The Lookout Inn ~ Family Established … Family Owned
The Lookout has been owned and operated by the descendants of the Flye family for over 120 years. The name “The Lookout” came about as early as 1760 when the Flye family had to post a sentry on the hill overlooking Blue Hill Bay to watch for unfriendly “Indians” coming from the north. Established by Owen Flye in 1896, this Bed and Breakfast Inn was continued by his daughter Lettie (Flye) Smith, and then handed down to her grandson, current owner Robert “Butch” Smith, in 1974.
Over the years, expansions have been made to the Inn. Currently we have 9 rooms to rent seasonally. Almost all rooms have breath taking ocean views. Each are unique in their own historic way.
A little about the staff…
The Lookout prides itself on a warm, welcoming staff. Making you feel at home is our top priority! Our top team members are below. Feel free to reach out if you have any questions or concerns. We are here to make your experience a wonderful memory!
Address455 Flye Point Rd
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