The Niagara region has become a wonderful wine destination in the last several years. There is now over 100 wineries and many of them are turning out excellent wine. Year-round, the wineries host many and varied events. Some of the most interesting and unique ones happen in the December to March time period, when the Shaw Festival is inactive.
These two sites have loads of info regarding the wineries, including events. See Wineries of Ontario or Wineries of Niagara-on-the-Lake.
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