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Greater Portland & Casco Bay trip planner
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Greater Portland & Casco Bay
Most visitors remember their trip to Greater Portland & Casco Bay by an enticing blend of scenic coastal towns, historic sites, and impressive foodie scene. Dubbed "America's Foodiest Small Town," Portland remains the regional hub of arts, entertainment, and gourmet dining. Home to a popular road race, Cape Elizabeth draws athletes from all parts of the country. Known for its numerous outlet stores, Freeport invites you to go wild on a shopping spree. Big city lures and modern amenities combined with storied traditions and relaxed small-town vibe is what Greater Portland & Casco Bay generously offers. Use our United States road trip planner to plan your trip to Greater Portland & Casco Bay and other destinations in United States.
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Places to visit in Greater Portland & Casco Bay
Portland
BEST FOR: Brewery, Art Museum, Beer Tasting / Tour
Freeport
BEST FOR: Factory Outlet, State Park, Brewery
South Portland
BEST FOR: Lighthouse, Fishing Charter / Tour, Park
Bailey Island
BEST FOR: Hiking Trail, Gift & Specialty Shop, Bridge
Windham
BEST FOR: Zipline, Movie Theater, Bridge
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Hidden gems in Greater Portland & Casco Bay
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Recently planned trips to Greater Portland & Casco Bay
8 days in United States
BY A USER FROM UNITED STATES
November, teens, kids, culture, outdoors, relaxing, historic sites, museums, popular & hidden gems
Preferences: November, teens, kids, culture, outdoors, relaxing, historic sites, museums
Attraction style: Popular & hidden gems
Pace: Medium
8 days in United States
BY A USER FROM UNITED STATES
November, teens, kids, culture, outdoors, relaxing, historic sites, museums, popular & hidden gems
Preferences: November, teens, kids, culture, outdoors, relaxing, historic sites, museums
Attraction style: Popular & hidden gems
Pace: Medium
8 days in United States
BY A USER FROM UNITED STATES
November, teens, kids, culture, outdoors, relaxing, historic sites, museums, popular & hidden gems
Preferences: November, teens, kids, culture, outdoors, relaxing, historic sites, museums
Attraction style: Popular & hidden gems
Pace: Medium
52 days in United States
BY A USER FROM UNITED STATES
October, popular sights
Preferences: October
Attraction style: Popular sights
Pace: Medium
2 days in Portland
BY A USER FROM UNITED STATES
October, popular sights
Preferences: October
Attraction style: Popular sights
Pace: Medium
15 days in United States
BY A USER FROM UNITED STATES
September, historic sites, hidden gems
Preferences: September, historic sites
Attraction style: Hidden gems
Pace: Medium
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