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Im based in Toronto so we visit Montreal and, even, Quebec City, actually quite on a regular.
Last time, we’ve been in QC was just last Aug/Sep and stayed at the Fairmont Frontenac (basically the main hotel there). Can’t stay that it was the best of the hotels we stayed at (plus we were w there a toddler) so book the main hotel restaurant in advance lol (we learnt it the hard way, unfortunately).
On the other hand, there’s an absolute epic restaurant around the corner from the hotel (Le Clan). this restaurant is such a gem and I’d say will hit Michelin restaurant list pretty soon.
All in all, I’d definitely recommend staying at the Fairmont at least for one night as they have a lot of things to offer (hotel excursion, river boat tour, a lot of Fairmonts even have horse back riding tours as part of hotel activites (not sure if this one has too) but there are definitely carriages outside of the hotel that can take you on a nice city tour.
Overall, QC is quite small but there’s plenty to wander around (citadel, old town restaurant street, other petite lanes and lakeshore areas (you can rent bikes for those), old churches, University area etc.
Montreal, oh gosh… where do you even start lol. Montreal, I can even adjust a trip based on how many people are heading, as well as on the composition of such lol (alone debauhery, couples trip, close friends pack, bachelor party trip, family weekend getaway, you name).
Again, I’d really recommend staying at Fairmont there again (as it went through major reno in the last few years) but is actually 2-3 cheaper than even the one in QC but much greater value.
Wandering around for the 1st is going to plenty. Maybe, rent bikes for the day and can go all the way to the other side (Parc Jean-Drapeau). Plenty to see at the Old Montreal, there’s pretty famous food market on the other side, Montreal Casino on Friday / Saturdays actually such a blast (they do literally have legit great disco parties there).
If you have time you can even drive to Mont-trembland (about 1 hour north of Montreal). I personally love it all year around but it is skiiing resort primarily.
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