tilley
    November 30, 2017 / 5:45 PM

    My daughter loves anything flannel or sparkley.

  71. November 30, 2017 / 5:48 PM

    I don’t have much say in what the grands wear but they always look nice.

  72. November 30, 2017 / 5:52 PM

    They’re twins. I want them dressed like Arnold Schwarzenegger and Danny DeVito. Failing that, Tom Cruise and Dustin Hoffman.

  73. KJ Skib
    November 30, 2017 / 5:57 PM

    My girls love to wear the cute shirts with the sayings on them.

  74. Dana Matthews
    November 30, 2017 / 5:59 PM

    I love denim. Jeans and a flannel shirt put together with boots and belt. Of course we have to have mittens a jacket and a hat!

  75. Pamela
    November 30, 2017 / 6:01 PM

    Durable pants and cute sweatshirts/tops for the little guy and sweaters/tunics and leggings for the little girl!

    • Jalisa
      December 3, 2017 / 11:31 PM

      My son is always on the floor so something durable is much needed.

  76. Darcy L Koch
    November 30, 2017 / 6:10 PM

    I always buy a special outfit for Christmas and then donate it to a local second hand store the following Christmas season for some other child to wear.

    • Jalisa
      December 3, 2017 / 11:28 PM

      That’s such a great idea.

  77. Stacey
    November 30, 2017 / 6:12 PM

    Warm and festive

  78. November 30, 2017 / 6:19 PM

    My son is almost 2 and we pretty much stick to soft tees and soft leggings or joggers.

    • Jalisa
      December 3, 2017 / 11:25 PM

      My son too

  79. Joy L
    November 30, 2017 / 6:45 PM

    I would like this gift for nieces, nephews, and hopefully baby-to-be!

  80. November 30, 2017 / 6:50 PM

    I’m the great aunt to my niece’s children ( a girl in kindergarten and a preschool boy), but I love jeans and sweaters, plaid shirts, classic fall styles 🙂

  81. angie depue
    November 30, 2017 / 7:01 PM

    I’m raising 2 granddaughters, I love dressing them in tunics, sweaters, leggings and boots! they also love plaid! Very stylish girls. we love Osh Kosh!

    • Jalisa
      December 3, 2017 / 11:30 PM

      They sound super stylish

  82. Connie Tillman
    November 30, 2017 / 7:10 PM

    My boys wear a lot of jeans and tee-shirts

  83. Jasmine R
    November 30, 2017 / 7:14 PM

    I love little sweaters and cardigans 🙂

  84. Lisa Queen
    November 30, 2017 / 7:17 PM

    I love the mix and match sets. This makes life so much easier. Thanks!

  85. brittani adams
    November 30, 2017 / 7:17 PM

    I love pairing vests over sweaters. or sweaters over button ups. very cute. we need lots of layers here !! brr

  86. November 30, 2017 / 7:27 PM

    she loves dresses and jeans

  87. Jenny Ham
    November 30, 2017 / 7:49 PM

    cute sweaters for my nephews

  88. kelly woods
    November 30, 2017 / 7:50 PM

    Love girlie girl things. Glitter, fru, fru 🙂 thank you for the chance.. Would love to win..

  89. Cheryl B
    November 30, 2017 / 7:52 PM

    Tunics and leggings this year for my Granddaughter.

  90. Amanda Hoffman
    November 30, 2017 / 8:02 PM

    With war. Jackets and long sleeves! Snow flakes and holiday theme is a must

  91. Melissa L.
    November 30, 2017 / 8:23 PM

    I love to find clothing they can mix and match easily so we don’t have to worry what is clean to look cute!

  92. sandra a
    November 30, 2017 / 8:49 PM

    Love the little ones in leggings and flannel

  93. golden storm
    November 30, 2017 / 9:23 PM

    i like cardigans for my grandsons

  94. Amy Deeter
    November 30, 2017 / 9:46 PM

    sweatpants , long sleeves, sweatpants. lots of Christmas colors

  95. November 30, 2017 / 9:48 PM

    They will wear hand me downs as there is 5 children, but they are clean.

    • Jalisa
      December 3, 2017 / 11:24 PM

      We just got a ton of hand me downs and always love to see what we can mix and match

  96. Julie
    November 30, 2017 / 9:58 PM

    Anything comfortable and warm.

  97. Anne Perry
    November 30, 2017 / 10:11 PM

    Denim & flannel shirts.

  98. William D
    November 30, 2017 / 10:14 PM


  99. nickie
    November 30, 2017 / 10:47 PM

    I buying my son jeans and sweaters and tees

  100. Leah C
    November 30, 2017 / 11:09 PM

    I love when my kids dress up with button downs and colorful pants.

  101. Clarissa Hiciano
    November 30, 2017 / 11:10 PM

    My son will be dressed like a lumper jack hipster this year. Lol

  102. Trisha Musgrave
    November 30, 2017 / 11:18 PM

    My girls love long shirts or dresses with cute patterned leggings!

  103. November 30, 2017 / 11:19 PM

    Id get my grandsin some new ouitfits

  104. Leela
    November 30, 2017 / 11:27 PM

    Fleece and flannel for warmth.

  105. Virginia H
    November 30, 2017 / 11:28 PM

    I style my littles affordable, but in style, durable, weather wise, and of course, cute

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