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A Winter Weekend Getaway With Your Best Friends

Experience the magical winter season in South Georgian Bay with your besties, and explore the ultimate winter playground as we plan for you an awesome winter weekend getaway. From accommodations to activities, the best eats, and all things après, you and your best friends are sure to make some unforgettable memories here in SGB. Let’s get started!

Friday Evening

Arrive in Thornbury and check into your stay at Penny’s Motel. Penny’s Motel is the perfect winter stay for a besties weekend as they have an outdoor heated patio, fire pits, a restaurant and bar with room service, and is located centrally within Ontario’s best winter sport destination. You and your friends will LOVE the aesthetic inside this 70’s-inspired luxury boutique motel!

After settling in, we recommend you spend your evening relaxing at Penny’s with something tasty to eat, and maybe a couple drinks to get the weekend rolling. You’ve arrived, let’s celebrate! The Apres Snack Bar on-site has all the best eats, wine, local beer, and craft cocktails you’ll need to have a great Friday night catching up with your friends inside or by the fire.

pennys motel oysters outside firepit
Oysters at Apres Snack Bar - Penny's Motel

Saturday Morning

Start off your Saturday morning with a delicious breakfast from one of the many coffee shops located in Downtown Thornbury. Just a short drive from Penny’s Motel, you will find Thornbury Bakery Cafe, Ashanti Coffee, and other great little shops on Bruce Street to fuel up before your big day ahead!

Saturday Afternoon

Now that you’re fuelled up, get excited, because the first adventure of the weekend is going to be a Snowshoe, Waterfall, and Wine tour! Blue Mountain & Collingwood Adventure Tours offer many experiential, inclusive winter tours that showcase the best winter wonders in the region. On this tour, you and your friends will go on a short and easy snowshoeing trek to Hoggs Falls to start. Hoggs Falls is one of the most beautiful waterfalls along the Niagara Escarpment, and looks even more picturesque when it’s frozen in the wintertime! After the short snowshoeing experience, there will be a quick stop for lunch at Ravenna Country Market which is perfect for a light local lunch or snack. Then, you and your friends will be taken to a local winery where you can enjoy a wine sampling experience! You will also receive a charcuterie plate to enjoy with the beautiful background setting of the vineyards overlooking the countryside. The final stop of the tour is a visit to one of our local cideries where you can indulge in a flight of orchard-to-glass craft ciders! 


Hoggs Falls
Snowshoe & Wine

Saturday Evening

After an exciting afternoon, head over to the Blue Mountain Village for a magical evening. Stroll through the village and around the Mill Pond as you experience a winter wonderland with colourful lights, live entertainment, and cozy fire pits! Stop by for some shopping and a bite to eat at some of the 50 stores located in and around the Village – open all year round! 

Enjoy the night scene and go for dinner and drinks with your besties after a long day! We recommend checking out Northwinds Brewery, a local favourite with a cool waterfront location on Mill Pond and an extensive selection of house-brewed beers. 

Head back to your stay at Penny’s Motel in Thornbury, and get some rest because we have one more full day of adventuring!

Northwinds Brewery
Blue Mountain Village

Sunday Morning

Wake up and head over to The Orchid Restaurant for a delicious breakfast! Only a 4-minute walk from your stay at Penny’s, The Orchid is a family-run restaurant that has been a staple to Thornbury since 1996. Fuel up for your day with their all-day breakfast menu serving menu items from classic breakfasts to French toast and eggs Benedict.

Sunday Afternoon

Hopefully you and your friends are ready to conquer the day because adventure awaits! The first activity of the day will be Winter Caving at Metcalfe Rock! Don’t worry if this is your first time, because Free Spirit Tours will guide you through the whole experience. The tour begins with a snowshoe hike and then turns into climbing and crawling through the winter caves – it’s great exercise and can be a bit physically challenging, but beginners are welcome and encouraged! This adventure through the Niagara Escarpment is a unique experience that you and your friends won’t forget. 

After your caving experience, head over to Highlands Nordic for some cross country skiing. If you’ve worked up an appetite, the Highlands Nordic cafeteria serves a variety of lunch options and a selection of sandwiches which will hit the spot. Along with the complete cafeteria, Highlands Nordic has you covered with any rental equipment you may need. There’s 30km of both Classic and Skate cross-country trails that are 30ft wide trails and groomed daily. The conditions are perfect, and the adventure awaits you and your besties!

Sunday Evening

To wrap up your winter weekend getaway enjoy an après at a Collingwood local gem, the 1858 Caesar Bar. Canada’s first official Caesar bar will love to have you and your friends! Come by for a visit and indulge in some savoury caesars and snacks from their kitchen menu. Stop into their merchandise shop on your way out for some cool 1858 gear to serve as awesome memorabilia from your amazing weekend getaway.

Safe travels for your journey home, and we hope to see you again in South Georgian Bay sometime soon!

Free Spirit Tours - Caving 1
Winter Caving at Metcalfe Rock
1858 Caesar Bar
1858 Caesar Bar Collingwood
Cross Country skiiers at Highlands Nordic
Highlands Nordic Cross Country Skiing

We hope you have a fun and safe time exploring South Georgian Bay with this itinerary! Share your memories with us by tagging @SGeorgianBay on InstagramFacebook, and Twitter!

Planning to visit South Georgian Bay in the near future? As Ontario slowly re-opens, so do our local businesses; however, many tourism-related operators, shops and restaurants are operating differently than normal. Please contact individual businesses to confirm method and hours of operation. Visit our “Know Before You Go” page by clicking here.

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