Ancaster Christmas Events & Things to Do 2025

Experience the magic of Winter Wander in Westdale Village! This festive event transforms the area into a winter wonderland with live music, holiday shopping, and family fun. Explore the charming streets adorned with festive lights and decorations, and discover unique gifts from local artisans. Don't miss special performances, including The...

Experience the magic of the Hess Winter Village & Market, a festive celebration in Hamilton's historic district. They offer a delightful array of local vendors, seasonal activities, and opportunities to support a great cause. Enjoy unique crafts, festive treats, and community spirit.

Discover a magical holiday shopping experience at the 2nd Annual St. David CES Christmas Makers Market. Browse unique handmade gifts from over 70 local artisans, including jewelry, home décor, and artisan foods. Enjoy live entertainment, festive characters, and fun photo opportunities for the whole family. All proceeds support student programs...

Indulge in the festive spirit with the Bell Homestead NHS Holiday Bake Sale. Staff and volunteers are preparing a delicious array of homemade cookies, tarts, biscuits, and squares. Pre-order your holiday treats by November 21st for pickup on November 29th, and enjoy a taste of homemade goodness this season.

Discover a vibrant holiday shopping experience at the Cambridge Holiday Market, a beloved event that has grown significantly since its inception. This year, the market spans four floors of City Hall and the Cambridge Centre for the Arts, showcasing products from over 200 local artisans, crafters, and makers. Visitors can...

Experience the magic of the holidays at Santa at the Fairgrounds, returning for its fourth year. Families can visit Santa Morgan for photos, shop from a curated selection of local vendors, and enjoy the festive atmosphere. Warm up by the outdoor fire pits with a s'mores kit, creating cherished holiday...

Step into a magical Winter Wonderland at the Grimsby Museum for the 26th annual Fantasy of Trees. This beloved event showcases dozens of beautifully decorated trees and wreaths, offering a festive atmosphere for the whole family. Participate in raffles or an online auction for a chance to win these holiday...

Join the 31st Annual Kerr Village Christmas Tree Lighting & Holiday Market for a festive celebration. Explore a vibrant holiday market filled with unique gifts and artisanal products. Enjoy live music and entertainment, and don't miss the special visit from Santa Claus, where children can drop off their letters. The...

Step back in time with Theatre Ancaster's special Christmas benefit performance of Charles Dickens' 'A Christmas Carol.' This unique production brings the beloved holiday classic to life through the captivating style of a 1940s Radio Theatre broadcast, complete with vintage microphones, live sound effects, and a talented ensemble of voice...

Step into a sparkling winter wonderland with the Theatre Ancaster Chorus for 'Let It Snow.' This festive concert is packed with cozy holiday vibes and frosty fun, promising a feel-good experience for all.

Get into the holiday spirit with the Hamilton All Star Jazz Holiday Concert. This event features the talented Hamilton All Star Jazz Band performing a festive program of jazz music. It's the perfect way to enjoy a night of seasonal cheer and exceptional live music.

Celebrate the magic of the holidays with an unforgettable concert featuring the Cambridge Symphony Orchestra and the Cambridge Youth Orchestra. This heartwarming event brings together professional musicians and talented young performers for a joyous celebration of seasonal favorites and festive surprises. It's the perfect way to usher in the holiday...

Experience the magic of the season with Winterlude XII, the Milton Philharmonic Orchestra's annual holiday concert. This festive performance promises a delightful evening filled with seasonal favorites, opportunities for audience sing-alongs, and enchanting performances by special guest dancers presenting selections from the children's opera Hansel and Gretel. It's a perfect...

Immerse yourself in the holiday spirit with The Nutcracker Holiday Spectacular. This enchanting performance features a traditional Act II of The Nutcracker ballet, alongside a collection of cherished holiday classics. Showcasing the exceptional talent of local art groups and many youth performers, it's a vibrant celebration of community and festive...

Celebrate 30 years of enchantment at the Burlington Festival of Lights! From late November to early January, the waterfront becomes a breathtaking winter wonderland, illuminated by over 60 dazzling displays. This beloved tradition invites everyone to stroll or drive through the sparkling lights, creating unforgettable holiday memories.

Join the City of Brantford for their annual Parade After Party, a free, family-friendly celebration following the Santa Claus Parade. Enjoy a magical afternoon with a tree lighting ceremony, free photos with Santa and Mrs. Claus, live music, carnival treats, and face painting. It's the perfect way to kick off...

Step back in time at the Candlelight Christmas Celebration at Bell Homestead. Wander through the historic home, beautifully decorated for a Victorian Christmas, bathed in the warm, soft glow of candles and oil lamps. Enjoy enchanting seasonal music in the drawing room, and let children delight in a festive scavenger...

Step into a winter wonderland at Christmas Town, where families can enjoy a magical guided wagon ride to visit Santa and Mrs. Claus in their woodland hideaway. Engage in festive activities like cookie decorating, craft making, and a holiday scavenger hunt. This enchanting experience also offers visits to the Elf...

Step into a world of enchantment at Twinkle After Dark, an award-winning illuminated Christmas event. They showcase thousands of hand-carved pumpkins, artfully arranged to create dazzling holiday scenes. Wander through a magical wonderland where festive lights and creative pumpkin artistry combine for an unforgettable seasonal experience.

Step aboard vintage streetcars for a magical 'Christmas on the Rails' experience. Journey through a snow-dusted landscape accompanied by festive carols. Santa Claus makes a special appearance, sometimes even taking the controls of a streetcar. The entire museum grounds and historic streetcars are adorned with holiday decorations, creating a truly...

Join the magic of the holiday season at Breakfast with Santa! This heartwarming event offers a delicious breakfast and a special meet-and-greet with Santa Claus himself. Choose from two seating times to best suit your family's schedule. Proceeds support Mary Poppins Preschool and the Caledonia Agricultural Society, making it a...

Ring in the New Year with the City of Cambridge at a vibrant, family-friendly celebration. This exciting event offers a variety of free activities for all ages, including ice skating sessions with optional rentals, a thrilling inflatable obstacle course, and engaging crafts. Enjoy live entertainment from talented performers, creating a...

Get ready for the 14th Annual Holiday Show featuring the Steve Strongman Band, a beloved hometown tradition that blends world-class blues, soul, and holiday cheer. This year, they welcome special guest Colin Linden, a multi-award-winning singer, songwriter, and guitarist, for an unforgettable night of music. Experience electrifying performances and festive...

Experience the magic of the Flamborough Santa Claus Parade as it lights up downtown Waterdown. This cherished tradition brings together vibrant floats, lively bands, and the community to welcome Santa Claus. Arrive early to secure a prime viewing spot along the route and immerse yourself in the festive atmosphere.

Get ready for the magical return of the Burlington Santa Claus Parade! This beloved annual event brings the community together to celebrate the start of the holiday season. Watch as festive floats and participants make their way through the streets, culminating in the grand arrival of Santa Claus himself. It's...

The 68th annual Grimsby Santa Claus Parade is a cherished community tradition, marking a festive kickoff to the holiday season. This beloved evening event, which began in 2000, features approximately 90 diverse entries, including creative community floats, engaging walking groups, and lively marching bands. It's a perfect opportunity to gather...

Experience the magic of the holiday season at Music and Lights in the Village! This festive event transforms Hespeler Village into a winter wonderland with dazzling lights and a special tree lighting ceremony. Enjoy live music from talented local performers, including school choirs and bands, and warm up with complimentary...

Discover Downtown Oakville's outdoor shopping experience, a festive destination where history and modern charm meet. Explore historical buildings and trendy boutique shops while savoring international cuisine. Admire the charming store displays and the spectacular Winter Wonderland of Lights, promising a guaranteed festive season with their hometown holiday events.

Join the beloved Oakville Santa Claus Parade, a cherished annual tradition celebrating its 76th year! This year's theme, 'Snow Much Fun!', captures the excitement of winter activities. Spectators can enjoy a vibrant procession of floats and participants, while community groups, schools, and businesses are invited to join the parade itself....

Get ready for a whimsical holiday celebration at the Milton Santa Claus Parade! This year's 'A Very Cartoon-y Christmas' theme transforms Main Street into a vibrant wonderland. Witness a spectacular parade featuring colorful floats and community participants. Don't miss the chance to contribute to the 'Stuff a Bus' food drive,...

The CPKC Holiday Train makes a special stop in Cambridge, bringing a free concert and holiday cheer. This festive event features live performances from popular artists like JJ Wilde and Smash Mouth, all from the brightly decorated train. Attendees are encouraged to bring food or monetary donations for the Cambridge...

Join the vibrant Guelph Santa Claus Parade, a highlight of the 'Spirit of the Season' festival in historic Downtown Guelph. This beloved community event brings together residents for a spectacular celebration of the winter season, featuring dazzling lights, festive decorations, and the joyous arrival of Santa Claus.

Capture the magic of the holiday season with professional family photos alongside Santa Claus at the historic Bradley Museum. This special event offers a wonderful opportunity to create lasting memories. Additionally, a dedicated 'Paws 'N Mr. Claus' session allows beloved pets to join in the festive fun. Proceeds from these...

Join the beloved Georgetown Lions Club Santa Claus Parade, a cherished tradition since 1932. Spectators line the 3.5km route to marvel at a dazzling array of floats, marching bands, and community participants, all culminating in the grand arrival of Santa Claus. This event, powered by over 120 community volunteers, promises...