The Causal Holiday Outfit You Can Wear All Winter Long

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casual holiday outfit

Chelsea28 Raw Edge Tank in Black / J. Crew Juliette Collarless Sweater Blazer in Black / Madewell 10″ High-Rise Skinny Jeans in Hayes Wash / Steve Madden Daisie Pointy-Toe Pump / Daniel Wellington Classic Petite Mesh Strap Watch in Rose Gold

ALRIGHT, FRIENDS.

We are officially one week out from Christmas and I could not be feeling more emotions about it. I’m excited to have a few days off work and spend time with my friends and family but I’m also bummed it’s almost time to put the decorations away (Okay, let’s be honest – that won’t happen until January in our house!) and a wee bit stressed because I still haven’t finished my holiday shopping. Fingers crossed I can get it done by the end of the weekend so I can enjoy next week without losing my marbles šŸ¤žšŸ»

With most of our holiday events behind us, the next few weeks will be pretty low key minus the Holiday Pops on Monday night, which I always find the most difficult to dress for! I want to pull out a fun pair of heels but don’t want to be too overdressed at events that are more on the casual side. The struggle, right?

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When I saw this tank a few weeks ago when shopping for an outfit for our holiday cards (I ended up wearing something I already owned – go figure šŸ¤Ŗ), I figured if I didn’t wear it for our holiday cards, it would be the perfect top to wear throughout the holiday season and *basically* all year round! And guess what? I was right!

The detailing is stunning and it’s the perfect light layer to wear under my go-to sweater blazer (which I also own in tan and if you’re considering purchasing it, I say do it!) but also looks darling by itself. It also comes in nine different color ways and is under $50! I’m dying for the white, olive green, and link pink, too!


Chelsea28 Raw Edge Tank in Black / J. Crew Juliette Collarless Sweater Blazer in Black / Madewell 10″ High-Rise Skinny Jeans in Hayes Wash / Steve Madden Daisie Pointy-Toe Pump / Daniel Wellington Classic Petite Mesh Strap Watch in Rose Gold

Photography By: Caroline The Photographer

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22 Comments

  1. 12.18.19
    Rach said:

    Ok, LOVE this outfit!! I love that these pieces are classic but it looks so chic!

    http://www.rdsobsessions.com

    • 1.6.20
      Rachel said:

      Thanks, Rach!

  2. 12.18.19
    Ashley Hargrove said:

    This is definitely an outfit I would wear 24/7!! So classic and chic yet works for any occasion! Gorgeous girl!

    • 1.6.20
      Rachel said:

      RIGHT?! It’s so easy and not holiday-specific. Plus, you can never go wrong with a fun pair of pumps šŸ˜‰

  3. 12.18.19
    Emely said:

    You are making me miss Boston so much!!! I went last year and loved it. Iā€™m such a casual dresser. This is so helpful!

    • 1.6.20
      Rachel said:

      Oh my gosh, you need to come back and visit ASAP!

  4. 12.18.19
    Laura Leigh said:

    You look so chic girl friend! And I really love the scene of these snaps.

    xo Laura Leigh
    http://louellareese.com

    • 1.6.20
      Rachel said:

      Thanks, Laura!! Downtown Boston is the best for photos!

  5. 12.18.19
    Stephanie said:

    I am totally loving this classy and chic outfit on you, girlfriend. You know your way around a long cardigan-style piece and a cute tank, that’s for sure. Fabulous look for every event on your calendar!

    • 1.6.20
      Rachel said:

      Thanks, Stephanie! I love how versatile long cardigans are – especially for work and social events!

  6. 12.19.19
    Morgan said:

    I love low-key holiday plans!! This outfit would take me straight from church to my parents for Christmas Eve dinner .. so versatile!

    -Morgan
    The HER Chronicles [] http://theherchronicles.com

    • 1.6.20
      Rachel said:

      They’re the best, right?! I hope you had a great holiday season!

  7. 12.19.19

    Lovely outfit! I own a pair of shoes like those and I wore them with a green dress. This is a versatile and practical outfit for sure!!

    • 1.6.20
      Rachel said:

      Thanks, Candace! I love the idea of wearing leopard heels with a green dress for the holidays – so festive!

  8. 12.19.19
    Kristina said:

    I can’t believe Christmas is almost here!! And love those leopard print heels- so fun!

    • 1.6.20
      Rachel said:

      So nuts, right?!

  9. 12.22.19

    So cute! I love the shoes, totally completes the outfit!

    • 1.6.20
      Rachel said:

      Aren’t they so fun!? They’re one of my favorite pairs!

  10. 12.25.19

    The perfect casual holiday outfit! This look can seriously last you all season long!

    • 1.6.20
      Rachel said:

      Thanks, Ciera!

    • 3.2.20
      Rachel said:

      Thanks Kimberly!