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Regional Travel Planner + Trip Resources

Immerse yourself in the land of lighthouses and lobsters with all the resources at your fingertips—from digital guides and maps to ordering a Visitor’s Guide straight to your doorstep. Get insider insights to plan the picture-perfect vacation in Greater Portland, Maine.

Visitor's Guide Request

Order a Visitor’s Guide for $2.50 and it’ll arrive in just a few days. It includes maps, local insights, and must-see highlights, it’s the perfect companion for exploring Greater Portland at your own pace.

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Get Acquainted

The Lay of the land

Hover over the town for more info or click to read more.
Cumberland
Cumberland’s history as an agricultural town with a strong shipbuilding connection. Since 1868, the Cumberland Fairgrounds has been home to the Cumberland Fair during the last week in September each year. One of the state’s largest agricultural fairs, it began when farmers would present their biggest and best-tasting vegetables. Today, The Cumberland Fair remains a true county fair and features harness racing, livestock and agriculture competitions, horticultural exhibits, pumpkin contests, and plenty of food.
Great Diamond Island Pownal North Yarmouth Cumberland Yarmouth Freeport Falmouth Westbrook Scarborough Gorham South Portland Portland Cape Elizabeth Little Diamond Island Peaks Island Long Island Chebeague Island Cliff Island Bailey Island
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