Harry's Fall Wardrobe -- 18 Months

I feel like every year around this time, everyone starts to feel the serious itch for fall. Yet, the days are getting seemingly hotter, and we all know that the real fall weather is atleast a good month away.

And yet, here we are planning for the next season. I hate to wish the days away, and it’s on my list to not do it so much, especially now with Harry, I know I’m going to look back on these seasons and wonder how they’re gone. But, I’m only human and I’m sick of the heat and overly excited for cooler days and cozy nights and sweaters.

Over the past year + some odd months of buying Harry’s clothes, I have found myself buying him less and less. In the early days he had hundreds of onesies and clothes, but as the months went on they have trickled off. I kept note of the quality brands and what I actually liked putting on him/what he seemed most comfortable in/made for easy changes, and what did not. As he continues to grow, I know myself and that I do laundry daily regardless, and I find it hard to find things that I love for him, so spending money on a ton of cheap/quick things for him is pointless.. So, I invest in a few pieces, wash them often (as I would do anyways..) and call it a day. It’s interesting to see how each age’s storage bin in our basement gets smaller as time goes on.

Anyways, here’s what’s up for Harry’s fall wardrobe this year — as usual it’s centered around vintage overalls and denim with some casual, comfy tops…!

Vintage denim & corduroy: overalls, jacket & jeans

All from Dempsey & Griffin, of course — I love the ease, comfort and classic look of denim, and as well all know, vintage is better — better quality, more sustainable than purchasing new, and great pieces to pass down. A win-win-win. Every top I picked for Harry’s fall wardrobe can be paired with denim & corduroy overalls and pants. I never buy outfits, but more just keep everything in a similar tone so it can be endless mixing — also makes packing for weekend trips super easy when everything goes together.

Waffle tops

I ordered Harry’s in “spice” from Fin & Vince, their quality is unbeatable and wash beautifully.

Baseball hats

I rotate between our favorite from Pulp Co., and a vintage Red Sox hat that was my brother’s from the 80’s, for the fall I picked up a more seasonal color blocked option.

Pullovers

Soft, easy, versatile. I picked up Harry’s fleece pullover from Fin & Vince in the adorable oatmeal/camel stripe.

Baseball tee

So adorable & classic — and on super sale from Old Navy! You can also find second hand/vintage very easily.

Wellies

I picked up Harry’s Hunters second hand on Marketplace, and they’re in great condition — definitely an easy gateway second hand if you’re nervous about clothes. Hopefully he doesn’t grow out of them too quick, but even if he does I got them for a great price and I will keep for (hopefully) potential future babes.

High tops

Harry’s first pair of Converse were the cutest little teeny tiny things ever, so I’m so glad I finally got around to getting him another pair for the fall. I opted for black because he’s the messiest and I think they look so cute the more worn in they get.

Cotton beanie

I love this 100% cotton beanie in Milk from Little Urban Apparel.

Mittens

These adorable alpaca mittens in terra-cotta are on sale from Fin & Vince and are the perfect fall/winter transitional mitten before it gets too too cold here in New England.