Arthur Fonzarelli
"aaaaay"
If you are into pinball or arcade games there is a cozy little arcade inside the Forks promenade. You can grab beers from the promenade bar and take them inside.
The Forks also has a river taxi though it might be closed for the season.
If you're into music, go to Into the Music on McDermot in the Exchange District which is 15 min walk from the arena. Big selection of new/used records and cd's and one of the best music stores in Canada (seriously). There's also a Tokyo Smoke across the street if you want some divine inspiration while you shop.
The Exchange also has a cool used book store on Albert called Red River Books which has a very large selection and...eccentric atmosphere. Independent coffee and donuts at "Not a Bronut" on King St.
Definitely check out St Boniface if you are into history or want to see the French side of the city. Great restaurants in that part of town as well.
Sherbrook south of Portage is the "hipster" part of downtown. Independent coffee at Thom Bargen. Don't go to Pizza Bite.
Osborne is the counterculture part of downtown but it is past its glory days to say the least. Still some good shops especially if anyone needs anything for the woman in their life (or one happens to be travelling with you). Good Pho at Pho Hoang and sushi at Naru. Another good record store at Old Gold Vinyl. Indepenent coffee shop at Little Sister.
Corydon is the yuppie street, tons of bars and patios and very busy on the weekends.
Union Station on Main Street is a nice sight to check out and was designed by the same architecture firm which designed Grand Central in NY!
Assiniboine forest is the largest "urban" forest in Canada but is not close to the arena.
Former NHL goalie Joe Daley has a sports memorabilia shop here...and Teemu Selanne's favourite pizza is at DeeJay's restaurant in west St. James .
The actual Portage strip around the arena is a bit depressing as one poster alluded to, but there are a a few mainstream-type sports bars like Tavern United, and burger-and-beer places like The Tipsy Cow.
If you wanna gamble and stare at duck-lipped waitresses, Shark Club is your friend.
I''m pretty sure any bar in the city will turn on a non-Jets nhl game for you if you ask.
It's been years since I had DeeJay's. Growing up in the St. Charles/Crestview area I spent a good portion of my newspaper delivery money getting DeeJays to deliver every collection period.