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Fun Events In & Around Oakville 27Jan23


Whatcha Gonna Watch this Weekend?

Don’t you love tropical colours? I know I do, especially after the big snow storm we had yesterday. It seems like all we’ve had are grey skies for the past month or longer. Blah. Life would be so much better if we were sipping smoothies and dancing the merengue on a beach in the Dominican right now.

That brings me to the photo below. It isn’t a designer stock photo, although it should be. The coffee table, the Ladies’ dresses, and splashes of colour, definitely draw me into the room. The photo is from a reality show called Back In The Grooveon Disney Plus and Hulu if you have Crave TV.

Three beautiful, outgoing single Ladies in their 40’s travel to the Dominican Republic and check in at the magical Groove Hotel. All three of them have had sadness and hardships in their lives. They haven’t dated anyone recently and are deserving of this time away. No other than Taye Diggs from How Stella Got Her Groove Back is the host.

The reason they are in the Dominican is to date men half their age. Yes, that’s right. The series breaks the stigma of older women dating younger men. Kind of like Super Woman Kris Kardashian has. Why not? As far as I know there’s alway been a double standard for women doing what comes naturally to men. There’s more to the show than that, along with a surprising TWIST! You’ll see when you watch.

It’s different from other reality shows in the sense that it doesn’t centre around drama and drinking. The lush Dominican scenery, tropical wildlife and daring dates are worth seeing, I can think of one in particular. Get some snacks and spend some time on the couch this weekend. Watching the Ladies transform and build their confidence as they date these hot young guys is a living room holiday in itself.

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And now for a list of Fun Events In & Around Oakville this Weekend!

Friday January 27th

Winterlit @ Mountsberg Conversation
Winterlit is all about reconnecting with yourself, family, and friends in the beauty of nature. Experience the inspiring winter magic of Mountsberg from beneath a breathtaking display of lights at our award-winning event, Winterlit.
5:30 p.m. – 8:30 p.m.
2259 Milburough Town Line, Campbellville, ON

Milton Film Festival @ First Ontario Arts Centre
Experience an extraordinary lineup of local, Canadian, and international films… in person and online
Films, guests, galas… plus even more movies available virtually. This year’s Festival will feature eight in-person screenings over 3 days, plus another 5 virtual screenings available for a whole week.
1050 Main St E
Milton, ON

Back in the Groove @ Disney Plus & Hulu
Three single Ladies travel to the Dominican Republic and check in at the magical Groove Hotel where they date men half their age and have fun!
All day
Your address
Oakville, ON

Saturday January 28th

Milton Winter Farmers Market @ Milton Mall
Support Local at the Milton Farmers Market
10 a.m. to 2 p.m.
55 Ontario St
Milton, ON

A Many-Sided House @ Gairloch Gardens
Wolf Tones presents their first exhibition in Canada using different artistic mediums.
10 a.m. to 5 p.m.
1508 Lakeshore Rd E
Oakville, ON

Winter Magic Icescapes @ Celebration Square
This frosty day is packed with some of Canada’s winter favourites: live ice carving, and a mouth-watering selection of food trucks. DJs will spin the hottest hits, keeping you toasty while you get your skate on.
2:00 p.m. – 10 p.m.
300 City Centre Dr
Mississauga, ON

Songs of Nature @ Royal Botanical Gardens

Come to the Arboretum and learn about our feathered friends. Practice some bird songs with our staff, then go on a hike and try them out! Finish around the campfire with some songs of your own!
2 p.m. to 4 p.m.
16 Old Guelph Rd
Burlington, ON

Oakville Chinese New Year Gala @ The Oakville Centre
Join the Oakville Chinese Network as they celebrate with the Chinese New Year Gala! The theme of the show this year is “Our Future as Immigrants.”
7:00 p.m.
130 Navy Street
Oakville, ON

Sunday January 29th

The Marriage of Figaro @ Four Seasons Centre for the Performing Arts
by Wolfgang Amadeus Mozar
When Count Almaviva attempts to seduce Susanna on the eve of her wedding, Figaro and Susanna join forces with the spurned Countess to deliver an unforgettable lesson in love. Mozart serves up the most luminous and profound music for this subversive story of servants who topple their masters and women who prove wiser than the men around them.
2:00 p.m.
145 Queen St W
Toronto, ON

A Dream is a Wish your Heart Makes @  Mississauga Convention Centre
Have a magical day with your family while you shop local. Free face painting, 15 Disney characters to meet, and all your favourite Disney movie hits will be playing. There’s a  grand prize draw to win a family trip for 4 to Disneyland.
12 p.m. – 5 p.m.
75 Derry Rd W

Charcuterie Board Workshop @  Art Aggregate
Have a fun afternoon creating your own One-Of-A-Kind Charcuterie Board. While the boards dry, enjoy a charcuterie food styling session with beer pairing.
12 p.m. – 4 p.m.
398 Nash Road North, Unit #12
Hamilton, ON 

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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.