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@Craig_D So at this point the better question is where can you get in, since most places will be booked.
Casual:
Schwartz's for smoked meat. You can take out and eat in a park if the lineup is too big, or cross the street to Le Main which is equally good.
La Banquise. I don't know anyone who has eaten here sober but they make a good poutine.
Atwater Market - I think the summer food court is open. Satay Brothers pork buns for sure.
Along the Lachine Canal you can hit about six micros in a 3 km stagger. Start at Sans Taverne, à co-op micro and pizza restaurant with a nice terrasse. Next hit 4 Origines. Then Mémento. Then the Bateau Mouche floating bar at Marche Atwater. Then Sainte Ambroise. Then Messorem Bracitorum. Then Curl up in a ball. Be careful at Messorem. They have insanely strong beers that taste like fruit juice.
For fancy food, the usual suspects are Joe Beef, Liverpool House, Pied de Cochon, Park, Toque, Ferreira, Garde-manger. Hope for a cancellation.
In Old Montreal you could try Holder, Brasserie Boris (duck fat French fries, awesome terrasse), Méchant Boeuf, Jellyfish or Jellyfish Bar.
À little kitschy but good food and scenery: Portus 360. Restaurant on top of a former hotel now university residence. Les enfants terribles on top of Place Ville Marie is good for this as well and has a better vibe.
Slap an Apple stalker tag on your kids and send them to Saint Laurent street north of Sherbrooke. Pick them up on your way to the airport. Or not. I would maybe avoid the clubs in Old Montreal that weekend. Well, any weekend. Saint Laurent will be more touristy and probably safer all around.
If your kids are borderline underage, pm me and I'll find out where my 17 year old gets served🙄.
@Matt Is younger and cooler than me so should have better advice.
Get well soon @Rash . Sure beats sudden death on the side of the road.
More of a pitchfork guy than cowbell, myself. 
"And that was the last day without rain that Vancouver enjoyed in May 2022..."
@wchevron said:
Those look good but I'd have a hard time eating one in public.
I'm guessing that's why it comes with a balaclava.
I'm going to try to swim again. And probably bike alongside @Matt's team at the 125 and critique their superior running speed and form while drinking a Gin & Maurten's from my water bottle.
@Tad_M That's probably a safer bet than #137, "Is that a flying squirrel I spy?"