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This part of the mainland is close enough to Glasgow to make it accessible year-round. Oban is just over two hours from the city by car (three hours by bus), but getting to the isles via ferries takes longer, and the crossings are less frequent. You can take advantage of quiet roads and plentiful accommodations in early spring and late autumn. The summer months of July and August can get very busy indeed; book accommodations and restaurants in advance during high season, or you might miss out. In winter, short daylight hours and winds can make island stays rather bleak.
This is a coastal region, buffeted by Atlantic winds and rains. The climate is erratic, and locals take a curious pride in the fact that the area often experiences several seasons in a single day. Come prepared with adequate clothing for the changing weather, including good walking shoes, waterproof outerwear, and sunscreen.