Seasonal Guides
Best Long Weekend Trips from Toronto 2026 — Canada Day, Victoria Day & More
Canada's long weekends are golden opportunities for quick escapes from Toronto — whether a short drive to cottage country, a quick flight to New York, or even a spontaneous transatlantic trip.
Victoria Day Weekend (May)
- Niagara Falls — waterfalls at peak flow from spring melt
- Ottawa — tulip festival in full bloom
- Prince Edward County — wineries opening for the season
- Montreal — terrasse cafes opening, city comes alive
- New York — quick flight for a proper city weekend
Canada Day Weekend (July)
- Ottawa — the best Canada Day celebrations on Parliament Hill
- Quebec City — festivals and the historic city at its summer best
- Whistler — mountain biking and hiking at peak season
Labour Day Weekend (September)
- New York — summer crowds gone, great weather
- Portugal — perfect weather, lowest prices of the year
- Montreal — amazing food scene in perfect September weather
- Banff — fall colours beginning, fewer crowds than summer
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