“You have to be at peace with the truth that a thing could come about, and you could not make it by means of,” claims Alexandra de Steiguer, the caretaker for the Oceanic Hotel, in Brian Bolster’s short documentary, “Winter’s Enjoy.” De Steiguer has used the previous 19 winters tending to the 43-acre grounds of the resort, on Star Island, which sits 10 miles off the coast of New England. In the very long, wintry off-time, she is the island’s sole inhabitant.

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