Red Rocks in Colorado is a breathtaking venue. https://www.colorado.com/articles/5-ways-to-fall-in-love-with-red-rocks
Toronto:
The one that is the best to make a weekend trip out of is the Stone Pony Summer Stage. It is an outside stage next to the beach in Asbury Park, New Jersey.
Try Tavastia (Hellsinki, Finland)! Have been to a few amazing gigs there
Congratulations, you have now introduced me to Thee Ultra Bimboos and I will be forever grateful. Deep pool of stuff with this venue, excellent comment!
Edit: Holy shit, this place has been around forever! Found some stuff from a DVD rip for a show in 1974. God damn, thanks dude!
I've been volunteering at Milwaukee's Summerfest this year and it's a pretty cool place. Multiple venues from the largest the AmFam Amphitheater to several smaller stages.
The only issue I really have with it, is with the stages all outdoors the sound quality is really bad for the most part. A couple of the bands have had a good Front House engineer that made the best of it though. Last night Kaleo finished out the Miller Light stage and they actually sounded pretty good. Never thought I'd listen to an Icelandic Blues band. Vertical Horizon was on earlier... Instamatic is just not the same without the Professor though. (FYI: Neil Peart was on the drums for the studio recording of that song.)
An outdoor amphitheater that actually sounds great is the Riverbend on the east side of Cincinnati, right on the Ohio river. I've seen several concerts there back when I lived in that area. Santana, Live (the band), and even the Cincinnati Pops under Erich Kunsel played there and it always sounded great. The best was probably the Pops playing the 1812 Overture... They used REAL F$%$KING CANNONS! It was awesome.
I'd say my favorite venue is the gorge in Washington state (USA). The shows can vary, but the venue is amazing. 
@History in Toronto
Can very much agree. In the past couple of years I've seen Strumbellas, Band of Horses, Paul Weller, Echo and the Bunnymen....
Superb venue.
Well whaddya know, we just got one of those ourselves! History Ottawa.
The only place I know is one called La Traviesa, in Torredembarra, Catalonia, northern Spain. I just checked and to my surprise there is a bunch of videos on youtube.
First video I saw was for Electric Riders - oh fuck yeah bud, thank you!
La Traviesa (the naughty girl), or La Travi as the locals know it, is one of the most iconic places around here.
Will probably update as I think of more/add common genre family tags. If other Ottawans (the like between three or five of you I know are here) see this and want to add something, particularly for the defunct list, let me know.
Ottawa, Ontario, Canada🇨🇦
Active
House of Targ
Dominion Tavern
Rainbow Bistro
Irene's
Gabba Hey (active-ish, kinda sorta)
Cafe Nostalgica
Overflow Brewing Company
Bronson Centre (usually slightly bigger, by my definition, acts)
Avant Garde Bar (may need to phrase as Avant-Garde Bar sometimes)
Jazz@248 (also search Jazz 248 or Jazz248)
The Twenty Seven Club
Meow! That's Hot
Minotaure (technically Hull but I'm adding it)
Live on Elgin
Red Bird
Defunct
Cafe Dekcuf
Barrymore's
Brass Monkey
Ask a Punk (noted there might be some newer stuff tagged with this anyway)
Pressed Cafe (there was actually a series on local cable called 'Live at Pressed', if memory serves)
Zaphod Beeblebrox (also search just Zaphod's)
Cinqhole
Glue Pot Pub (there's also one in Australia you may get footage from)
613 represent.
I'm SHOCKED you didn't include redbird on bank st. .tsk tsk.
https://www.redbirdlive.ca/shows
I like the 1st Wednesday of the month. Bluegrass jams.
I miss zaphods... :( nothing will compare
Not everyone likes your country-fried music, Bluegrass_Addict!
(This is a joke, good to hear from you dude. You are right, this is a glaring omission and has been rectified).
Unfortunately, I've only heard legends about Zaphods, missed the boat on that one personally. Lots of band footage on the web though!
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