Five Transitional Jackets for Getting Outside This Spring

Hey friends, how is your week going so far? I’ve let the kids have a free-for-all this week, but realize we’re going to need a schedule and structure pretty soon. I figure they have to be reeling from all the change, too, so wanted to give them a moment to settle in and find some fun in the midst of what they’re losing.

I think it’s important to remember our kids are sacrificing a lot, too… it’s not just us feeling the pinch. So far our schools are calling it an ‘extended Spring Break,’ but soon enough reality will kick in and they’ll need as much grace as us.

Staying active and getting outside has always been a big part of our daily lives, and in light of the current circumstances, it’s not only essential to our physical health, but our mental health, too! Gyms may be closed, but our neighborhoods and parks are still open, and getting outside several times a day has helped us combat cabin fever, and the stresses of isolation.

Getting outside, even for a short time, can make a huge difference in your mood and overall wellbeing. Exposure to daylight can help regulate the body’s natural cycles, and exercise releases endorphins, creating a natural high. Even a quick stroll can help you feel better quickly!

Today I’m sharing five functional and stylish jackets for spring, perfect for getting outside no matter the weather. And bonus, most are on sale!


Patagonia Retro Sherpa Hooded Jacket

This jacket is more of a heavy sweatshirt, and has been in my regular rotation for a few months already. It’s a great medium weight and oversized fit, with a hood and pockets. I love the retro style and easy fit.

Perfect as a light layer on dry days.

Fit Tip: I’m wearing a small

Retro Sherpa Hooded Jacket (Up to 30% off!) | Pocket Tee (25% off!) | Compression Pocket Leggings


The North Face Hooded Rainjacket

This lightweight jacket offers complete protection from the elements! It’s waterproof and windproof, and double-lined for added protection. The DryVent fabric creates comfortable breathability, while keeping you dry. It’s super lightweight and won’t weigh you down on long treks or runs.

Perfect for wet and windy chilly days.

Fit Tip: I’m wearing a small

The North Face Hooded Rain Jacket (Up to 40% off!) | Pocket Tee (25% off!) | Compression Pocket Leggings |
Trail Running Shoes (Up to 35% off!)

Let’s pause on the jackets and talk about the rest of my outfit! The leggings are thick and warm, and offer comfortable compression through the hips, thighs and stomach. The handy pocket is perfect for keeping your phone close (unlike jacket pockets where it flops around as you move).

Fit Tip: I’m wearing a small

Compression Pocket Leggings

And since we won’t be running in gyms for the foreseeable future, these shoes are perfect for outdoor runs, hikes and walks… specifically trails! They’re lightweight with great support, and extra grip on the soles for uneven surfaces.

Fit Tip: True to size

Trail Running Shoes (Up to 35% off!)

Trail Running Shoes

This little hip pack is as handy as it is comfortable. The adjustable strap gives a custom fit anywhere on your torso or hips, and the padded back makes it comfortable against your body. It’s the perfect size for keys, phone, or snack bar. Mr. SP uses it on long bike rides to hold a little bike repair kit. The uses are endless!

Patagonia Hip Pack


Columbia Fleece-Lined Windbreaker

Okay, back to jackets! This windbreaker defends against light precipitation, while the soft fleece lining adds just enough insulating warmth to keep you comfortable on chilly days. It’s super lightweight and soft, and comes in a range of colors. Some are on sale for $35!!

Perfect for windy, drizzly days.

Fit Tip: I’m wearing a small 

Columbia Fleece-Lined Windbreaker (Up to 45% off!) | Pocket Tee (25% off!) | Compression Pocket Leggings |
Trail Running Shoes (Up to 35% off!)


Columbia Quilted Jacket

This quilted puffer is stylish enough for streetwear, while providing great protection from wind and chill. It’s lightweight, but warm, without adding bulk. I love the longer length and tall collar. It also packs small and is under $100!

Perfect for chilly days, with no rain.

Fit Tip: I’m wearing a small

Quilted Jacket | Pocket Tee (25% off!) | Compression Pocket Leggings | Trail Running Shoes (Up to 35% off!)



Patagonia Sherpa Jacket

And finally, this sherpa jacket is similar to the first one, but is lined for an extra layer of warmth. The heavy sherpa is stylish and warm, with a retro look.

Perfect for chilly days, with no rain.

Fit Tip: I’m wearing a small

Patagonia Sherpa Jacket (Up to 20% off!) | Pocket Tee (25% off!) | Compression Pocket Leggings |
Trail Running Shoes (Up to 35% off!)

In these uncertain times, it’s easy to get overwhelmed and anxious… and being stuck indoors doesn’t help. Experts also suggest limiting your exposure to news, maintaining regular eating habits, and staying virtually connected with friends and family.

So while it’s easy to lay on the couch binging shows and eating junk food, we’ll feel better in the long term if we maintain routines and find ways to get outside. Fortunately Backcountry has everything we need to get outdoors this season, and everything ships free in two days! And first-time shoppers save 15% off full price items with code SUGARPLUM15 (some exclusions apply)!

What are you doing to stay active and occupied right now?



*Photos by the darling and talented Audrie Dollins. This post is created in collaboration with Backcountry and ShopStyle, but all product selections, styling and sunshine-seeking are my own. Thank you for supporting Hi Sugarplum sponsors.*

Leave a Comment


  1. Mary Jane Bruce wrote:

    I love hearing how you and your family are dealing with this crisis. You’re always good at acknowledging your own struggles – whether it’s dropping your son at college or finding ways to cope with social distancing. This blog is a great combination of real life and distraction. Thank you.

    Posted 3.19.20 Reply
    • Cassie wrote:

      Thank you so much, Mary Jane! Much love to you all in this uncertain time! xo. C

      Posted 3.19.20 Reply
  2. Samantha wrote:

    I hope I am not overstepping here, but I just have a few questions for clarification. I am new to reading a lot of fashion.influencer blogs. Did you purchase ALL of those outdoors items? Or does Backcountry send them to you to model and then you send them back?
    You certainly look adorable in them, but I am not sure I could justify buying more than one of a similar jacket, shoe, legging, etc. Seems excessive to me. Even if you were gifted them, do you ever feel like you have enough? I understand you may give them away but that seems counter intuitive.
    If you would mind, could you clarify this before I purchase. I just want to see how these links work and be an educated consumer. The sheer amount that is purchased is mind boggling to me.
    Thanks in advance. You look so cute in your clothes.

    Posted 3.19.20 Reply
    • Cassie wrote:

      All fair questions, Samantha, and I appreciate you taking the time to understand! The way most of these sponsored posts work is a brand pays me a flat rate to promote their product the best way I see fit. All styles and products are chosen and purchased by me. It’s an investment I make to deliver to you the most comprehensive, helpful post. Of course no one needs 5 jackets for spring, but my goal for this post was to try-out and review a range of jackets based on whatever need you may be looking to fill. The jacket I choose to keep is based on my activities, location, and needs, and the rest is donated to my local women’s shelter. Again, an investment I make to provide useful information for you.

      This is my business, and clothes are my inventory. So it’s not a matter do I personally ‘have enough,’ because it’s not about me. It’s about the service this blog provides. The links serve several purposes:
      1. They allow me to see the styles you liked best, and therefore helps me plan content based on what has the greatest need.
      2. The brand is able to see what styles are most popular and can inventory accordingly (preventing over-ordering unpopular styles, therefore creating less waste)
      3. The brand is able to see if we’re a good fit based on how my readers respond to them.
      4. I earn a small commission for every sale

      It’s important to remember this is a business, and one that provides completely free content, ideas, tips and reviews. I hope this has been helpful and clears up a few things!!
      xo. C

      Posted 3.20.20 Reply
  3. Susie wrote:

    Best lipstick color, EVER! Punch?

    Posted 3.19.20 Reply
    • Cassie wrote:

      Ohmygosh…that’s so hard to say!! I LOVE Punch, but also love Nars ‘Yu’ and Mac ‘Shocking Revelation.’ Those are prob my top 3 most worn.

      Posted 3.19.20 Reply
  4. Allison Gilbert wrote:

    I’m having a hard time finding the columbia jacket. Is it sold out or not available anymore?

    Posted 1.1.21 Reply
    • Cassie wrote:

      Hi Allison! It looks like both of the Columbia jackets are not available anymore, so sorry! There are several more Columbia jackets on the Backcountry site, though! xo, C

      Posted 1.3.21 Reply