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Fun Events In & Around Oakville 2Dec22

Christmas Magic

"Oh, Christmas isn't just a day, it's a frame of mind"
~ Valentine Davies, Miracle on 34th Street

Let The Christmas Magic Begin! It’s December 1st today and that means 25 more days until Christmas. How will you spend them?

Christmas traditions are something we look forward to all year long. Every family and culture has their own unique traditions or they might celebrate their own special holiday a different way. Here are a few Christmas traditions that I’m familiar with and come to mind:

  • Hearing your first Christmas song on the radio
  • Hanging lights, decorating the house and tree
  • Shopping at Christmas bazaars, baking cookies, wrapping gifts
  • Carolling, attending a Christmas sing a long, a children’s school play or concert
  • Watching old and new sentimental Christmas movies
  • Attending a live production at the theatre (Peter Pan, The Nutcracker)
  • Going to midnight mass on Christmas Eve or a Sunday service

I can think of so many wonderful Christmastime moments from years gone by. This quote describes what Christmas means to me, “Christmas will always be as long as we stand heart to heart and hand in hand.” ~ Dr. Seuss

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Friday December 2nd

Oh, Christmas Tree @ Bronte Market Square
Join Ward 1 Councillors Sean O’Meara and Jonathan McNeice in the new Bronte Market Square to gather around the tree and kick off the holiday season. There will be photos with Mr. and Mrs. Claus, holiday caroling, hot chocolate – and a tree-lighting at 6pm.
5 p.m. – 7 p.m.
2445 Lakeshore Rd W
Oakville, ON

Festival of Lights @ Spencer Smith Park
The Festival of Lights illuminates Burlington’s waterfront. Make it a holiday tradition to share your Christmas spirit and stroll through the magical lighting displays. 
4:00 p.m. – Midnight
1400 Lakeshore Rd
Burlington, ON

A Night at Ireland House @ Ireland House Museum
Spend the evening sampling seasonal foods served from the hearth and woodstove and sip local wine and craft beer as you tour the museum. Book in advance.
6:00 p.m. and & 7:30 p.m.
2168 Guelph Line
Burlington, ON 

The Nutcracker 
@ The Burlington Performing Arts Centre
This cherished holiday adventure follows a little girl’s journey through a fantasy world of fairies, princes, toy soldiers, and an army of mice. Set to Tchaikovsky’s beloved music, the entire family will love this magical experience filled with charming sets and stunning costumes. Performed by State Ballet Theatre of Ukraine
7:30  p.m.
440 Locust St
Burlington, ON

Saturday December 3rd

Milton HolidayFest @ Downtown Milton
Enjoy the diverse sights, tastes and sounds of the holiday season in historic Downtown Milton. The event features vendors, artisans, live musical performances, and more.
12 p.m. – 6 p.m.
251 Main St E
Milton, ON

Kerr Village Tree Lighting & Holiday Market @ Westwood ParK
Holiday Pop-Up Market and live music. Featuring a visit by Santa and Mrs. Claus, the elves, various characters, Christmas music and the tree lighting ceremony at 5:30 PM.
12 p.m. – 7 p.m.
173 Kerr St
Oakville, ON

Christmas Market & Fashion Show @ Gairloch Gardens
Sip, Shop & Nibble at this holiday shopping market located inside the beautiful and prestigious Gairloch Gardens. Fashion shows at 2 p.m and 4 p.m.
12 p.m. – 5 p.m
Gairloch Gardens Bungalow
1308 Lakeshore Rd
Oakville, ON

Alice in Wonderland @ Oakville Centre for the Performing Arts
Alice refuses to do her homework. She prefers to play and daydream in her father’s study where she stumbles across a strange rabbit that nibbles on books. Adapted from the unbridled humour and madness of Lewis Carroll’s novel.
1 p.m. and 4 p.m.
130 Navy St
Oakville, ON

Sunday December 4th

Christmas Tree and Bake Sale @ St. Cuthbert’s Anglican Church
Stop by for the Bake Sale and enjoy a fun day picking out your Christmas Tree.
11:30 p.m. – 6 p.m.
1541 Oakhill Drive
Oakville, ON

Ugly Christmas Sweater Market @ Burlington Centre
Shop over 40 local vendors, vote for your favourite sweater and enter for the grand prize. Face painting, Henna Art, Christmas Scavenger Hunt, Story time by the Christmas Tree, Train rides and much more
11 a.m. – 5 p.m
777 Guelph Line
Burlington, ON

Twinkle After Dark @ Country Heritage Park
Experience a fully illuminated country walk featuring historic buildings, holiday projections, costumed actors, festive music. Grab a hot beverage and a warm beavertail and say Hello to Santa.
5:15 p.m. – 10:30 p.m.
8560 Tremaine Rd
Milton, ON

Winter is Coming: Outdoor Home Checklist

Putting up your Christmas lights? Check your eavestrough while you have the ladder out!

As fall comes to an end and colder weather approaches, here’s a few things to do before the snow and ice make it impossible … 

On my Blog – Click Here

Thinking of Selling? Don't Wait For Spring

It’s true that the spring and summer months are busiest for real estate — most people wait until the kids are out of school, the days are longer, and the weather is warmer to buy or sell…    More on my Blog – Click Here

Pretty Winter House 2

For Sale and Lease in Oakville

I’m only a call or text away if you’d like more information or to view any of the listings above.  905-399-7229  I’d love to take you over to see them. 

Is your home feeling too big for just the two of you? It might be time to think about downsizing.   Click Here  for your complimentary home evaluation.

Have a great weekend everyone! Join my Meet Me In Oakville   Facebook Group  where we can talk about all the fun things to do In and Around Oakville.  Add your photos to the group too! 

P.S. If you’d like me to list your event here just call or text:  905-399-7229 or email:

Claudia Chopik

Claudia Chopik

Hi, there! I’m Claudia, the founder of Meet Me In Oakville – A strong tribe of Oakville residents who get weekly information about the best events, restaurants, shopping, activities, and real estate In and Around Oakville, Ontario.