When you going? If it's soon, you can catch jazz fest which is the best one in Canada!
Saint Joseph's Oratory on Mount Royal is pretty sweet. I'm atheist but still enjoyed it. Really beautiful installments inside and the trek up the hill is nice. In general the churches in Montreal are quite grand and old so walk in and check 'em out.
The Plateau neighborhood is nice. Lots of neat shops, cafes, etc. Old Montreal is another must visit.
Tons of restaurants obviously. I was there for 7 months for work and the below places were some of the places I went to and liked, which should be different from the usual recommendations I anticipate will be recommended. Tons of good food dude. Just check reviews first and you can't go wrong really.
- Salumi Vino
- Jardin Nelson (patio!)
- Terasse Sur L'Auberge (patio!)
- Bello Deli
- Cafe Santropol (really love this place, casual outdoor patio, sandwiches, etc)
- Ma Poule Mouillee (Portuguese chicken, crazy lines so plan this one out)
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