15 Best Winter Side Hustles You Can Do In Your Free Time

15 Best Winter Side Hustles You Can Do In Your Free Time

As the winter season approaches and temperatures begin to drop, many look for ways to supplement their income. Whether it’s to pay off holiday expenses, save up for a vacation, or simply keep busy during the colder months, having a winter side hustle can be a fruitful avenue for earning extra money.

It’s almost Christmas! So let’s work hard to get better gifts for our love ones!

Winter Side Hustle You Can Do!

Winnie The Pooh Animation GIF by Disney

From $10 an hour up to $200 per service, here are 15 lists of side hustles for you to try out during the winter.

1. Snow Shoveling

If you live in an area where heavy snowfall envelopes streets and pathways, numerous households and commercial entities are in dire need of snow removal services.

This side hustle is not only beneficial to the community but also offers a reliable source of income, especially after intense snowstorms.

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Snow shoveling is a side hustle that requires minimal startup costs because all you need is a sturdy shovel and physical energy.

The beauty of this winter gig is its immediacy; once snow falls, there’s potential work waiting right outside your door. And given the unpredictable nature of snowfall, those willing to brave the cold and willing to knock on a couple of doors will often find plenty of opportunities to cash in.

2. Seasonal Photography

The ethereal charm of winter landscapes presents a picturesque side hustle for photography enthusiasts.

This side hustle can be particularly fruitful because families and couples often seek professional winter-themed shoots for holiday cards and portraits.

By offering them a series of specialized holiday photo packages, there are plenty of opportunities to be made by taking pictures.

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Moreover, photographers can capitalize on their winter pics by selling them as stock photos on websites such as Shutterstock or Unsplash.

With every snowflake and festive event, the seasonal photography side hustle offers abundant avenues for capturing and selling enchanting moments.

3. Tutoring

Tutoring emerges as a sought-after part-time gig, especially as the season coincides with academic evaluations.

Students are always on the lookout for additional academic support, preparing for end-of-term exams or projects. By capitalizing on this need, people who are adept in specific subjects can turn their expertise into a profitable side hustle.

Photo by Husniati Salma on Unsplash

The beauty of this side hustle is its adaptability.

Tutors can offer their services either in-person, maintaining the warmth of physical interaction, or online, providing convenience and flexibility.

Either way, the chilly season often amplifies the demand for tutoring, making it a viable way to make an income for the knowledgeable. The best part is, you can even continue this summer side hustle making it more than just a one-off seasonal gig!

4. Seasonal Retail Positions

The bustling holiday season ensures that seasonal retail positions stand out as a prominent side hustle.

Retailers, in anticipation of the holiday shopping frenzy, often seek additional staff to manage the surge in customers.

This side hustle offers not only a steady paycheck but often introduces perks like employee discounts and access to possible sales and special events.

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Photo by Korie Cull on Unsplash

Engaging in this gig ensures a dynamic work environment. Interacting with customers, managing inventory, or even gift-wrapping presents, the roles are diverse.

While this side hustle can be demanding, it’s a short-term commitment, making it an ideal income source for those seeking temporary employment.

5. Seasonal Decoration

The festive ambiance of winter brings forth another great side hustle: seasonal decoration.

Through platforms like TaskRabbit, people can channel their inner decorator and assist homeowners or businesses in putting up or dismantling holiday decorations.

With every sparkling light and ornament, this hustle brightens both the surroundings and one’s earnings.

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Photo by Aaron Burden on Unsplash

As winter celebrations vary, so does the demand for decoration. This side hustle, while time-bound, is rewarding, especially for those with a creative bent making it one of the more creative side hustles on this list.

Offering unique decoration insights or efficient setup services can significantly elevate one’s reputation in this festive winter season.

6. Sell Holiday-Themed Cards/Merchandise

The festive spirit of winter offers people opportunities to attempt creative side hustles such as selling holiday-themed cards and merchandise.

As people scour the internet for unique gifts and tokens of affection, handcrafted items hold a special allure.

This side gig taps into the festive sentiment, allowing creators to share their artistry with a broader audience.

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Photo by Kari Shea on Unsplash

By selling on platforms such as Etsy and Redbubble, you can sell anything from holiday cards to hand-painted ornaments.

The success of this side hustle often hinges on originality and quality. With a touch of innovation and marketing, selling themed merchandise can quickly become a favorite hustle for many.

7. House Sitting

With families traveling, they leave their homes unattended and suddenly there’s a heightened demand for responsible people to oversee properties.

This side hustle often entails simple tasks: collecting mail, feeding pets, and ensuring the house remains in order.

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Photo by Kara Eads on Unsplash

Beyond the ease of tasks, house sitting as a winter side hustle offers an environment change, sometimes even a mini-vacation if the house is in a different city or a picturesque location.

Trust plays a vital role in house sitting, and building a reputation can lead to more gigs and recommendations.

8. Food/Grocery Delivery

The comfort of receiving food or groceries at one’s doorstep is amplified during the cold winter months. So engaging in food or grocery delivery stands out as a practical side hustle.

As more people prefer staying cozy indoors, platforms like DoorDash, UberEats, or Instacart see a spike in usage, necessitating more delivery personnel.

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Photo by Erik Mclean on Unsplash

This side hustle offers flexibility, allowing people to choose their working hours throughout the week. Plus, peak times, especially during holidays or snowy days, often introduce higher pay rates and bonuses.

As a new driver, you can make even more if you utilize some handy tips and tricks. All in all, it’s a gig that’s in tune with the season’s demands and rhythms.

9. Sell Baked Goods

For those with a culinary flair, selling baked goods at local farmers markets introduces a delightful side hustle.

Winter flavors like cinnamon, nutmeg, and peppermint are both aromatic and tantalizing. Converting these into baked delights and offering them to the public can quickly turn into a profitable venture.

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Photo by Mockaroon on Unsplash

You can sell them at your local farmers market, community events, or even in front of your house and slowly gain traction by the power of baking!

Beyond the earnings, this baking spreads warmth and joy, one pastry at a time. Whether it’s festive cookies, pies, or bread, the chilly season ensures a consistent demand for warm, fresh-out-of-the-oven baked goods, making it a cherished winter side hustle for bakers.

10. Become An Ice Rink Attendant

Ice rinks are synonymous with winter fun and present themselves as a winter side hustle opportunity.

As families, friends, and couples flock to rinks to enjoy skating, attendants play a pivotal role in ensuring a smooth experience.

Whether it’s assisting with skate rentals, maintaining the ice surface, or guiding beginners, the roles are varied.

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This side hustle is perfect for those who enjoy dynamic environments and love interacting with people.

The joy of watching people, from toddlers to grandparents, have fun on the ice is an added bonus to this lively side hustle. Additionally, you can improve your ice skating ability, making it more beneficial than you think!

11. Sell Hot Chocolate

Winter and hot chocolate — a match made in heaven.

Capitalizing on this pairing is another winter side hustle: setting up a hot chocolate stand.

Much like setting up a lemonade stand during the summer, you can set up a stand anywhere you want!

Whether it’s near busy streets, local events, or ice rinks, the allure of a steaming cup of cocoa is almost irresistible during the chilly season.

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Elevating the classic drink with gourmet ingredients or unique twists can set your winter side hustle apart. From rich dark chocolate to unique toppings like caramel or peppermint, the variations are endless. With every cup sold, this winter side hustle promises both warmth and profit.

Moreover, this is arguably the simplest winter side hustle you can do, making it the most accessible for everyone who is interested!

12) a virtual assistant

photo of woman sitting near wooden doors
Photo by Polina Zimmerman on Pexels.com

To launch a virtual assistant side hustle, first assess your skills, create a professional online presence, and select a niche or target market.

Determine competitive pricing, handle legal and financial aspects, and establish profiles on freelance platforms.

Pitch your services to your network and potential clients, maintain clear communication, and manage your time effectively while balancing your main job.

Stay updated on industry trends, deliver quality work, and expand your network through online communities. Over time, with dedication, you can grow your client base and potentially transition to a full-time virtual assistant career.

13) freelance writing

busy woman speaking on smartphone and writing notes

If you have been following HustleVenture, you will know that we actively promote freelance writing.

With just a computer and your creativity, you can start writing from anywhere in the world!

From freelance writing to blogging, to scripting. There are multiple ways for you to make money writing and the skills you learn are transferable.

If you would like to learn how you can start making money writing, be sure to check out our E-book link below.

14) Renting Rooms for Airbnb

Who doesn’t like a more affordable way to start making money?

Airbnb has taken over the hospitality industry by storm and for the first time, homeowners are able to make additional income by renting their homes to earn income faster than ever.


To initiate a side hustle by renting rooms on Airbnb, start by

  • Craft a compelling listing with enticing photos, outline house rules and policies, and prioritize safety and security measures.
  • Offer essential amenities and promptly respond to inquiries to boost bookings and reviews.
  • Ensure a clean and welcoming environment for guests, be a gracious host, and actively promote your listing to attract more guests.
  • Managing bookings efficiently and complying with local regulations are crucial steps in building a profitable venture that allows you to earn money by sharing your space with travelers.

15) Sell Handmade Goods

anonymous woman buying traditional handmade souvenirs in market
Photo by Mew wy. on Pexels.com

With the advent of eCommerce, more handmade goods are being sold now than ever. Consumers are realizing they connect with the unique products made by “everyday” creators and artists, a lot more than the products manufactured in large factories. 

There are tens of thousands of people turning their crafty passions into profitable side hustles. You can do the same by learning how to create and sell your own handmade goods online. 

The world that many are referring to as “indie crafting” is growing quickly. There is an opportunity for you, like many others, to sell your own unique handmade products on multiple marketplaces. Starting a side hustle has become one of the go-to methods in our modern age to achieve overall financial independence, and get to FIRE faster. 

Make Money Over The Winter?

Whether if you’re selling hot chocolate or setting up holiday decorations, these winter side hustles offer unique experiences and potential income during the cold and chilly season.

You can even make these winter side hustles more profitable if you employ some basic marketing strategies, and deliver exceptional customer experiences.

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Photo by freestocks on Unsplash

So what are you waiting for? Get yourself a winter side hustle and embrace the spirit of winter so you can embark on an exciting entrepreneurial journey.


How can I make extra money in winter?

You can try multiple remote side hustle that allows you to work from home or you can take up seasonal jobs that can be well-paid.

What is a good side hustle for winter?

There are plenty of winter side hustles that can be well-paid, especially for certain fields of expertise. For example, skiing coaches make upwards of $20 ~ $25 per hour.

How to make $2,000 a month side hustle?

There are multiple ways you can make $2,000 doing side hustle such as Uber Eat, content writing, and even pet sitting.

How to make $100 a week side hustle?

To earn $100 a week through a side hustle, start by identifying your skills and interests, then explore options like freelancing on platforms such as Upwork or gig work with services like Uber.
Consider online selling on platforms like eBay or Etsy, look for remote part-time jobs, or offer tutoring services. You can also participate in surveys or pet sitting.
Set realistic weekly goals, manage your time efficiently, and promote your side hustle through networking and online marketing to reach your income target.

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