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My brother is headed to Montreal this weekend, so I wrote up the highlights from the time I went there a couple years ago.
Food
l’avenue - Great breakfast place, but our favorite thing was the enormous burger (“le roi des burgers” i think - something like 4 pounds, 5 whole tomatoes, etc). The menu is only in French - but you’d be fine if you were with someone who took HS french (or just by using common sense + pointing at things)
l’express - Really good (moderately expensive) classy french food. Might be awkward if no one speaks french (more so than l’avenue). Really delicious free pickles!
poutine - you can get this at any sort of fast food/burger shop - it looks really weird (french fries with gravy + cheese curds) but is absolutely delicious. you have to try it.
o’noir - This is a pretty unique place - you eat in complete darkness, the waiters are all blind. You can either order in advance or have them bring out a mystery dish. Comparatively expensive (maybe $40/person?) but i thought it was worth it.
prato - Really, really good sit-down pizza place. Be sure to get one of the pizzas with a cream sauce, and the tiramisu for dessert.
Drinks
Brutopia is a great pub - lots of crazy beers that they brew themselves, and a fun atmosphere.
Benelux - Another really great pubs with their own microbrews. Close to McGill if I remember correctly, which has a pretty campus.
Kafein - Nice hookah lounge with good drinks. I think they had a DJ there as well when we were there, might be a nice relaxed place to start a night.
Madhatter - “mad grimey” but apparently a montreal institution (everyone I talk to ended up here at some point). Right in the middle of a fun area.
Clubs
I wasn’t a huge fan of any of these places, but they should at least give you a good idea of the fun areas to go late at night.
A Gogo Lounge - “Austin Powers”
Club 1234 - Not as classy as the web site suggests, haha
Tokyo Bar - Probably my favorite of the clubs we went to
