daaaamn. I'm definitely going to Chicago now... meanwhile here's Toronto
CN Tower: "at 553.33 metres (1,815 feet, 5 inches) tall, is the world's tallest freestanding structure on land." it also doubles as a bomb shelter in the event of thermonuclear war
SkyDome (now known as the Rogers Centre): Is it raining outside? Doesn't matter, the dome will close and you can continue enjoying the baseball game, or football game, or even a car show. Here she is with her dome closed
Canadian National Exhibition (CNE/The Ex): In September an amusement park goes up for a week or so. In winter the big event is the Royal Agricultural Winter Fair so I guess it would be fun for someone on acid (or a farmer.)
Royal Ontario Museum (ROM): home to lots of things to see while on acid... it's not bad while sober either. here's the latest building which should be finished construction anytime soon.. and a bigger version:
Casa Loma: something to see if you're into castles... quite a bit uptown
Ontario Science Centre: also quite a bit uptown, but this place is worth the visit. it's a fully interactive environment where you can engage in cool science tricks or learn how they work, or learn about the environment in (among other things) an indoor rain forest. Probably the most fun one could have indoors. It also has an OMNIMAX with a killer sound system, and sometimes plays awesome movies. It's really hard to get bored of this place.
Hockey Hall of Fame: love hockey? here's your place. All the way downtown, it was pretty boring in the past but now I think they've been intensifying it with some cool interactive shit.
Ontario Place: wicked fun in the summer, I think this place also has an Omnimax as well as an amphitheatre. If you're into sports, waterparks, and sun this is the place.
Distillery District: if you can guess what this is, you want to get drunk there during the Jazz Festival.
Centre Island: Get there by ferry and do shit. I dunno, it's an island where there is fun stuff for kids to do. Log rides and mini trains last time I recall, it was fun... but I was also only 12 back then.
CHUM City Building: Where Much Music (Canada's MTV) is filmed... you can go there any time of day and see either the VJs or some celeb or some other hyped up shit. This is my favorite thing to see there, but it's really not enough to deserve a visit unless you want to snap novelty photos:
Toronto International Film Festival: Not really a PLACE to visit but more of a TIME to visit if you can get tix... now the premier film festival in North America and probably only second to Cannes, which it is predicted to soon overtake. This year who was there... Borat, Peirce Brosnan, Jen Lopez, Brad Pitt, Penelope Cruz, Russel Crowe, Sean Penn (who got a hotel fined for public smoking,) and that's all I can remember right now.
Art Gallery of Ontario (AGO): Also a home to trippy things, it doesn't look as great from outside as it does inside but it goes hand-in-hand with a visit to the museum
Kensington Market: Free expression capital of Toronto, also sort of part of Chinatown. More importantly, it's home to the Hot Box Café a nice café where you can light a spliff on the sunny patio and enjoy it without being hassled. Then go get some awesome chinese food in Chinatown... my favorite activity. I can't find any cool photos of it, but once you're there (and after you've had a spliff at the hot box,) you realize why it's a nice place to visit.
I guess that's all I can think of right now, but if you walk down any street there's shit happening. The city is alive.
CN Tower: "at 553.33 metres (1,815 feet, 5 inches) tall, is the world's tallest freestanding structure on land." it also doubles as a bomb shelter in the event of thermonuclear war

SkyDome (now known as the Rogers Centre): Is it raining outside? Doesn't matter, the dome will close and you can continue enjoying the baseball game, or football game, or even a car show. Here she is with her dome closed

Canadian National Exhibition (CNE/The Ex): In September an amusement park goes up for a week or so. In winter the big event is the Royal Agricultural Winter Fair so I guess it would be fun for someone on acid (or a farmer.)

Royal Ontario Museum (ROM): home to lots of things to see while on acid... it's not bad while sober either. here's the latest building which should be finished construction anytime soon.. and a bigger version:

Casa Loma: something to see if you're into castles... quite a bit uptown

Ontario Science Centre: also quite a bit uptown, but this place is worth the visit. it's a fully interactive environment where you can engage in cool science tricks or learn how they work, or learn about the environment in (among other things) an indoor rain forest. Probably the most fun one could have indoors. It also has an OMNIMAX with a killer sound system, and sometimes plays awesome movies. It's really hard to get bored of this place.

Hockey Hall of Fame: love hockey? here's your place. All the way downtown, it was pretty boring in the past but now I think they've been intensifying it with some cool interactive shit.

Ontario Place: wicked fun in the summer, I think this place also has an Omnimax as well as an amphitheatre. If you're into sports, waterparks, and sun this is the place.

Distillery District: if you can guess what this is, you want to get drunk there during the Jazz Festival.
Centre Island: Get there by ferry and do shit. I dunno, it's an island where there is fun stuff for kids to do. Log rides and mini trains last time I recall, it was fun... but I was also only 12 back then.

CHUM City Building: Where Much Music (Canada's MTV) is filmed... you can go there any time of day and see either the VJs or some celeb or some other hyped up shit. This is my favorite thing to see there, but it's really not enough to deserve a visit unless you want to snap novelty photos:

Toronto International Film Festival: Not really a PLACE to visit but more of a TIME to visit if you can get tix... now the premier film festival in North America and probably only second to Cannes, which it is predicted to soon overtake. This year who was there... Borat, Peirce Brosnan, Jen Lopez, Brad Pitt, Penelope Cruz, Russel Crowe, Sean Penn (who got a hotel fined for public smoking,) and that's all I can remember right now.
Art Gallery of Ontario (AGO): Also a home to trippy things, it doesn't look as great from outside as it does inside but it goes hand-in-hand with a visit to the museum
Kensington Market: Free expression capital of Toronto, also sort of part of Chinatown. More importantly, it's home to the Hot Box Café a nice café where you can light a spliff on the sunny patio and enjoy it without being hassled. Then go get some awesome chinese food in Chinatown... my favorite activity. I can't find any cool photos of it, but once you're there (and after you've had a spliff at the hot box,) you realize why it's a nice place to visit.
I guess that's all I can think of right now, but if you walk down any street there's shit happening. The city is alive.