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In spite of his popularity, Willis's affairs were not prospering at this time. He had received nothing from the estate of his father-in-law, who died in 1839, his publisher failed in 1842, and he was obliged to sell Glenmary and remove to New York, whence he had undertaken to send a fortnightly letter to a paper at Washington.
On one of his journeys he fell in love with a pretty spot on the banks of the Owego Creek, near the junction with the Susquehanna, and bought a couple of hundred acres and a house, which he named Glenmary after his wife. Here the pair settled down happily for some five years, and here Willis wrote his pleasant, gossiping Letters from Under a Bridge for the New York Mirror.
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