I love jacket season. When it’s crisp enough to need an extra layer, but warm enough to leave it unbuttoned. And even better when said jacket blends in perfectly with the fall foliage. I mean how good is the color of this quilted jacket?! And those leaves?! This is a little town in Pennsylvania that we drive through on our way to the lake house and almost every year we make a little pit stop to walk through the quiet streets. It feels like the set of the Gilmore Girls’ town of Stars Hollow to me.
When it comes to Fall jackets, I tend to air on the side of casual. Especially this year when I’m really not ‘dressing up’ very much. I love quilted styles, like the one I’m wearing here, for fall outdoor activities like apple picking or long walks – and they’re great if you happen to get caught in a little bit of rain. And my other favorite are the cozy, sherpa types – that you can throw on to run to the grocery store or snuggle up on the couch for a movie night. I’ve got my eye on this one that comes in several colors and is super affordable.
Luckily, there seems to be no shortage of good options out there this year and almost all of the styles I picked below are on sale right now!
This time of year is my absolute favorite to dress for. Warm enough for bare legs but cool enough for boots. Textures like corduroy, tweed and cashmere plus colors like burgundy, cognac and navy. I always go back to a lot of the same staples in the fall: throw-on-and-go blazers, pretty, dark floral dresses, well-fitting jeans, cute flats and great boots. Mix and repeat.
Some of these items have been in my wardrobe for years now – and in that case I’ve done my best to find a similar substitute – and some are brand new favorites that I featured in my recent Fall Wardrobe Edit.
Below – 6 of the outfits that I wore out and about this past week.
A DAY AT MY DESK:
I’m usually swamped on Monday’s and reach for an outfit that doesn’t require a lot of thought but makes me feel put together and ready to tackle my to-do list. This pink corduroy blazer is one of my favorite fall pieces and I love these sweet little plaid shoes as a fun pop of print. Also – I was testing out a few pairs of Warby Parker glasses frames this week and while I didn’t end up going with this pair, they made a cute pairing with the hint of pink!
Blazer is from last year but the brand has an almost replica again this year. Shoes are also from last year by Kate Spade but I really love the color combo of the alternative option I found too.
ERRANDS AROUND TOWN:
I love a ‘borrowed from the professor’ type look for fall – corduroys, slightly oversized button down shirt, tasseled loafers. Paired with this very luxe looking little bag and a silk scarf for good measure.
ZOOM MEETING WITH A FREELANCE CLIENT:
I love a fall floral dress and while I didn’t necessarily need a bag and shoes for a Zoom call, I like to put on a full real outfit each day even though I’m working from home to help myself feel motivated and put together.
Dress is Old Navy and Bag is Dagne Dover – both from 3 or 4 years ago. Linked similar here. Shoes are new and I’m so impressed with the look and quality for the price.
BOOK CLUB HAPPY HOUR:
It feels so rare to have real “plans” to be out lately, doesn’t it? Aside from my virtual book club I also host a small group in person here in New York and it is always so fun to grab a drink at an outdoor restaurant together and talk books! This past month we read Boys of Alabama (if you like coming of age stories, literary fiction, southern gothic writing styles and are open to a little bit of witchiness – than this book is for you!). Admittedly, I ended up switching to a proper coat and boots before I left the apartment because it was a little bit chilly to sit outside and I’m glad I did! But before that – I really loved this classic outfit.
Blazer and shoes are both a few years old, so I linked similar below. These jeans are my current favorite pair – super flattering and don’t stretch out. Size down though, I’m wearing a 2 here.
LUNCH BREAK IN THE PARK:
I’m determined to start taking real “lunch breaks” again (why is this so hard when you work at home?) and head over to a small local park and read for a few minutes while the weather is still so nice. Hold me to this please.
Exact sweatshirt is sold out in this color but still available in a pretty burgundy. Otherwise linked a similar option. Boots are old – similar here.
Last Saturday night *almost* felt normal. We went out to one of our favorite East Village restaurants on a street that was buzzing with people, sat outside while a little band played live music nearby and enjoyed this perfect early fall weather. I dressed up in what felt very much like a pre-pandemic date night outfit. Just added a mask!
This dress runs a little bit short/small – I got a medium and am only 5’4″ and definitely wouldn’t want it to be shorter on me. I think it will be great with tights and flats too though. This jacket is 5 years old but the brand still makes an almost exact version linked below.
It’s here!! My ultimate Fall wardrobe edit – with 25 pieces and 25 ways to wear them! There are a lot of exclamation points here because I’m truly excited to share but equally excited to be done with this project because it’s taken me quite a bit of time (watch the IGTV video with all 25 outfits come to life to appreciate the full effect). Regardless – I’m happy to have it out in the world and hope that it inspires you to pick up a great new staple for the season ahead or think of new ways to wear the items already in your closet. The world is a wild place these days but getting up each item and putting on a real outfit sparks joy for me, so I’m going to keep doing it. I’ll be wearing these outfits this fall everywhere from work Zoom calls to weekends adventures to an al fresco date night or two. Happy Fall friends!
Wait – where did the weekend go?! Adam and I were busy all over town, and then out of town, shooting a bunch of holiday content that I can’t wait to share with you all (you’ll want to tune in on November 14th). So while I didn’t do much relaxing, I did wear this relaxed outfit on Saturday afternoon which involved my softest plaid boyfriend shirt and these comfy slip-on ankle boots.
