Rally the corgi has sniffed out the Christmas events for kids in Oakville for 2026. Saturday, November 28 is the big day: Santa visits the Oakville Museum in the morning and Kerr Village lights its tree in Westwood Park that evening, then the museum runs candlelight tours of Erchless Estate from December 16 to 18. We check every date on the host’s own website and link straight there. For more across the country, see our Canada Christmas events for kids guide.
What Rally found in Oakville
- 3 Christmas events for kids in Oakville
- Visit with Santa: Saturday, November 28, 9 am to noon, Oakville Museum
- Kerr Village Tree Lighting: Saturday, November 28, tree lights at 5:40 pm
- Candlelight Tours: December 16 to 18, 7 and 8 pm, ages 7+
- Free: the Kerr Village tree lighting and holiday market
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Rally’s Christmas research
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Free Christmas events for kids in Oakville
Tree lightingFree
32nd Annual Kerr Village Tree Lighting and Holiday Market
- When: Saturday, November 28, 2026, 1 to 6 pm, tree lighting at 5:40 pm
- Where: Westwood Park, 173 Kerr St., Oakville, ON (opens in maps)
- Cost: Free admission
- Ages: All ages
Expand to see the parent tip
The Kerr Village BIA marks its 32nd tree lighting in Westwood Park with an afternoon holiday pop-up market of local vendors and artisans, festive performances and free hot chocolate and treats.
Santa makes a special appearance for photos, an Elf on the Shelf scout is on hand, and the main tree lights up at 5:40 pm, so kids get the big moment right as it gets dark.
Parent tip: Do the market and Santa photos in the afternoon, then claim a spot near the tree by about 5:30 pm for the 5:40 lighting.
- Host
- Kerr Village BIA (opens in a new tab)
- Address
- Westwood Park, 173 Kerr St., Oakville, ON (opens in maps)
- Confirmed
- On the host’s page, checked
New Oakville events every week
Rally researches Christmas events in Oakville daily and updates this page with new events. Enter your email to get a weekly update with new events in Oakville.
Free. Unsubscribe anytime. Privacy policy (opens in a new tab)
Rally’s Christmas research
Rally the corgi has 2 more Oakville events researched for you.
- New events every week We research new events daily and send you one email a week with the new ones we find in Oakville.
- Exclusive access to free events Find the free Christmas events in Oakville before they fill up.
- Unlock the filters Find Santa visits, free events and weekend plans in one tap.
- Rally’s Christmas Eve Express and a free advent calendar Get early access to Rally the corgi’s Christmas Eve tracker, plus a free digital advent calendar to count down to Christmas.
- One-tap add to calendar Save any event to your Google, Apple or Outlook calendar so you never miss it.
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Ticketed and paid Christmas events for kids in Oakville
Admission, tickets or a fee apply. Where a host has not posted a price yet, the listing says so.
Event hosts: free events are listed first. The #1 spot puts your event at the top of this page.Inquire about the #1 spotAdd your event for free
Santa visit
Visit with Santa at the Oakville Museum
- When: Saturday, November 28, 2026, 9 am to noon, in 30-minute booked sessions
- Where: Oakville Museum, Erchless Estate, 8 Navy Street, Oakville, ON (opens in maps)
- Cost: Registration required, see the town registration page for the fee
- Ages: Ages 3 to 10 with an adult
Expand to see the parent tip
Santa settles into a cozy sitting room at the Oakville Museum for one Saturday morning of booked 30-minute visits for children aged 3 to 10 with their grown-ups.
Each visit folds in a letter to Santa at the Old Post Office in Lakeside Park, a look around Erchless Estate decorated for Christmases past and a craft in the Coach House before kids meet Santa himself.
Parent tip: Sessions are booked in advance through the town, so register early and arrive a few minutes before your slot to post the letter first.
- Host
- Oakville Museum (Town of Oakville) (opens in a new tab)
- Address
- Oakville Museum, Erchless Estate, 8 Navy Street, Oakville, ON (opens in maps)
- Confirmed
- On the host’s page, checked
New Oakville events every week
Rally researches Christmas events in Oakville daily and updates this page with new events. Enter your email to get a weekly update with new events in Oakville.
Free. Unsubscribe anytime. Privacy policy (opens in a new tab)
Candlelight tour
Evening Candlelight Tours of Erchless Estate
- When: Wednesday to Friday, December 16 to 18, 2026, tours at 7 and 8 pm
- Where: Oakville Museum, Erchless Estate, 8 Navy Street, Oakville, ON (opens in maps)
- Cost: Registration required, see the town registration page for the fee
- Ages: Ages 7 and older
Expand to see the parent tip
For three evenings the week before Christmas, the Oakville Museum leads guided tours of Erchless Estate after dark, with softly lit rooms and shimmering ornaments setting the scene for Christmas past.
The tours are open to ages 7 and up, which makes them a good pick for school-age kids who are ready for a calmer, after-dinner holiday outing by the lake.
Parent tip: Book the 7 pm tour for younger kids so you are home before bedtime, and dress warmly for the walk from the car along the waterfront.
- Host
- Oakville Museum (Town of Oakville) (opens in a new tab)
- Address
- Oakville Museum, Erchless Estate, 8 Navy Street, Oakville, ON (opens in maps)
- Confirmed
- On the host’s page, checked
New Oakville events every week
Rally researches Christmas events in Oakville daily and updates this page with new events. Enter your email to get a weekly update with new events in Oakville.
Free. Unsubscribe anytime. Privacy policy (opens in a new tab)
We check every event above on the host’s own page for the date, time and cost, plus the things parents ask about, like sign-ups and ages. Looking for a Santa train instead? Our Canada Christmas events for kids guide lists Santa trains and holiday rides across the country.
See every event on a December calendar
Plan your December
When each Oakville Christmas event for kids happens
Make November 28 a double: book a morning Visit with Santa at the museum, then head to Westwood Park for the Kerr Village market and the 5:40 pm tree lighting. Save the candlelight tours for the week before Christmas.
- 32nd Annual Kerr Village Tree Lighting and Holiday MarketOakville · Nov 28
- Visit with Santa at the Oakville MuseumOakville · Nov 28
- Evening Candlelight Tours of Erchless EstateOakville · Dec 16 to Dec 18
Looking further afield? Our Canada Christmas events for kids guide lists every confirmed event in the country, and we have city guides for Mississauga, Hamilton, Toronto and St. Catharines. The national search sorts every event by distance from your town.
A story for the drive home
A morning with Santa or an evening of holiday stories tends to end the same way: tired kids, a long drive and one more book before bed. Our picture book follows Rally the corgi on his first train ride to see his grand-paw-rents, and every page is painted by hand. If your family is spending December missing someone, it was written for that too. For the car, print our free corgi and train coloring pages.
A bedtime story after seeing SantaRally Takes the Train is a five-minute rhyming picture book about a corgi’s first ride on a California train, hand-painted in watercolor. $16.99 on Amazon, ages 0 to 8.
Buy on AmazonKeep the Christmas magic going: track Rally the corgi on Christmas Eve, print free Christmas coloring pages, learn how to say Merry Christmas in 100+ languages, find train museums to visit with kids, or browse Christmas events in every Canada city.
Oakville Christmas events for kids: questions parents ask
What are the best Christmas events for kids in Oakville this year?
Rally Takes the Train has confirmed 3 Christmas events for kids in Oakville for 2026: the Kerr Village Tree Lighting and Holiday Market and a Visit with Santa at the Oakville Museum, both on November 28, and Evening Candlelight Tours of Erchless Estate from December 16 to 18.
When is the Kerr Village tree lighting in 2026?
Saturday, November 28, 2026, from 1 to 6 pm in Westwood Park, 173 Kerr St., with the tree lighting at 5:40 pm. Admission is free and Santa visits for photos.
Where can kids meet Santa in Oakville?
At the Oakville Museum, 8 Navy Street, on Saturday, November 28, 2026, from 9 am to noon in booked 30-minute sessions for ages 3 to 10 with an adult. Santa also appears at the Kerr Village tree lighting that afternoon.
Are the Oakville Museum candlelight tours good for kids?
They are open to ages 7 and older, with tours at 7 and 8 pm from December 16 to 18, 2026. Registration is required through the Town of Oakville.
Who do I contact about Oakville holiday events?
For the museum programs, the Oakville Museum at oakvillemuseum@oakville.ca. For the tree lighting, the Kerr Village BIA at info@kerr-village.ca or 905-849-8865.
Are there more Christmas events near Oakville?
Yes. Our Canada Christmas events for kids guide lists confirmed events across the country, and the national search sorts events by distance from your town.
How do you confirm these events?
We list an event only after we find this season’s date on the host’s own website or an official municipal or tourism calendar. We last checked Oakville on November 11, 2026. Rally is also contacting each organizer to confirm details like parking, washrooms and bad-weather plans.
Event names belong to their hosts. Rally Takes the Train is a family picture book and is not affiliated with, sponsored by or endorsed by any host listed here. Confirm dates, times and prices on each host’s own site before you go.