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October 14, 2025Top 10 Things To Do In and Around
Hamilton This Holiday Season
Hamilton, Ontario, transforms into a winter wonderland during the holiday season. From historic estates draped in Victorian decor to modern light festivals and bustling artisan markets, there is no shortage of festive cheer in the “Ambitious City.”
Whether you are looking for last-minute gifts or a quiet walk through a snow-covered valley, here are the top 10 things to do in and around Hamilton this Christmas.
1. ChristmasFest Vendor Market at Ancaster Fairgrounds
If you are looking for the ultimate destination to wrap up your holiday shopping, make sure to head to the Ancaster Fairgrounds on December 21st. Located in the Concession Building, ChristmasFest is a massive vendor market featuring local artisans, unique handmade crafts, and festive treats. It’s the perfect spot to find those last-minute stocking stuffers while supporting local small businesses just days before the big holiday.
2. Winter Wonders at the Royal Botanical Gardens (RBG)
The RBG’s Hendrie Park comes alive with “Winter Wonders,” a breathtaking outdoor light trail. Visitors can stroll through the gardens adorned with festive displays, magical light installations, and musical entertainment. After your walk, head inside to see the famous botanical train display, featuring miniature Hamilton landmarks crafted from plant materials.
3. A Victorian Christmas at Dundurn Castle
Step back in time at Hamilton’s most famous historic site. During December, Dundurn Castle is decorated in mid-19th-century style with cedar boughs, ribbons, and dried fruit. The tour provides a fascinating look at how the MacNab family celebrated Christmas in the 1850s, complete with historical holiday stories and traditional treats prepared in the castle’s kitchen.
4. Skating at Pier 8
There is nothing quite as Canadian as outdoor skating by the water. The Hamilton Waterfront Outdoor Rink at Pier 8 offers a beautiful view of the harbor. With skate and helmet rentals available on-site and a cozy cafe nearby for hot chocolate, it’s a perfect family-friendly outing or a romantic holiday date spot.
5. The Burlington Festival of Lights
Just a short drive across the bridge, Spencer Smith Park in Burlington hosts the city’s longest-running interactive light show. You can walk or drive along the waterfront to see dozens of festive displays, from Nutcrackers to shimmering sailboats. It is a free event and a local tradition that has been running for over 30 years.
6. Winterfest Hamilton
Hamilton Winterfest is an annual city-wide celebration that bridges the gap between Christmas and the New Year. It features over 70 events, including pop-up art installations, live music, and the popular “Winterfest Hub” at Jackson Square. Keep an eye out for the rooftop lights and the festive “Hamilton” sign—perfect for holiday photos.
7. Holiday Shows at Theatre Aquarius
For fans of the performing arts, Theatre Aquarius in the International Village district always puts on a spectacular holiday production. From classic tales like A Christmas Carol to contemporary family musicals, catching a live show is a great way to escape the cold and get into the holiday spirit.
8. Snowy Hikes in Dundas Valley
If you prefer a natural escape, the Dundas Valley Conservation Area offers miles of snow-covered trails that look like they belong on a Christmas card. The Hermitage ruins and the old Victorian-style Dundas Valley Trail Centre provide a beautiful, moody backdrop for a winter hike. Afterward, head into downtown Dundas for a warm latte at a local coffee shop.
9. Festive Treats at Puddicombe Estate
Located just east of the city in Winona, Puddicombe Estate Farms & Winery offers a cozy country Christmas experience. You can take a ride on their holiday train, pick up fresh-baked pies, or sample some of their locally produced wines and ciders—essential for any holiday dinner table.
10. The Downtown Hamilton Tree & Gore Park Decorations
No Hamilton Christmas is complete without a visit to Gore Park. The massive city Christmas tree serves as the centerpiece of the downtown core, surrounded by a vintage ferris wheel (on select weekends) and festive light displays. It’s the heart of the city’s holiday atmosphere and a great starting point for a day of downtown shopping.

