Must Do Fairs + Festivals
Across Greater Portland we are bringing the fun with annual fairs, festivals, and exciting events all year long and for all ages.
How to Master an Outdoor Retreat
Maine’s outdoor backyard creates the perfect setting for groups looking to break out of the boardroom year round.
Flavors of Freeport
Freeport’s finest chefs and top food artisans prepare award winning tastes to showcase culinary skill and style. Plus, sip local beer, wine and spirits!
Sparkle Weekend
Concerts, parades, craft sales, visits from Santa, and a real Talking Christmas Tree – it’s part of a tradition that families love to visit every year.
Harvest on the Harbor
Annual food and drink festival held in Portland, Maine celebrating foodies of all kinds and offering up a taste or sip of Maine for all appetites.
Cumberland Fair
This historic event started in the 1800s and today it has everything you would expect from a local fair: carnival rides, a petting zoo, and lots of fair food.
Yarmouth Clam Festival
This festival, a Maine summertime tradition since 1965, is a celebration of the local community with carnival rides, fair foods, clam shucking, and much more.
Freeport Fall Festival
The Freeport Fall Festival attracts thousands of people to Freeport, Maine for a day of art, music, and fun with over 100 artists exhibiting their local art.
Portland Wine Week
Annual week-long wine festival in June featuring wine dinners, classes, seminars, food, art, and plenty of fun in Portland, Maine.
Sailing Ships Maine
Annual event that kicks off the summer sailing season featuring large schooners racing and parading under sail together in Portland Harbor.
Bug Light Kite Festival
Kid-friendly annual festival at Bug Light Park featuring colorful kites of all shapes and sizes and a BBQ lunch fundraiser. Bring the whole family!
Maine’s Southcoast
The Southcoast of Maine is referred to as “The Beaches Region” of Maine for its miles of sandy beaches, pristine ocean, lighthouses and lobster shacks