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"I found this cozy waterfront Long Island retreat steeped in literary charm — guests who buy the Travels With Charley package receive a copy of Steinbeck's book and can relax on a fenced-in front porch while their pup runs free; the package also includes treats, a frisbee, a bed, and a daily dining credit. I think it's best visited in winter when Sag Harbor is quiet and you can sit together by the fire looking out at the silent harbor, and nearby Havens Beach (off-season) and Montauk Brewery make for easy dog-friendly outings." - Nina Ruggiero Nina Ruggiero Travel + Leisure Senior Editorial Director Nina Ruggiero oversees T+L's award-winning travel content across digital platforms. She is also the co-founder of Be A Travel Writer, an online course for aspiring travel journalists. When she's not traveling between her current home in Los Angeles and T+L HQ in New York City, Nina can often be found in Italy or the UK. She has lived in NYC, LA, Miami, Rome, and Sicily, and has traveled extensively through Europe, the U.S., Asia, the Caribbean, and Mexico, in addition to visiting Botswana, Morocco, New Zealand, and more. Travel + Leisure Editorial Guidelines