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Practical Living
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Tessa Shaw

Tessa Shaw is on a mission to help people build lives that function and feel good. With a background in human-centered design and habit formation, she shares systems that simplify daily decision-making, lighten mental load, and honor real-life energy levels. Think practical, gentle structure for messy modern living.

Winter Decluttering Made Easy: What to Toss, Donate, or Keep

Winter Decluttering Made Easy: What to Toss, Donate, or Keep

Every winter, I find myself staring at a pile of sweaters, tangled lights, and random cords that might belong to long-lost gadgets. It’s like the colder it gets outside, the more stuff piles up inside. But here’s the truth: winter is the best season to clear things out—and not just because we’re stuck indoors. Decluttering in winter has become one of my favorite ways to reset my space, my mood, and even my mindset.

Whether you’re looking at overstuffed closets or digital desktops that make your eye twitch, this guide will walk you through decluttering in a way that feels simple, satisfying, and even a little fun. Let’s roll up our sleeves (under those cozy sweaters) and make space for what really matters.

Why Winter Is the Perfect Time to Declutter

There’s a reason decluttering feels so natural in the colder months—when the world outside is quiet, it’s easier to hear what your home (and your head) really needs.

1. You’re Spending More Time Indoors

With chilly air and early sunsets keeping us home, our surroundings suddenly feel... very present. If your space feels chaotic, that chaos gets louder. Cleaning things out during winter creates a sense of calm that makes staying inside more enjoyable.

2. It’s a Fresh Start for the New Year

January resolutions? Forget the pressure. A good declutter can be your quiet way of stepping into the new year with intention. Less stuff means more clarity, more focus, and yes—more space for new memories.

3. Your Energy Turns Inward

Winter invites reflection. You’re not rushing from BBQs to weekend hikes—you’re bundled up with time to think. That introspective mood makes it easier to make thoughtful choices about what stays and what goes.

Gear Up: Setting Yourself Up for Decluttering Success

Decluttering doesn’t have to be a full-weekend ordeal. In fact, the more you romanticize it (yes, really), the more motivated you’ll be. Let’s prep.

1. Gather Your Go-To Supplies

You’ll need boxes or bags for:

  • Toss: Broken, expired, or totally unusable.
  • Donate: Good condition, just not needed.
  • Keep: Beloved, essential, or genuinely useful.

Bonus: Labeling these clearly makes decision-making way easier.

2. Create the Mood

Peppermint tea in hand? Check. A good playlist (mine’s full of 2000s acoustic throwbacks)? Double check. Light a candle or diffuse something fresh like eucalyptus to make the air feel as refreshed as your soon-to-be decluttered shelves.

3. Define Your “Why”

My “why” used to be about appearances. Now, it’s about peace. A clean space helps me think clearly, breathe deeper, and enjoy being home. Knowing your why will keep you motivated when you hit the sentimental stuff.

What to Toss, Donate, or Keep: A Room-by-Room Breakdown

Ready for the fun part? (Yes, I said fun.) This section walks through the usual clutter culprits and how to sort them without spiraling.

1. Closets: The Black Hole of Forgotten Sweaters

Closets are notorious for hiding what we don't use. Here's how I tackle mine:

  • Toss: Socks with holes, worn-out tees, and anything that smells... questionable.
  • Donate: Coats you haven’t worn in two winters, jeans that no longer fit, and trendy items you’ve outgrown.
  • Keep: Wardrobe staples, cozy layers, and pieces that genuinely spark joy (thanks, Marie Kondo).

2. Kitchen: The Great Cabinet Excavation

Somehow, I end up with five can openers and expired cinnamon every year. Sound familiar?

  • Toss: Old spices, cracked mugs, and mystery containers.
  • Donate: Duplicate gadgets, unused cookbooks, or novelty items that collect dust.
  • Keep: Go-to tools, favorite mugs, and items you use weekly.

3. Living Room: The Comfort Zone Cleanse

This space should feel welcoming—not like a second-hand store exploded.

  • Toss: Torn pillows, dead batteries in remotes, unread old magazines.
  • Donate: Decor that no longer matches your style or gifts you kept out of guilt.
  • Keep: Pieces that make your space cozy—candles, soft throws, framed memories.

The Forgotten Zones That Need Love Too

Decluttering isn’t just about visible spaces. Some of the most satisfying work happens where clutter hides best.

1. Vacation Gear and Storage

There’s probably a beach bag and a broken suitcase lurking in a corner somewhere. It’s okay. We all have one.

  • Toss: Cracked flip-flops, broken buckles, leaky travel bottles.
  • Donate: Unused luggage, extra beach towels, or old backpacks.
  • Keep: Reliable, comfortable, and functional travel gear.

2. Digital Clutter: Out of Sight, Still Clutter

Your laptop might not be bursting at the seams, but your brain knows that desktop is a mess.

  • Toss: Unused apps, blurry screenshots, duplicate files.
  • Donate: Old devices (after wiping them clean!) to charities or tech recycling centers.
  • Keep: Important documents, backed-up photos, and organized folders.

3. The Junk Drawer (Cue Dramatic Music)

You knew this was coming. That drawer filled with rubber bands, rogue keys, and expired coupons? It’s your final boss.

  • Toss: Anything unidentifiable, broken, or expired.
  • Donate: Unused tools, duplicate flashlights, or office supplies.
  • Keep: Essentials like scissors, tape, chargers, and batteries—stored neatly in containers.

When It Gets Emotional: Letting Go of the Sentimental Stuff

Decluttering isn’t just practical—it’s personal. I’ve cried over old concert tickets and hesitated over childhood toys. That’s okay. It means you’re human.

1. Be Honest About Purpose

Does this item serve you today—or is it just taking up space in your heart and home? If the memory is what you’re holding onto, consider a photo instead.

2. Ditch the Guilt

That gift from Aunt Carol that never matched your style? You can appreciate the gesture without keeping the object. Release the guilt and let it go.

3. Ritualize the Goodbye

Sometimes, I say a little “thank you” to items before I donate or toss them. It sounds cheesy, but it helps shift the mindset from loss to gratitude.

Mindful Decluttering = A Mental Reset

At its best, decluttering is more than organizing—it’s emotional hygiene. It’s checking in with what still fits your life and what you’ve outgrown.

1. Decluttering as Self-Care

Each cleared drawer is a small act of kindness to yourself. A way of saying: “I deserve peace, not chaos.”

2. Practice Gratitude as You Go

Thank the items that served you well. That worn-out backpack got you through grad school. That slow cooker fed your family. Gratitude reframes letting go as a celebration.

3. Make Space for What’s Next

What you clear out makes room for possibility. For creativity. For rest. That empty shelf? It’s not wasted—it’s waiting.

Margin Notes!

  1. Check Your Attachments: What’s one item you hesitated over letting go of? Why?
  2. Swap, Don’t Shop: Consider swapping items with friends instead of buying new.
  3. Weekly Clutter Catch-Up: Dedicate 15 minutes each week to keep chaos at bay.
  4. Love It or Leave It: Ask yourself, “If I were shopping today, would I buy this?”
  5. Cherish Empty Space: Remember, space is refreshing, not wasteful!

A Toast to Empty Drawers and Full Hearts

Winter decluttering isn’t just about tidying up—it’s about setting the stage for a season of calm, creativity, and cozy living. Whether you’re tossing expired soy sauce or finally parting with your old snow boots, every little decision adds up to something big: more room to breathe.

So pour yourself that hot cocoa, put on your fluffiest socks, and enjoy the clarity that comes with less. You’ve earned it.

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