Nautical touches abound in this heritage B&B at the top of one of Chester's main streets. Shipwrights constructed the building, and its inviting double-decker porch is hung with signal flags. The bright rooms (all with private bath) are named for islands in Mahone Bay. Each has country-style antiques and beds topped with Frette linens and local quilts. The innkeeper trained at Cordon Bleu, so breakfasts are sublime. She's also a well-connected sailor who can arrange the right boating trip for you.