Last week, I recapped what I wore on my work trip to Providence and Boston, so I figured this week I would do the same for my Toronto trip I went on late last week. Packing for work trips is so hard for me. My struggles for this trip were: 1) I had never met anyone I was meeting, so I had no idea if they were casual or super dressy 2) I hate meeting new people wearing flat shoes, but I also knew I'd be doing a lot of walking so the shoes needed to be comfy. 3) The weather seemed to be cold, windy, and rainy. With that in mind, let's get started!
Jacket: Express | Top: Express | Scarf: Lulelemon (other options here) | Leggings: Zella | Shoes: Converse
My flight was first thing in the morning, but luckily, I wasn't meeting anyone until dinner, so it really didn't matter what I wore. So, I threw this outfit on the morning I left, and clearly, I went for 100% easy! It was unusually hot on the planes and in the airport, so this scarf and jacket quickly came off. Thank goodness for layers.
Vest: JCrew (cheaper version here) | Necklace: Express | Sweater: Banana Republic | Top: Express | Bottoms: Express (option) | Boots: Coach
When I got to the hotel, I had plenty of time to shower and properly get ready for dinner. I had mapped the restaurant, and it looked like it was in walking distance of the hotel, so I wanted to make sure I had manageable walking shoes but no suede since it could be raining. I didn't expect to meet anyone until I got to the restaurant, but one of my coworkers happened to be at the hotel also, so we walked there together since the rain had stopped, and it was only a 10 minute walk. The boots did well, but OMG I was SO HOT with these layers. This vest is deceivingly warm. I was dying by the time I got to the restaurant. I could have easily done without the sweater, but ah well. I went to the bathroom expecting to see myself as a sweaty mess but you couldn't tell I was sweaty so I just tried to relax and cool down. Though, I did take the vest off for dinner.
Trench: Ann Taylor (option) | Scarf: Nordstrom | Dress: Pulse (c/o) (option) | Fleece Lined tights: Target | Booties: Cole Haan
These booties are ridiculously comfortable, but for whatever reason, I wanted to be just a little bit dressier today, so I decided to wear them with a dress verses another pair of pants. Again, I wasn't sure how dressy these people would end up being, and I would rather err on the dressy side vs. the casual side. I feel like a sweater dress can easily lean either way in terms of the dressy factor. The trench vest was perfect for the extreme winds, and the scarf added a nice pop of color that I like.
I originally planned on wearing my minus the leather jacket as another layer between the dress and the trench, but since I basically spent the entire first day so sweaty, I decided to ditch it, and that was definitely a good life choice, because honestly, this sweater dress is pretty warm in and of itself. But, I do really love the way the jacket looks under this trench, so I had to share my "try-on" photos I took while I was still deciding what to wear.
And that's it! Three pairs of shoes for an overnight trip was probably a bit overkill, but I felt comfortable in each outfit, so it was worth it! Have I mentioned I'm looking forward to getting back to normalcy?
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