Event image for Bob & Lily: Night Owls

Bob & Lily: Night Owls

Hugh's Room Live

Thursday May 14th, 2026

Thursday May 14th, 2026

8:00 PM

-

11:00 PM EDT

Starts: 8:00 PM EDT

Ends: 11:00 PM EDT

Doors Open: 7:00 PM

Doors Open: 7:00 PM EDT

Hugh's Room Live

296 Broadview Ave, Toronto

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$27.27 - $42.85 CAD

Price

$27.27 - $42.85 CAD

Price

$27.27 - $42.85 CAD

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Description

Bob & Lily: Night Owls Live in the Green Sanderson Hall at Hugh's Room,
296 Broadview Avenue
Show at 8pm, Doors at 7pm
$35+ in advance, $42+at the door 

 

On Thursday May 14, here at HRL something with a distinct late-night feel is happening!  Bob Wiseman slips onto his accustomed seat in front of a piano and Lily Frost straps on her guitar. Yes, they’re on the same stage but each solo and nicely-badly behaved! This is Night Owls: a double bill for people who do their best thinking in the special light of the night.

But the clock always tells the truth: the show starts at 8:00 PM, not midnight. But night isn’t a time so much as a feeling: when a powerful performance starts, the room sharpens and the odd, bright thoughts finally coalesce into a sentence. Night owls don’t obey schedules; they follow the ideas that show up once the world starts powering down.

 

Bob Wiseman (founding member of Blue Rodeo) is a songwriter with a reputation for precision and nerve.  He’s witty, tender, disarmingly direct and allergic to puff. His songs don’t pose as answers. They simply ask the good questions and then land with the kind of punch that makes an audience laugh and then go quiet.

Lily Frost moves in a different weather system: unique songwriting, luminous vocals and a stage presence that can quickly turn a room into a listening space. Her songs arrive like cinematic scenes - intimate, stylish, and slightly uncanny.  It’s music that holds beauty and bite at the same time.

Night Owls isn’t a blend, but it isn’t a battle. It’s difference by design: two artists, two full sets, two distinct sonic worlds, connected by craft, risk and the shared belief that the real work begins when the day loosens its grip.

 

296 Broadview is not yet a fully wheelchair accessible venue, with stairs between all levels. Our goal is to fix that, and we need your support to do so - please consider making a donation towards our goals to make HRL the best listening room in Toronto!

Contact Information

Hugh's Room Live presents the best in intimate artist and audience focused performances at its new permanent home at 296 Broadview Avenue in Toronto.

Refund Policy

All sales are final. Tickets cannot be exchanged or refunded. Artist, programme, date and time are subject to change without notice. Should the date of the performance change all tickets issued will be valid for that performance.