Winter doesn’t have to be all Netflix binges and electric blanket marathons (though, let’s be honest – those are very necessary!) It can also be an incredibly cozy and productive season to bring in some serious extra cash. Whether you're snowed in, snuggled up, or just not about that “leave the house” life until spring, there are so many winter-friendly side hustles you can dive into right now!
People are nesting, shopping, setting goals, and often looking for HELP during this season – yes, even while sipping hot cocoa and pretending they’ll start their planner tomorrow. This is your time to show up, offer value, and turn snow days into pay days.
Let’s get into it: here are 11 chill, clever, and cozy ways to make money this winter (all sweatpants-approved!)
1. Sell Cozy Printables & Planners for the New Year Crowd
If you've ever created a digital planner, printable journal, or habit tracker – winter is PRIME TIME to sell it. January is planner season, and people are on the hunt for fresh starts and tools to organize their lives. Even a simple winter-themed goal tracker can be a hot seller!
- Create seasonal planners, budgeting sheets, or wellness trackers
- Sell on Etsy, Gumroad, or your own website
- Use Pinterest to market your printables with seasonal keywords
2. Offer Home Organizing or Digital Declutter Services
Winter is when people finally look around their cluttered homes and say, “Okay… this needs to change.” You can offer local in-home organizing (hello, garage cleanup!) OR virtual services like email inbox cleanouts, file folder reorganizing, or setting up Notion or Trello boards.
- Promote your services locally and on social media
- Create winter organizing packages or digital declutter bundles
- Target goal-setters and small biz owners ready to get their act together
3. Flip Winter Gear, Decor, and Gift Sets Online
Did you hit those post-holiday clearance racks? Because there is GOLD in those aisles. Think cozy socks, holiday mugs, winter decor, and gift sets. These items are perfect for flipping on platforms like eBay, Poshmark, Facebook Marketplace, or Mercari.
- Shop local clearance sales or source gently used items
- Re-list with better photos and seasonal keywords
- Promote your flips on Instagram or resale Facebook groups
4. Create and Promote a Winter-Themed Digital Product
Winter is vibe central, which makes it the perfect theme for a digital product. Think: self-care guides, winter meal plans, holiday survival kits, seasonal content calendars, or goal-setting challenges.
- Brainstorm a small but mighty offer that solves a winter-specific problem
- Package it up with Canva and sell it on your site or Etsy
- Market with seasonal hooks like “beat the winter blues” or “start the year fresh”
5. Monetize Your Hobbies (Yes, Even Knitting Counts!)
Winter is when your cozy hobbies become legit side hustles. Do you knit? Make candles? Bake like a Hallmark heroine? You can monetize it. Start a small shop, offer custom gifts, or create tutorials for others.
- Sell your creations online or at winter markets
- Create how-to content on YouTube or TikTok
- Package up patterns or recipes as digital downloads
6. Offer Virtual Services for Burned-Out Business Owners
Winter is the season of burnout – especially for entrepreneurs who just survived Q4. You can offer virtual assistant work, inbox clean-up, customer support, or social media scheduling. Trust me, people will PAY not to touch their laptop right now.
- List your services on Fiverr, Upwork, or social media
- Offer one-time winter refresh packages (easy yes!)
- Focus on things biz owners avoid in winter: admin, tech, setup
7. Host a Paid Workshop or Challenge (From Your Couch)
Want to help people AND make money in a fun, low-pressure way? Host a winter-themed challenge or workshop! It could be a 5-day goal sprint, a digital declutter challenge, or a cozy vision board workshop.
- Pick a niche you're comfy in: organizing, wellness, productivity, etc.
- Host live on Zoom, in a Facebook group, or via email
- Charge a small fee or upsell to a service or product afterward
8. Start a Blog or YouTube Channel With Winter Vibes
Winter content is peak search time – think cozy routines, winter skincare, budgeting tips, or “what to do when you're snowed in” videos. If you've been meaning to start a blog or channel, THIS is your sign.
- Choose a seasonal angle to kick things off
- Batch content during snow days or long nights in
- Use affiliate links and digital products to monetize your content
9. Use Affiliate Marketing to Share Winter Essentials
Winter is a buying season. People are stocking up on candles, cozy blankets, humidifiers, planners, and productivity tools. If you're recommending things anyway – why not make a little commission?
- Sign up for affiliate programs (Amazon, LTK, individual brands)
- Create gift guides, “cozy must-haves,” or seasonal roundup posts
- Share links through Pinterest, blog posts, or Reels
10. Batch & Sell Content to Business Owners Who Are Hibernating
Let’s be honest, most people are still recovering from the holidays and the last thing they want to do is write an email or post an Instagram Reel. This is your moment to shine as their content fairy godmother.
- Offer done-for-you content bundles: captions, emails, blog posts
- Promote winter-friendly content like goal-setting or Valentine's prep
- Use ChatGPT or other tools to help you batch fast (but polish for personality!)
11. Refresh and Relaunch Your Old Offers With a Winter Twist
Before you build something brand new, take a peek at what you've already created. Could you refresh your offer with a seasonal name or bonus? Maybe launch a “Winter Reset” version of your signature course?
- Review your old products, services, or templates
- Add a winter spin: cozy branding, seasonal messaging, limited-time bonus
- Relaunch to your list or audience with a low-lift winter promo
Winter doesn't have to be slow or stagnant – it can be a season of peaceful productivity and intentional income. Whether you're reselling cozy goods, offering organizing services, or creating digital magic from your living room, there are so many ways to turn this season into your next success story.
Snow days don't have to mean no pay days. You’ve got this!
Here are some more great articles that you might love:
- 9 Ways I Make Money From My Laptop As An Over 50 Woman
- How To Make Money In January: 11 Brilliant Ways To Start The Year Strong
- 11 Simple Ways to Make Money Using Just Your Phone
Some of the photos you see here were created with AI tools instead of traditional stock photography. I love using AI because it lets me design images that feel more real – age-appropriate, body positive, and inclusive of women from all different backgrounds. It gives me the freedom to create visuals that truly reflect the amazing entrepreneurs I write for!