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Fun Events In & Around Oakville 25Nov22


"We watched the sunset over the castle on the hill" ~ Ed Sheeran

Dundurn Castle sits on land known as Burlington Heights. The land was used extensively by the Mississaugas of the Credit First Nation and Chief Reverend Peter Jones was born there in 1802. During the war of 1812 Burlington Heights was commandeered from an early settler Richard Beasly and became the location of a British Army Post. Because of it’s strategic and military importance during the war the Heights was designated as a National Historic Site of Canada. 

In 1832 the land owned by Richard Beasly was sold to Sir Allan Napier MacNab who hired Architect Robert Wetherell to build the 18,000 square foot, 40 room Dundurn Castle that was completed in 1835. 

Once built, Dundurn Castle became famous all over the country for its grand entertainments. Sir John A. Macdonald and King Edward VII are among those who were entertained there.  Camilla Queen Consort of the United Kingdom is a direct descendant of Sir Allan MacNab and is the Royal Patron of Dundurn Castle. In the late 1960’s the Castle was renovated as a Canadian Centennial project and also designated as a National Historic Site.

Share in Hamilton’s holiday tradition and visit the neoclassical mansion for the first day of its Victorian Christmas this Sunday afternoon from 12 – 4 p.m. The  Garden Club of Hamilton has decorated the castle beautifully with cedar boughs, ribbons and dried flowers. Admission is free with a non-perishable food item to help stock the Good Shepherd’s pantry.

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Friday November 25th

Candlelit Stroll  @ Civic Square Burlington
Bundle up the kids to join in the fun as Burlington Downtown lights up for the Holidays at their annual carolling event that launches the Burlington Lakeside Festival of Lights! There will be visits with Santa and Hot Chocolate at Civic Square before strolling Downtown Burlington.
6:00 p.m. – 9:00 p.m.
Brant St
Burlington, ON

Lights from the Rooftop @ Joseph Brant Museum
Enjoy the Burlington Festival of Lights from the rooftop at Joseph Brant Museum during the Candlelit Stroll on November 25th and every Thursday in December. There’ll be FREE hot chocolate and popcorn! Museum admission is not required for rooftop access
6:00 p.m. – 9 p.m
1400 Lakeshore Rd
Burlington, ON 

The Rolling Stones’ Let It Bleed
@ The Burlington Performing Arts Centre
Classic Albums Live presents The Rolling Stones 1969 Album Let It Bleed. This is a show you will not want to miss. A show that will have you singing The Stones’ the whole way home!
8 p.m.
440 Locust St
Burlington, ON

Saturday November 26th

At Home in Bronte @ Bronte Village
The fun continues this Saturday in Bronte Village. Bronte’s 5th Annual Handmade Market being held at the Legion at 79 Jones St. from 9 a.m. to 6 p.m.  There’s a historical walking tour led by Bronte Historical Society at 9:30 a.m. as well as a Holiday Artist Show and Sale at Sovereign House beginning at 10 a.m.  EcoFillosophy is teaching waste free gift wrapping from 1-3 p.m. and RBC is hosting  Ornament Making for  ArtHouse Halton from 2 -4 p.m. See the At Home in Bronte site above for all the details.

9:00 a.m. – 6 p.m
Bronte Village
Oakville, ON

Milton Santa Claus Parade @ Downtown Milton
Santa is coming to Milton this Saturday. The Parade begins at Main St West and Whitmer and travels along Main St to the Milton Go Station. 
1:30 p.m.
Main St
Milton, ON

O Christmas Tea: A British Comedy @ The Burlington Performing Arts Centre
Rich in wordplay, comic physicality, and cleverly crafted interactive elements, O Christmas Tea is uproarious fun, celebration of friendship at Christmas.
3 p.m. and 7:30 p.m.
440 Locust St
Burlington, ON

Soup Bowl Saturday Night @ Art Gallery Burlington
A Saturday Night Social of music, art, drink, and soup! This year’s event will feature one-of-a-kind hand made ceramic soup bowls, gourmet appetizers, soup shots, live music, a short film screening, and a silent auction.
7 p.m. – 10 p.m.
1333 Lakeshore Rd
Burlington, ON 

Sunday November 27th

First Day of Christmas @ Dundurn Castle
Visit Dundurn for the first day of its Victorian Christmas. Join costumed interpreters for a self-guided visit of the exquisite mid-19th century home. The Castle is decorated by the Garden Club of Hamilton with cedar boughs, ribbons and dried flowers.
12:00 p.m. to 4 p.m.
610 York Boulevard
Hamilton, ON

Mean Girls @ Princess of Wales Theatre
Cady Heron is a hit with The Plastics, the A-list girl clique at her new school, until she makes the mistake of falling for Aaron Samuels, the ex-boyfriend of alpha Plastic Regina George.
2 p.m. – 4:30 p.m.
300 King Street W
Toronto, ON

Haydn The Seasons @ St Matthew’s Roman Catholic Church
A four part oratorio corresponding to the four seasons written by Joseph Haydn and performed by masterworks of Oakville a community-based group dedicated to performing the great works of the Western Classical tradition, particularly sacred works for choir and orchestra
3:00 p.m.
1150 Monks Passage
Oakville, ON

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

Deck the Halls (just a little)

We all know that when you’re selling your home, you’re advised to stick to neutral tones, understate decor, and create a blank slate that potential buyers can see themselves living in. But what if you’re selling your home around the holidays? Do you really have to forego the holiday decorations you love for that “nobody lives here” vibe?  Find out the answer on my Blog – Click Here

Deck the halls just a little with simple inside decorations

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.