Top 5 Flat Knee-High Boots for Fall/Winter

It’s that time of the year again — my favorite season: boot season! For some reason, I love the combo of skirts + boots. It’s a great way to keep wearing skirts from summer to fall, and it allows me to keep buying skirts, just in hearty fabrics like tweed and herringbone. You can also change up the vibe of any outfit just by playing with boot height, heel height, and skirt length. Though something about skirts + boots just oozes va-va-voomness, it’s important to keep comfortable, so here are my top 5 picks for cute, flat knee-high boots for this season.

Madewell Archive Boots

Madewell Archive Boots

Madewell has really gained a reputation for making awesome leather bags and shoes. Their leather always looks very raw and the designs are always classic & simple, letting the leather shine. These Archive boots look like the perfect no-frills, comfortable pull-on boots. Get yours here for $298.

Frye Dorado Buckled Leather Riding Boot in Redwood

Frye Dorado Buckled Leather Riding Boot

Of course, no top boot list of any kind can be complete without Fryes, and specifically Frye Dorados. These are classics in the leather boot world, and I love that they keep coming out with better leather and colors each season. In Redwood, specifically, these have a beautiful texture and character that I haven’t really seen on other boots. Add on the buckle detailing and small stacked heel, and these just feel super luxe. Not your basic pair of boots for sure. Get yours here for $698.

Tory Burch Teresa Logo Riding Boots

Tory Burch Teresa Logo Riding Boot

Again, it’s all in the details with these Tory Burch Teresa boots. Love that the leather is smooth but if you look closely, it’s textured and looks quite unprocessed. The buckle/straps and the small gold logo at the top add visual interest and a pop of glam to an otherwise classic pair of riding boots. Neiman Marcus describes it well when they reference these details as adding to an elevated equestrian style. Get yours here for $495.

Steve Madden Intyce Riding Boots

Steve Madden Intyce Boots

Of course I’m sure most of you have already tried on these Steve Madden Intyce boots, if not already own them. They’re as popular as they are this many years after release for a reason — they have the textured, thick, chewy leather every girl wants, they have the match-everything delicious cognac color, they have just the right amount of hardware for a pop of luxe, they’re relatively comfortable with just a slight heel, and the price is quite low relative to all the other boots that can fulfill all those conditions. They’re also very adjustable at the top, so they’ll fit girls with bigger calves without looking weird. I’ve had mine for a couple of years now, and though they’re not the most comfortable boots after hours of wear, they are definitely my go-to boots. Get yours here from Amazon starting at $84.

Nine West Counter Boots

Nine West Counter Boots

And last but not least, for anyone who just wants a classic, smooth leather riding boot that will look great with anything and everything and age well with time, look no further than the Nine West Counter boots. They have a normal version and a wide calf version, but the wide calf version has a circumference of 14″, same as all the other normal riding boots, so I wouldn’t be deterred by that. When I think of the epitome of a classic, no-frills, relaxed, casual leather boot, I think of the Madewell Archive Boots. When I think of a classic, dressy, no-frills riding boot, I think of these Nine West Counter boots. Best of all, they are dirt cheap. Get them here for $114.99 from 6pm.com.

Fancy Floral Pumps

Though many would say floral pumps are perfect for spring/summer, I say nothing cheers up a chilly Fall or Winter day more than some flowers at your feet in the form of a pair of pretty floral pumps. It’s unexpected and just the right feminine, whimsical touch to an otherwise neutral or winter-drab outfit. I’ve recently fallen in love with 3 pairs — which one is your favorite?

Stuart Weitzman Rose Python Floral Nouveau Pumps

Stuart Weitzman Rose Python Floral Nouveau Pump

These Rose Python Floral Nouveau Pumps are basically a work of art. They’re hand-painted on python, so each pair is completely unique. Literally, they’re works of art on your feet. These take floral pumps to a whole new level compared to your regular ol’ printed floral pumps, most of which look like your grandma’s old curtains. Love these with a passion. Also read that these are true to size & super, super comfortable. AND they’re on mega 50% off sale everywhere right now. Check if your size is available here and here.

Kate Spade Licorice Floral-Print Leather Pump

Kate Spade Licorice Floral-Print Leather Pumps

Something about these rose pumps just speaks to me. I think it’s the sexy cut of the pump, and the bold striking colors of the blossoming roses in the print. Make no mistake, these are statement shoes and should probably be paired with relatively neutral outfits so that they really sing in the spotlight. Too many other floral shoes have the cheesiest prints — some are too splotchy with the colors, some of the colors don’t really pair well together, and some just don’t match well with the shape of the shoe. These are really perfect in almost every way, only wrinkle being I may just like these more if they were hand-painted and each pair was unique also. But that’s asking way too much. Get these here from Neiman Marcus for $328.

Christian Louboutin Pifalle Follies Floral Satin Pump

Christian Louboutin Pifalle Follies Satin Pump

Like the Stuart Weitzman Nouveau pumps, these Louboutin Floral pumps are more abstract and more like a work of art than a blatantly obvious floral pump with flowers all over it. And that’s why I love it. It looks like an abstract painting on your feet, full of purple and pink hues that ooze femininity. In this uber sexy cut and high heel, they are the epitome of class. The red sole complement doesn’t hurt either. Only snag is I’d prefer these in leather so they’re not literally fragile pieces of art on my feet that I have to be careful with. But that’s a small price to pay for these beautiful floral pumps. Get these here from Bergdorf Goodman for $675.

Tiny Dainty Star Necklaces

I’ve really been into tiny dainty things lately, so I’ve been looking for a tiny gold pendant necklace for everyday wear. I found this on a random street while shopping in a no-name little boutique.

Dainty gold star necklace

When the light hits it at just the right angle, it really sparkles and twinkles. Super cute. I realized why I fell in love with it; I had long eyed the Dogeared Lucky Star Pendant Necklace, which looks very very similar to the one I got.

Dogeared Lucky Star Pendant Necklace

I loved the meaning behind it too, that it can be your lucky star and bring you good luck when you wear it, so I’ll just super-impose that meaning onto my little star necklace, hehe. The star is really tiny, so from afar it just looks like something is twinkling around your neck, but that’s part of the appeal — it’s meant to be tiny.

Dainty Gold Star Necklace

Excuse the crappy iPhone pics, but this quick snapshot gives you an idea of how small it is and how it looks when worn. Do you like this type of necklace? You can get the Dogeared Lucky Star Pendant necklace here from Zappos for $58.