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My Favourite Fall Traditions

October 7, 2019 6 Comments

I am a nostalgic individual, and I look forward to my seasonal traditions and rituals every year. Fall is when I really start to embrace my creature comforts, and I become more and more eager to celebrate the same routines right through until the holidays. This may seem dull to some, but I really look forward to it. Come January, I feel bleak, no matter how hard I try to find things to celebrate. Spring and summer are all about renewal and adventure. I welcome fall, my time to reacquaint myself with the familiar.

Here are a few of my favourite traditions:

Apple picking

Apple orchard

Yes, yes I am that #basic pumpkin-spice-drinking-ugg-boots-wearing-apple-picking b*tch. I am hundo p ok with that, because pumpkin spice is delicious, ugg boots are comfy AF, and freshly picked apples are perfect. I don’t blame Eve for giving into temptation ( I, for one, give into temptation often and I think I’m doing quite well).

Maybe it’s because I’m a city girl through and through, so the novelty of picking actual food off of an actual tree will never wear off. I also love the neatly organized rows of the orchards, and the abundance of everything. It’s beautiful.

Apple picking

I usually go with Azim, and he is happy to take me because he knows a freshly baked apple crisp will quickly follow. I used to bake often when I didn’t work full-time while juggling a blog and social life, but that hobby has taken a backseat. I still pull out two tried and true recipes: blueberry lemon squares in the spring, and apple crisp in the fall. Azim can polish off an entire baking dish of apple crisp in one sitting. He did this when we first started dating, and I made it for him while he was living in residence at UBC. It still makes me smile to remember 🙂

Apple crisp with caramel

Driving down the DVP to see the changing foliage

Fall foliage

I often go for hikes in the fall to admire and appreciate the gorgeous leaves changing colour across the city. But my favourite way to truly keep track of the change, is driving down the Don Valley Parkway. I usually take the DVP at least once a week, and because the landscape is so familiar, the changing colours are that much more noticeable.

This blazing, golden season is far too short, so I try not to ever take it for granted. Here are a few pictures, NOT of the DVP, because I don’t take photos while I’m driving. Throwing in one photo of me driving very tensely because I hate being on the highway, but Azim is a good cheerleader.

Ghost tours, séances, and other spooky things

I’ve written several times about how my family has a fondness for the macabre. We celebrate it quite regularly by visiting haunted destinations, going on ghost tours, and watching scary movies and films. We watched the Haunting of Hill House together after I moved back in with my parents, and I made them sleep with their door open because I am a huge baby.

Toronto has no shortage of ghoulish activities. Last year I was scared out of my wits at a séance at Black Creek Pioneer Village, and we’ll be doing something similar this year at George Brown House.

We’ve done Legends of Horror at Casa Loma, Séance by Nicholas Wallace, Toronto’s ghost walks at UofT and Distillery District, and we visit the haunted Keg quite often. If you need spooky suggestions, you’ve come to the right place!

Swapping out my summer wardrobe for fall

I recently invested in a humongous PAX wardrobe system from Ikea, so I technically don’t need to swap out my wardrobe anymore. All my clothes are in one, visible place. It’s bliss. I’m sure when I achieve my goal of a walk-in closet with a shoe-case and leopard rug, I’ll really be in heaven.

Although I’m not taking sweaters out of storage, I am pulling them out and inserting them into my outfit rotation. Along with tweed, leather, blazers, wool, and mohair pieces. Yes, elbow-length gloves! Hello, berets! How I’ve missed you, ankle boots!

Here’s a grid of some fall outfits that didn’t make it to the blog, but did make it to my iCloud:

Fall outfit inspiration
Notice the iPhone upgrade y’all

I have many other fall traditions that don’t need a whole blog post, but I will mention them here:

  • Making my dad carve our jack-o-lantern
  • Loading up on carbs because fall carbs are the best (stuffing and cranberry sauce, game over).
  • Watching Hocus Pocus
  • Paging through the September issue of every fashion magazine
  • Reading a classic novel
  • Living in turtlenecks

Do you have any fun fall traditions? I would really love to hear them! Thank you as always for reading xo


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  • Hanan October 8, 2019 at 8:10 am

    These are all such lovely fall traditions! I might have to borrow some of them! Especially the apple crisp eating one. The only fall tradition I have is bringing out the knitting needles!

    I really enjoyed reading this, it’s gotten me all very excited for the autumn season…

    • jocelyncaithness October 8, 2019 at 7:59 pm

      You and my mom can swap knitting patterns 🙂

  • Lillian October 8, 2019 at 8:13 am

    Apple picking should be number one on everyone’s list. Great outing.
    Great pictures again.

    • jocelyncaithness October 8, 2019 at 8:00 pm

      I agree!

  • Laura October 8, 2019 at 8:32 am

    So cute!! I love Fall and the traditions will never get old for me (or at least I hope not). Love your fall outfits – just swapped my wardrobe yesterday and I’m feeling inspired! Xoxo

    • jocelyncaithness October 8, 2019 at 8:00 pm

      Woohoo! Love the wardrobe swap!!

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    About Me

    About Me

    Hi, Friend!

    I'm Jocelyn: a daydreamer and fashion lover disguised as a finance professional. My head may be in the clouds, but my stilettos are firmly planted on the ground ;)

    Jocelyn Caithness

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