Winter Things to Do In & Around Georgina You’ll Love Snow Much

Posted : January 5, 2023

Our blog is chock full of great ideas for fun things to see and do in York Durham and Headwaters. We are always adding new content and updating old posts, but sometimes you might stumble upon something from our vault. If this article has inspired you to hit the road, be sure to double-check that the featured stops in this post are still welcoming visitors.

The cold temperatures and shorter days may have you wishing for the summer sun, but the season has plenty of unique opportunities for fun you can’t enjoy any other time of the year. You snow it to yourself to make the best of winter so what better way than exploring in and around Georgina? Keep reading and you’ll see what we mean!

Couple Ice Fishing

There is no better spot to start your visit than with a stay at The Briars Resort & Spa. This heritage resort is bursting with old world charm. Located on the shores of Lake Simcoe, guests have a number of accommodation options to choose from including their guest rooms at the Inn, the waterfront Sunrise Cottage, the Mayfair Lodge and the First Tee Lodge. No matter which you choose, all guests have access to The Briars’ indoor pool, fitness centre, and games room – and that’s not including all the fun outdoor activities they have to offer!

The Briars

The Briars Resort & Spa truly embraces the season with a number of winter adventures. Strap on some cross country skis or a pair of snowshoes and explore the natural beauty of the property. If you’re an avid angler, cast a line and see if you get any bites while ice fishing on Lake Simcoe. If you’re visiting with the family in tow, bundle up and make some classic winter memories with a tobogganing session. Afterwards, cozy up by the campfire and enjoy some tasty s’mores and a mug of hot chocolate to celebrate a lovely day of winter escapades.

The Briars Winter

If you’re looking for some downhill action, The ROC Ski Hill is just a short 15 minute drive from the resort. Check out the slopes with a ski or snowboard session! Or, enjoy one of the other winter acitivities such as ice skating and snow tubing. The ROC also offers an evening snowshoe trail walk as you explore the forest via a series of beautifully lit trails to the Georgina Pioneer Village. 


All that winter fun is sure to work up an appetite and a meal at The Corner House Bistro is not to be missed! You’ll adore the warm and comforting atmosphere as you settle in for a fantastic Italian meal. The passion of owners Vee and Alan can be seen from the ambience to the dishes. Whether you opt for veal, lamb, seafood or any other plate on the menu, you’ll not only be blown away by the portion sizes but also the incredible flavours. 

As you can see, Georgina is a great spot for a winter getaway. However, who doesn’t love a pit stop or two along the way? Head to the heart of Newmarket for a number of fantastic spots you’ll want to check out. A stroll around Fairy Lake along the Nokiidaa Trail is always a good idea to stretch the legs when enjoying a road trip. Afterwards, make your way north along Main Street for some great eats and treats.

Newmarket Main Street

No matter what time of the year it is, chocolate is always a good idea so head to Cocoa40 to indulge your sweet tooth. Each of their chocolates is handcrafted, plus they have a Chocolate for Change collection where $1 from every chocolate sold is donated back to the community as they support non-profits such as 360Kids York Region and the Sandgate Women’s Shelter. If that’s not enough to satisfy your sugar craving, pay a visit to The Maid’s Cottage and sink your teeth into one of their award-winning butter tarts. Don’t be surprised if you walk out with a number of their handmade goodies!


If you’re looking for something a little more hearty, good times are always brewing at The George House! The property dates back to 1845 where the original wooden building was savaged by a fire and thus replaced by the brick and mortar building you see today. Settle in for some great eats like their Stuffed Yorkie and Prime Rib Poutine. Of course, everything tastes better with a pint or flight of their unique beers. Where else can you get brews that taste like peach candy or sweet potato pie? Don’t worry, they have a variety of German-style lagers, pilsners and more for those that aren’t quite as adventurous. 

Lastly, Newmarket is home to Ontario’s first self-serve wine bar. Yes, you read that correctly! Wine on Main allows guests to sample their unique selection of VQA wines before committing to a glass or a bottle – all via wine vending machines. Just charge up your card and opt for 1, 3 or 5 ounce pour and let the tasting begin! Each wine is not commonly found in the LCBO so you’re guaranteed to enjoy exemplary wine alongside this unparalleled experience. Then you can grab a bottle to enjoy at The Briars or to take home as a souvenir from your trip to York Region!

With plenty of historic charm, winter activities, tasty eats and a self-serve wine bar, what else could you ask for? Georgina needs to be on your winter bucket list for York Durham Headwaters so plan your visit now!

Story by Lindsay Davies

Lindsay Davies is a crazy Canuck who’s been bit by the travel bug. Proud to call Ontario home, she loves exploring the province and beyond. As a graphic designer and social media marketer by trade, she travels the world while sharing her adventures to inspire others on her blog, I’ve Been Bit! When not behind her computer screen, Lindsay is in her natural habitat when she’s chasing waterfalls, exploring new trails, frolicking on ice roads (don’t knock it until you try it!), and indulging in the odd glass of wine, beer, or cider. Chances are you’ll be able to spot her by some funky coloured hair or a wacky pair of tights she’s wearing! Follow her adventures on Facebook (@IveBeenBit), Twitter and Instagram (@IBBtravel).

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