Jason,
Will your travels be confined to Winnipeg or somewhere else in the province? In Winnipeg, the top 5 classic would be Elmhurst (Ross), Pine Ridge (Ross), St. Charles (Mackenzie & Ross), Niakwa (Thompson) and Glendale (Thompson). Tom McBroom recently completed Southwood which opened in 2011 and would be worth a look.
Let me know when you will be in Winnipeg, I'de be more than happy to host you at Glendale and help to gain access at the other clubs.
TK