OOTD: Flannel and Football…

Early September in New England is one of my favorite times of year. The weather is perfect- not too hot but not too cold- Fall festivities are open and underway (like farmers markets, pumpkin patches, apple picking, etc.) and football season kicks off- even if there’s an ongoing global pandemic still happening.

So this past weekend was particularly wonderful given the cooler temperatures settling in across the region and the Patriots’ first game of the season (and with their new roster!) giving me an excuse to fully embrace the excessive snacks for an afternoon. With a laid-back couple of days to savor before my return to work this week- I also took the opportunity to visit one of my favorite garden centers in Wayland, Massachusetts and pick up my first official pumpkin of 2020.

Of course, I wanted to be comfortable- and cute- during my mini road trip, so I wore what I can only describe as my mandatory uniform for any and all Septembers: skinny jeans and a t-shirt, a lightweight flannel (which comes in handy during the evenings/nights), durable ankle boots- and a knit beanie.

Naturally, my wardrobe becomes a little more spooky once October rolls around- but my September attire is all about being cozy, comfortable and chic- for apple picking, pumpkin prowling, leaf jumping, and socially distanced tailgating.

And don’t be alarmed by the white/silver hair. I’ve been getting experimental in quarantine for my own sanity’s sake and with the changing seasons. It’s just a fun accessory I’ve been sporting when I’m out and about these days.

I was able to find my ideal pumpkin to display in my apartment’s front window while staying warm- even when there was a colder-than-expected breeze blowing through the gardens. Also? These boots are tough- so no puddles, mud or gravel could slow me down on my quest.

As the season carries on I’ll have more Fall favorites from my wardrobe to share- casual and dressier pieces- but this is absolutely my traditional ensemble to welcome Autumn in year after year.


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Hi! I'm Ashley. I'm a blogger and a radio personality with a makeup and shoe addiction based out of Boston and the Pioneer Valley. These are my (mis)adventures.

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