look 1: chambray shirt / plaid crops / pumps
look 2: jacket / jeans / booties
look 3: cardigan / sweater shell / jeans / booties

look 4: turtleneck sweater / plaid crops / flats

look 5: chambray shirt / striped shirt / jeans / booties

There is so much traditional prep in this inspiration board it's not even funny. Plaid pants? Check. Quilted jacket? Check. Breton strips? Check. Fair Isle sweater? Very check.

Look 1 // These pants and the ones for look #4 are the same thing, just in different plaids. I like this ivory & red plaid a bit better than the Blackwatch, as I have more to go with it. I also like these pants because they make such a style statement without having to go over the top with accessories. OCBD or t-shirt? Either would look just fine. Add a nice blouse, heels, and a pretty scarf and you have a great & easy look for a holiday party. There are only 80 days until Christmas, you know.

Look 2 // A coat closet cleanout mid-July left me with no jackets. Typically I just wear a thick cardigan but after last winter's colder than normal temperatures, I think I need something with a little more oomph to keep the wind and chill away. There are a variety of quilted jackets on the market, but I currently have it narrowed to the jacket shown above or this Old Navy version, which is half the price.

Look 3 // Fair Isle sweaters are getting harder to find as the years pass. I can remember in high school--10 years ago--and had little trouble getting my hands on one. I looked around last year and found a black and white version from Old Navy, which I wasn't terribly excited about. I like this cardigan version, even though it is in black & white, it being a cardigan allows me to add some color underneath. It does come with a matching short sleeve sweater for a twin set look.

Look 4 // Again, this is just one of those outfits that looks put together no matter how it's styled. Flats and a leather tote for work. Heels and a fun clutch for a girl's night out.

Look 5 // Breton stripes are a preppy classic, and this is the type of shirt you'll wear every weekend no matter the season.