Packing for a Casual Vacation

Up north, we spend our time playing outside with the kids, walking through dirt and gravel, sitting on the dock, and taking the dogs along. As much as I love it, I’m not about to wear my floor-grazing Marimekko dress to tromp around in the woods.

In the Woods

I’m bad at posing for photos, clearly. I tried to make up for it with illustrations!

Casual Fashion Illustrations | Making it Lovely

My ideal everyday look could probably be described as business casual meets art teacher. Gimme a quirky accessory and then I’ll choose blouses over tees and pointed flats every time over sneakers, but as much as I love my regular wardrobe in Chicago, it isn’t suited to the time we spend up north each summer. I’ve learned to add a few pieces to my closet that I would have otherwise passed over for being too casual so I’m not stuck with only workout clothes to pack. I do the t-shirt and jeans thing a lot more, and my wide-leg cropped pants were on heavy rotation this summer. I even bought sneakers this year! Look at me, branching out.

Casual Style | Making it Lovely

  1. Wide Leg Marina Pant, Ann Taylor
    I bought these in white too, to wear to Dîner en Blanc.

  2. Curvy High-Rise Skinny Jeans in Lucille Wash, Madewell
    My favorite jeans in the world got even better when they introduced the curvy fit.

  3. 4″ Pleated Shorts – A New Day, Target
    How many times can I tell you about my favorite shorts? They have been restocked in almost every size, and they are now down to $6.88. Get some.

  4. Slice of Stone Pendant, Kate Spade
    I don’t have this one. YET. I wore a different pendant necklace that’s no longer available so I found this one, and now I must own it as well.

  5. Mid-Rise Soft Pants, Old Navy
    Pants that feel like pjs!

  6. Lampshade Hat, Shopbop
    The best shape.

  7. Avianna Low Vamp Kitten Heeled Mules – Universal Thread, Target
    All day, every day. A comfortable low heel, they stay on while walking (not all mules do so well), and the best light neutral. Love these!

  8. Anniemae Woven Slide Sandal – Universal Thread, Target
    A little pattern that still goes with just about everything else, printed or solid.

  9. Triple Decker, Keds x Designlovefest
    Cap-toe sneakers! They give a little height and bouncy cushion, too.

  10. Northside Vintage Tee (Weathered Olive), Madewell
    Ooh boy do I love this color. I’m so glad it’s popping up in home and fashion again.

  11. Northside Vintage Tee (White Wash), Madewell
    Yay, simple white tee.

  12. Whisper Cotton Crewneck Tee in Creston Stripe, Madewell
    Striped tees forever.

  13. Monterey Hooded Pullover, Anthropologie
    Far cuter than the mens’ hoodies I wore in my youth, eh? Just as comfy though.

  14. Wide-Sleeve Pullover Hoodie in French Terry, Gap
    The blousy shape I like, but in casual sweatshirt form.

  15. Hallie Glasses (Lapis Crystal), Warby Parker
    It’s hard to see here, but the finish is a lovely blue with a lot of depth to it.

  16. Iridescent Square Sunglasses, LOFT
    Flattering shape, large scale, and hi, only $12.

  17. Shapes Statement Earrings, Madewell
    Get these before they sell out! $28 and they are SO good. I almost bought them in more colors. (Still thinking about it.)

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  • Tracy
    August 14, 2018 at 12:57 pm

    I know you’ve talked about these target shorts a few times and I keep meaning to ask… how do you find the fit? I always find target clothing to mostly fit too small even with my normal size so I always tend to size up (sometimes 2 sizes). Do these fit true to size? They don’t have elastic on them, right?

    • Making it Lovely
      August 14, 2018 at 2:44 pm

      No elastic, and I find them true to size. I find Target’s clothes are usually true to size though, unless you’re talking the juniors’ lines (but that would be expected for them to be small).

  • Tina
    August 14, 2018 at 1:56 pm

    Aren’t those Madewell earrings the best? I have them in pink and just ordered them in olive green from Nordstrom. They were a summer staple! Have you looked at J. Crew earrings lately? They are knocking it out of the park. I’ve been getting them on ebay of all places lately.

    Also, you put 175,000,000% more thought into your Northwoods wardrobe than anyone has in the history of the Northwoods.

    • Making it Lovely
      August 14, 2018 at 2:46 pm

      Ha! It’s not really a fashion capital, is it? (And yes on the earrings! J. Crew almost always has great ones.)

      • Tina
        August 14, 2018 at 10:24 pm

        Ha! I did laugh out at your post because workout clothes is pretty much all that I pack for up there. I’ll usually bring a t-shirt dress for when we go out to dinner. We really usually in swimsuits for 80% of our waking hours anyway.

  • Whitney
    August 14, 2018 at 3:34 pm

    I always love your style ideas, especially now that I’m a mom of two and I’m still figuring out how to best dress my changing body. Keep ’em coming!

  • Susan
    August 15, 2018 at 6:42 am

    Hi! I love these clothing choices (and your illustrations) and needed some inspiration to up my cottage gear game… my crappy old cargo pocket capris and crocs gotta go!

  • Kristin Meldrim
    August 16, 2018 at 11:47 am

    Can I ask what sizes you are buying at Madewell? I only have a couple shirts from Nordstroms rack in Medium. I like the look of the vintage tees but not sure how they compare sizewise.

    • Making it Lovely
      August 17, 2018 at 9:09 am

      I’m a medium in the tees (and in general a medium/10 on top, large/12 on bottom).

  • Jennifer B
    August 17, 2018 at 12:01 am

    Love those Target shorts! I bought them in black when you first mentioned them and I just ordered them in olive. Love.

    August 17, 2018 at 3:01 am

    […] This whole outfit organization excites me. […]