Winter Shacket Outfit

Greetings and happy Monday! I hope you had a good weekend. Today I’m styling a winter shacket outfit that’s perfect for a day of sightseeing or casual outdoor outings.

shirt jacket c/o (plaid option/solid grey option) // waffle henley c/o // jeans c/o // boots c/o // Kendra Scott earrings // similar tote

This shirt jacket came from Evereve, and I love how thick and cozy it is. It’s also really soft and not stiff at all. I just want to wrap up in it and sit by the campfire with a mug of hot apple cider.

The windowpane print is a fresh take on the more typical plaid shirt jackets, and it’s a little less “lumberjack” for those who aren’t a fan of that look.

I also appreciate the contrasting buttons and the way the sleeves are full enough to layer comfortably under it, but not so big as to add visual weight. I could probably size down, but I actually like the slightly oversized look.

This shirt jacket was fully stocked when I shot this look, but now sizes are getting depleted. I know, it’s the same old song we’re hearing over and over this fall. Suffice it to say, if it’s something you want and they have your size, don’t wait around to grab it. I also found a few sizes left in this solid grey option, and I also like this plaid option on the Z Supply website.

My jeans also came from Evereve. In fact, the whole outfit did, minus the accessories. These are the Good American Good Waist Crop, and they have such a good vintage black wash.

The one busted out knee adds some texture without being too extreme, and there is also some subtle distressing on the rear pockets. They’re a crop length, so they work really well with ankle boots. I’m wearing my usual size 6.

These Sorel Lennox Chelsea Boots are a really good marriage of practical and trendy. They’re completely waterproof and the cushioned insole makes them very comfortable to walk in, but the Chelsea boot styling keeps them modern.

I also love the texture the debossed leather upper adds to an outfit, and the white molded bottoms create a fun contrast. They run true to size, or size up if in between. I went with an 8.5, and there’s plenty of room for thick socks.

Speaking of socks, I am wearing some. I know, will wonders ever cease!?! I picked up these Smartwool Cable Crew Socks from Backcountry, and they’re great for wearing with boots in the fall/winter.

I wore them with my Blondo Dagger boots all day Saturday walking around outside in Massachusetts, and my feet were very comfortable and warm, even though it was a chilly fall day.

And I almost forgot about the shirt I’m wearing underneath the jacket! This is the Chaser Waffle Henley, and it makes a really cute base layer because it adds texture to the look, and the henley styling is more interesting than a simple t-shirt.

It also comes in solid black, and I really like the black/ivory stripe version as well — but not with this windowpane print, of course. I’m wearing a small in both the henley top and the shirt jacket.

I kept my jewelry minimal with these silver tone split hoop earrings and my diamond pendant, and I carried a lightweight tote because this is the kind of outfit I would wear if I was out and about for a long day of sight seeing or shopping. (This one is similar.) I usually like to carry more than I can fit in a smaller crossbody, but that’s totally a matter of preference.

How do you feel about the shacket trend? Have you tried it yet?

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photos: Alison Cornell

Join The Conversation

23 Responses

  1. I love shackets, but being an inverted triangle shape with very thin legs, I don’t think I can wear one. I don’t look good in skinny jeans and I don’t know what else a shacket can be worn with…?

    1. You can wear a shacket with straight leg jeans and a jean skirt as well. Even straight corduroy pants or a straight corduroy skirt look great with a shacket!! Don’t let fashion intimidate you !! Life is too short!! Be you and have fun with fashion!! I’m a classic dressier but I enjoy including items, like shackets to stay more modern!!

  2. Love this outfit! So, what’s the verdict on winter boots this year from last year, that have the laces up the front? Example: Sorel Explorer Joan??

  3. Good luck with your crazy schedule this week! Becca is definitely going to stay busy, but she’s in some of the best years of her life, so it’s great that she is thoroughly enjoying them. I really like this outfit. I have two shackets that I really need to start wearing, but one of them is really too big because I ordered my larger size, so I should just give it away. Take care!

  4. Perfect outfit. I have one very similiar but I’ve got to get some black jeans. :). You look so cute. Blessings for your busy week. Becca sounds busy. So neat she is in all those different band groups.

  5. A lot of the shackets are too overpowering for me. They can definitely make me look like a dwarfed lumberjack! I really like the one you are showing though. It looks super cozy and has a bit of a bell sleeve, it looks like, which makes it look a bit more feminine. May have to try this one!

  6. I love this shacket. The plaid is so simple. I actually found one that I Love at Walmart. The plaid is a little busier but pretty. In black, tan and white. So it’s very Suttle and so soft.. I don’t like anything really busy. Hope you have a great day! Thanks for this post. …..Linda🧡🍁

  7. I’m loving Evereve lately! I have a question for you: if you wanted to add a pop of color, where would you start with such a casual outfit? Actually, now that I’m thinking about it, this common (to me for sure!) question could be a whole post.
    Thanks fir the daily outfit inspiration!

    1. Fontini…..I’d add a burgandy tank or shirt underneath what Jo-Lynne has on for a pop of color. Even a green would work or a mustard or burnt orange color. I could even see red around the holidays. The list goes on. 🙂 Have fun with it.

  8. Hi!!! I haven’t like any shackets until I saw you in this!!! You look so cute in the whole look. The boots with the white soles…..love!!!

  9. JoLynne,

    I’m looking to purchase the Quince cashmere hoodie. I am between a medium and a large and wondered how it fits?

  10. You hit a home run with this post! You look great in the entire outfit! I’ve been hesitant about purchasing a shacket because I was afraid it would overwhelm my 5’4” frame, but hopefully the darker color of this shacket will work. I’m planning on wearing this with black jeans and black boots. Perfect for our Kentucky weather!

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