- Old Walpole Meetinghouse
- Walpole Meeting House Road, Walpole, Maine
- Old Wiscasset Jail and Museum
- 133 Federal St, Wiscasset, Maine, 04578
- Opera House in Boothbay Harbor
- 86 Townsend Avenue, Boothbay Harbor
- Otyokwa Cabins
- 244 Nobleboro Road, Bremen
- Oxbow Brewing Company
- 274 Jones Woods Road, Newcastle, Maine, 04553
- Oysterhead Lounge at Newcastle Publick House
- 52 Main St, Newcastle, ME, 04553
- Painting Studio at Grindell's
- 1288 State Route 32 south entrance, Round Pond
- Parker B Poe Theater at Lincoln Academy
- 81 Academy Hill Road, Newcastle, ME, 04553
- Pemaqid Lighthouse Park Learning Center
- 3115 Bristol Road, New Harbor
- Pemaquid Beach Park
- 27 Pemaquid Beach Road, New Harbor, ME, 04554