Home | Featured | 10 Things to do in Waterloo Region this Holiday Season
by Adventures with the Hills | Updated November 2022

The Region of Waterloo Ontario is a magical place to explore during the Winter holiday season. We recently spent a weekend traveling around St Jacobs, Waterloo, Kitchener and Cambridge to find all the best activities happening here for you! Here are 10 things to do in the Waterloo Region that you will want to experience this holiday season:

Vintage Holiday Train Rides

The holiday trains that are run by Waterloo Central Railway are truly an enchanting adventure! From the lights and decorations to the costumed characters, every moment of this experience will leave you full of Christmas wonder! Our train left from its station near the St Jacobs Farmers’ Market and took us on a journey to the North Pole! Throughout the train ride, we enjoyed a singing performance from Cindy Loo Who, interacted with our fabulous conductor and characters, played games, joined in singing Christmas songs and even got to meet Santa! If you’re looking for something truly spectacular this holiday season, these Vintage Holiday trains are a magical delight!

two children looking out the window of a vintage railway car. The car is decorated for Christmas
Santa’s Magical Adventure (Photo: Adventures with the Hills)

St. Jacobs Farmers’ Market

If you’ve never been to the St Jacobs Farmers’ Market, you are missing out! This is one of our very favorite places in the Waterloo Region and you can often find us here grabbing some fritters from the Apple Fritter Co. for breakfast on Saturday mornings! St Jacobs Market is a popular place to visit in the summertime, but it is just as wonderful in the Winter! We always enjoy the fresh produce, maple syrup, honey, baking & handmade goods. The St Jacobs Farmers’ Market is a great place to support local while doing some holiday shopping. With over 250 vendors, there is something here for everyone! Check out their evening Holiday Sip ‘n Shop Market Nights that are part of the Jakobstettel 170th anniversary events in St. Jacobs!

A woman with two children standing beside a sign that says St. Jacobs Farmers' Market. They are outdoors, and dressed in winter outerwear
St. Jacobs Farmers’ Market (Photo: Adventures with the Hills)

The Village of St. Jacobs 

During November, the entire Village of St Jacobs Ontario comes together to create a magical holiday shopping experience! Many of the St Jacobs stores even have extended hours & special offers. We started our time here with a hot chocolate from the EcoCafe and then enjoyed some St Jacobs shopping. The kids absolutely loved Toy Soup, where we saw every kind of toy, game & puzzle! You can visit during the day and see all of St. Jacobs decorated in holiday grandeur or come at night to see the whole town lit up with sparkling lights! And, if you happen to be visiting at the beginning of the holiday season, be sure and take in St. Jacobs Sparkles – a special holiday shopping event with carolers, bonfires, visits with Santa, live music and much more! This year’s Sparkles event is part of the Jakobstettel 170th anniversary celebrations.

a girl looking at a large display of Christmas lights in the Village of St. Jacobs
The Village of St. Jacobs (Photo: Adventures with the Hills)

Take a Stroll through Historic St. Jacobs

While planning your visit to St Jacobs Village, sign up for a Stroll Walking Tour to learn about the history of the village! Our amazing tour guide Juanita shared with us the unique history of St Jacobs from the 1700s until present day. It was fun to imagine what the village would have looked like years ago and to see the reminders of this history all throughout the village.

Snyder’s Farm Winter Campfires

Two adults and two children sitting around a campfire. It is daytime and the weather is cool: the family is dressed in winter outerwear. They are smiling and making s'mores.
Snyder’s Winter Campfire (Photo: Adventures with the Hills)

Snyder’s Family Farm has outdone themselves with their Winter Campfire Experience. Our favorite Fall destination has now become our new favorite Winter Holiday destination! When we arrived, our personal family campfire was already burning and a s’mores kit was waiting for us. For those looking for something more to eat, a whole menu of food and drinks is available for fireside delivery. We enjoyed a pizza and hot apple cider while staying warm by our fire. After your campfire experience, you can check out the holiday shop and meet Santa! The farm also has pre-cut and u-cut Christmas trees available. This experience is definitely worth checking out with your family, for a date or with some friends.

Bingemans Gift of Lights/Jingle Bell Rock Experience

Bingemans Gift of Lights is a spectacular 2.5km drive-thru experience featuring over 300 holiday light displays. As you make your way along through the light, some of which are even animated, you can listen to the dedicated radio station playing cheerful Christmas music. This is a family holiday tradition for us that we look forward to each year. If you like getting outside in the Winter, you can book tickets for one of the walk-thru events held throughout the season and see the Bingemans Christmas lights up close!

NEW FOR 2022: Bingemans has added its new Jingle Bell Rock experience! Wander through outdoor displays of dazzling light features surrounding a 40 foot dancing tree illumination, sequenced to contemporary holiday music. Take in spectacular walking tunnels, sparkling illuminated decorations and immerse yourself in the beauty of the season. Relax at the open fire pits, enjoy a drink from the Jager Ice Bar, decorate cookies in Mrs. Claus’ Kitchen or listen to live entertainment on featured nights on the Jingle Jam Stage!

Castle Kilbride

Be prepared to travel back in time on your visit to Castle Kilbride in Baden Ontario. Every room of this Victorian home built in 1877 is decorated in Christmas splendor. We were given a tour through Castle Kilbride and learned about the history and family that lived in this home through 4 generations. Our kids had a lot of fun counting the number of Christmas trees throughout our tour (spoiler: there were 15!).

A child looking at a large decorated Christmas Tree in the parlor at Castle Kilbride in Baden.
Christmas at the Castle (Photo: Adventures with the Hills)

Cambridge Butterfly Conservatory

If you’re missing the warm days of summer and are ready for some fun out of the cold, you’ll love a visit to the Butterfly Conservatory in Cambridge. In this beautiful oasis you can see around 40 species of butterflies along with many types of birds and insects. We loved exploring amongst the beautiful plants and waterfalls during our visit to the butterfly conservatory. Make sure to grab a bite to eat in the Chrysalis Café before you leave.

Two children walking through an aisle in the conservatory at the Cambridge Butterfly Conservatory. There are lush, green tropical plants surrounding them
Cambridge Butterfly Conservatory (Photo: Adventures with the Hills)


Whether you’re visiting from out of town or on a local staycation, you can spend the night in one of Waterloo Region’s many great hotels!

We stayed at the Hilton Garden Inn Kitchener/Cambridge. Their newly renovated rooms were just what we needed!

Outside view of the Hilton Garden Hotel in Cambridge
Hilton Garden Hotel Kitchener/Cambridge (Photo: Adventures with the Hills)


While you’re here, be sure to check out one of the fabulous restaurants in Waterloo Region. During our stay, we enjoyed a delicious meal at Jacob’s Grill in St Jacobs and also recommend the tasty treats at the EcoCafe and Stone Crock Bakery in town. If you are looking for one of the best restaurants in Kitchener, we were blown away by our experience and the incredible food at Graffiti Market

and oval dish with a colourful array of vegetables and meats in it, served at Graffiti Market in Kitchener

With so many amazing activities to choose from, you are sure to have a jolly time exploring the Waterloo Region this holiday season!


Two adults and two children sitting around a campfire. It is daytime and the weather is cool: the family is dressed in winter outerwear. They are smiling and making s'mores.

Adventure. Explore. Together.

Adventures with the Hills is a Canadian family that loves to travel and spend time outside. They offer tips, encouragement and inspiration to stay active, live simply & sustainably, pursue adventure and explore the outdoors! Follow them on Instagram and Facebook.



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