CHETWYND HOUSE INN, Kennebunkport

Chetwynd House Inn - A historic B&B with water views near Dock Square

Located in the heart of historic Dock Square, this 2-star Kennebunkport hotel has provided comfortable bed and breakfast lodging for 50 years. The intimate property features 4 air-conditioned rooms equipped with flat-screen televisions, laptop-friendly workspaces, and separate sitting areas. Chetwynd House Inn's guests enjoy water views of a former President's home and complimentary WiFi access in public areas. The property sits within a 10-minute drive of Mother's Beach and Walker's Point, offering direct access to local shops, pubs, and restaurants. Outdoor enthusiasts can explore nearby hiking trails, bicycle rentals, and water activities including kayaking, snorkeling, and surfing. Notable attractions within walking distance include Rusty Fly Gallery, Northlight Gallery, and First Families Kennebunkport Museum, all situated within 0.5 miles of the property.

Pros

Bob Knowles, son of Susan Knowles Chetwynd, personally oversees guest well-being

Chart-covered tables, wooden ship models, and mahogany accents create an authentic yacht club atmosphere

Walking distance to multiple dining options including Ben & Jerry's, Hurricane Restaurant, and David's KPT

Proximity to water adventures and outdoor activities

Cons

28 miles distance from Portland International Jetport

Limited to 4 rooms, which may mean reduced availability during peak seasons