The plaid shirtdress comes in four different plaids and I can't get enough of the gingham detailing on the sleeves. If you're so inclined, you could look at switching the tiebelt for a leather one for some more character. The military-inspired anorak (in stores) look is still in. I've been eyeing this one in stores and will probably pick it up once it gets a tad bit chiller. Seeing as I live two hours from the Minnesota border, that might be sooner rather than later. It's not very thick but it'll layer well. This button front skirt harkens back to the Preppy heyday of the 1980s. I'd trim off the frayed hem, though. Target also has a variety of Plaid buttonups (in stores) in several Tartans. The shirt pictured isn't quite a Dress Stewart but it's close enough to make me happy. The material is probably best described as a thin, smooth flannel. Kinda sorta pictured are the dark flare jeans (also available in a lighter, faded blue). I'm personally over skinny jeans so flares are a nice breath of air...for my shins.
If you're wanting to accessorize, you're in luck. I could have done an entire post on the great shoes Target has right now (again, some online) and no, they're not sponsoring this post.
First off, let me start with the shoes: The Bit Loafers and Ferragamo ribbon bow flats knock-offs are preppy budget perfection. Both pairs come in around $35, but Target puts their shoes on sale pretty often and you can sometimes find additional savings on their Cartwheel app. I've never been a clutch fan but I've been to a few occasions lately where I think one would have made my outfit look better. I love the color on this faux suede deep green clutch which also comes in a seasonless blush pink. Another clutch I liked was this Clare V. inspired striped clutch in pink and brown. I picked out the red and blue windowpane bag for something fun on the weekends when you may need to carry a bit more. The bucket bag is sleek enough for work but casual enough for the weekends. Finally, if you're in the market for a good work bag, this black Satchel is great pick. If you need something bigger for work, I recommend this quilted black tote.