The Kennebunk Inn
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Housed in a building dating to 1799, The Kennebunk Inn carries genuine period character rather than a manufactured historic theme, with classic rooms alongside family suites for a mixed-generation golf trip. A brasserie, pub and patio on site cover breakfast through late-evening drinks without leaving the property, and free Wi-Fi keeps the group connected between rounds. Brick Store Museum is a five-minute walk for a rainy-day detour, and Portland International Jetport is the closest on this list at roughly twenty-nine minutes, useful for a tighter travel window. Pet-friendly and kid-friendly policies widen who the trip can include, and a kitchen in some rooms suits a longer stay. The patio, more than any single meal, is where evenings tend to settle once golf wraps for the day.