- Old Port DistrictWaterfront
Cobblestone streets with boutiques, galleries, and restaurants
- Portland PierWaterfront
Working fishing pier with boats and fresh seafood vendors
- Victoria MansionHistoric
Ornate Victorian mansion with tower and period furnishings
- Portland ObservatoryHistoric
1807 maritime tower with city views from observation deck
- Spring Point Ledge LightNature
Picturesque lighthouse on rocky point with walking paths
- Cape Elizabeth Two LightsLandmarks
Iconic twin lighthouses on dramatic rocky coastline
- Harbor ParkParks
Waterfront green space with flower gardens and seating
- Wadsworth-Longfellow HouseHistoric
Historic mansion and museum of poet Henry Wadsworth Longfellow
- Congress Square ParkWaterfront
Tree-lined plaza with historic buildings and public art
- Eastern Promenade TrailTransit
Two-mile waterfront walking path with harbor and island views
- Cliff Island FerryNature
Day trip ferry to scenic island with hiking and beaches
- Back Cove TrailTransit
Scenic three-mile loop with water views and wildlife
- First Parish ChurchHistoric
Oldest church in Maine with impressive Greek Revival design
- Seacoast AdventureGo-karting
Outdoor kart circuit.
- Portland Head LightLighthouses
Lighthouse, built 1791.
- Seguin LightLighthouses
Lighthouse, built 1795.
- Halfway Rock LightLighthouses
Lighthouse, built 1871.
- Cape Elizabeth LightLighthouses
Lighthouse, built 1828.
- Prides Corner Drive-InDrive-in theaters
Drive-in movie theater. Seasonal - check before you go.
- Ram Island Ledge LightLighthouses
Lighthouse, built 1905.
- Perkins Island Light StationLighthouses
Lighthouse, built 1898.
- Doubling Point LightLighthouses
Lighthouse, built 1898.
- Doubling Point Front Range LightLighthouses
Lighthouse, built 1898.
- Bug LightLighthouses
Lighthouse, built 1875.
- Squirrel Point LighthouseLighthouses
Lighthouse, built 1898.
- Pond Island LightLighthouses
Lighthouse, built 1821.
Hotels near these spots are shown on the map as bed pins, grouped into three price
bands, with a booking link for each one. Open the map
and tick “Hotels” in the legend.