Summer to Fall Outfits (15 of my Recent Real-Life Looks)

September is here and with that our weather here in Northern NY has cooled down drastically. We have still had some warmer days, but the majority of the days have been in the 60 and 70s which means I am starting to pull out my fall wardrobe.

I’m really loving the trees beginning to change colors and the cool breeze and I am getting SO excited to pull out my jeans, clogs, socks, sweaters and all my favorite fall layers again. Here are some of the early fall outfits I’ve worn so far in September, with lots of easy, casual, and comfortable outfit ideas for those in-between days when summer is ending and fall is beginning.

I will link all of my outfits below each photo, and I do use affiliate links. This just means I earn a small commission if you purchase something (at no additional cost to you) and I so appreciate your support! Thank you!

I love “sweater and shorts” weather! This is a cotton sweater and these are linen blend shorts so I’m super comfy

outfit linked HERE

You’ll see a lot of my denim shirt(s) in this round up and all of my fall outfits. They are such a staple wardrobe piece for me!

outfit linked HERE

I decided to try these barrel jeans last year and I ended up loving them. I was excited to pull them back out this year.

outfit linked HERE

I love a black and denim look. it just always works for me!

outfit linked HERE

This midi skirt (it’s a maxi on my because I’m petite) is one of my favorites. I wear it in all 4 seasons!

outfit linked HERE

I love these pants so much. They’re comfy, make me feel like a cool mom, and so easy to wear! I also have them in green.

outfit linked HERE

I love these wide leg Gap jeans so much! They’re so comfy and mold to your body as you wear them. They come in petite, regular, and long too (I’m wearing petite).

outfit linked HERE

This skort is mom friendly and adorable! I have loved wearing it this last half of summer and I know I’ll be excited to pull it back out again next spring/summer.

outfit linked HERE

This lace skirt is my take on the fun sheer lace skirt trend. It’s fun, it’s comfy and it’s so cute!

outfit linked HERE

I bought this denim dress last year, so it’s older, but Old Navy has one almost exactly like it (with patch pockets). It’s such a staple piece for me! So cute styled so many ways.

outfit linked HERE

A comfy little running errands outfit!

outfit linked HERE

Track pants are another fun trend I love! So comfy and cute.

outfit linked HERE

We spent a family day at The Wild Center finding the Thomas Danbo trolls. It was so fun!

outfit linked HERE

This little skirt has been such a fun piece to wear! Neutral and cute with so much.

outfit linked HERE

Another fun little wrap skirt, but this one is denim. I paired it with a tee, cardigan and tall boots (mine are from my college days!)

outfit linked

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6 Easy Winter Outfits for Busy Moms

Being a mom is already a full-time job, and then on top of it we’re supposed to get dressed, chase kids around, and somehow stay comfy?!!😅

it can be tough, but here are six outfit combos you can use to do all of that🙌🏽

Outfit 1: a sweater + scarf + jeans

I’m loving that scarves are coming back because I never stopped wearing them😂 I think they’re such a cute way to add some fun to a typical sweater and jeans look!

Outfit linked HERE

Outfit 2: comfy pants + crewneck + pop of color 

What’s comfier than a pair of sweats? These ones are a heavier weight so I feel like they’re more wearable outside of the house. I love pairing them with a comfy crewneck sweatshirt and sneakers. Add a pop of color (bag, hat, scarf) and you’re cute and ready to go! 

Outfit linked HERE

Outfit 3: black jeans + cardigan + comfy shoes 

When I get sick of wearing blue jeans over and over, black jeans are the way to go. These ones are stretchy and comfy but still hold their shape—a true unicorn! You can pair them with any type of top, but a cardigan makes them cuter and more put together and then add whatever comfy shoes work for your weather.

Outfit linked HERE

Outfit 4: comfy pants + cute top + sneakers

I’m not sure if we all have comfy pants in our wardrobe that aren’t jeans or sweatpants, but they’re a must, especially if you work somewhere where you need to dress professional. These are a pair I’ve had for years and I love pairing them with a basic top or a cute top! The sneakers also look so fun with them. I also just got a couple pairs of cute pants from Gap that I’ll link as alternatives to this pair!

Outfit linked HERE

Outfit 5: sweatpants + denim top + slipper clogs

I rarely say anyone NEEDS anything—but when I do, I’m talking about a good denim button up. It’s a workhorse for ALL seasons in my wardrobe. It’s great with almost every type of top and bottom. Here I paired it with these comfy grey wide leg sweatpants (that I generally prefer to wear at home) and my comfy slipper clogs.

Outfit linked HERE

Outfit 6: corduroy pants + cozy top layer + boots 

I love corduroy pants for cold weather. They add great texture and feel so cozy. For my top layer here I added a sherpa vest, but you could do a jacket (denim, barn, quilted), another type of of vest (fleece or puffer), or a a sweater (crenweck, b neck, or cardigan). I paired my blundstone boots with the whole look, but any shoe you love will work!

Outfit linked HERE

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3 Comfy Summer Items I Ordered From Quince

Over a month ago, I ordered a few spring/summer items from Quince. I have been wearing them on repeat, so I wanted to share a little try-on of them.

I already own two of them in other colors (the grey shorts and green cotton button up) and love them so I knew I would get lots of wear out of different colors of the same items.

If you prefer video content, watch the reel HERE.

You can find these outfits (or similar styles) linked below each photo on my LTK page. I use affiliate links, which means I may earn a small commission if you make a purchase—at no additional cost to you. I truly appreciate your support!

Look 1: Comfy and On-the-Go

I started with a black tank and comfy gray shorts—both super soft and lightweight (I also own these shorts in black). I threw on a belt bag for hands-free practicality (because mom life), and I’m ready! Minimal effort, maximum comfort.

Outfit linked HERE

Look 2: Casual Layers with Denim Shorts

Next up, I styled a basic tank with a pair of denim shorts and layered a breezy button-down shirt over the top. This outfit works great for cooler mornings that warm up fast. This cotton shirt from Quince feels elevated but easy, and you can tie it around your waist later for a relaxed vibe (I also own it on black).

Outfit linked HERE

Look 3: Comfy and Polished

For something a little more polished, I paired a textured white sweater tank (I also own in taupe) with these rust-colored utility shorts from Quince. The earthy tones give this look a slightly dressed-up feel without sacrificing comfort.

Outfit linked HERE

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