XVI
By Invitation  ·  Oakville, Ontario

A private circle,
quietly kept.

For families and founders across Oakville and the lakeshore — a curated calendar of gatherings, in place of a clubhouse.

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The Idea

No clubhouse. No waitlist years long.
Just the right room, on purpose.

The Sixteen Club was built for a particular kind of family — established, curious, and short on patience for institutions that ask for a decade before they let you in. We gather instead at the city's best tables, courts, and gardens, one carefully considered evening at a time.

The Circles

Four ways to belong, one membership

Programming is built around how our members actually live — split by interest, joined again for the occasions that matter.

For the ladies

Ladies' Circle

Wine and paint evenings, mixology, floral workshops, and quiet wellness mornings.

For the gentlemen

Gentlemen's Circle

Whiskey tastings, cigar evenings, golf outings, and the occasional conversation about markets.

For the children

Junior Members

Golf and racket clinics, art and STEM workshops — built by instructors, not babysitters.

For everyone

Family Gatherings

Seasonal festivals, holiday galas, and the quarterly evenings built to bring every circle together.

Friends gathered around a table for a wine tasting evening A family walking together along the water at golden hour A table set with wine glasses for a private dinner

“We didn't want a facility. We wanted a room full of people worth knowing — and the good sense to leave it at that.”

Founding Note, The Sixteen Club
Membership

Entry is by application and referral

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