Sept. 27-Oct. 5: Fryeburg Fair
1154 Main St., Fryeburg
Firemen’s muster, calf scramble, midway, food vendors, harness racing, sheep dog trials, woodsmen’s field day.
Oct. 3-5: 25th Annual Freeport Fall Festival
Various locations in Freeport
Live music, free activities, artists, makers and local food producers.
Oct. 4-5: Maine Craft Weekend
Statewide
Many artists around the state invite the public into their studios on this weekend. Expect demos and pop-up shopping opportunities.
Oct. 11: Swine & Stein Brewfest
Water Street, Gardiner
Food, beer and live music, plus a frozen T-shirt race, beard and moustache competition and the Maine State Rock Paper and Scissors Championship.
Oct. 11-13: Damariscotta Pumpkinfest & Regatta
Various locations in Damariscotta
Pumpkin weigh-offs, pumpkin boat building and regatta, parade, pumpkin dessert contest, kids activities, pie eating contest.
Oct. 11-12: Sunday River Fall Festival
Sunday River Ski Resort, Newry
Blue Mountain Arts & Crafts Fair, chondola rides, New England Cornhole Championships and North American Wife Carrying Championship.
Oct. 18: Harvestfest
Short Sands Beach, York
Free family festival with live music, food vendors, juried crafters and storytelling.
Oct. 24-26: OgunquitFest
Various locations in Ogunquit
Car show, artisan craft fair, children’s events, Dogtoberfest costume parade and the annual High Heel Dash for charity.
Oct. 30-Nov. 1: Harvest on the Harbor
Various locations in Portland
Explore Maine’s culinary creativity with tasting events plus the Maine Cocktail Classic and Maine Lobster Chef of the Year competitions and Maine Oysterfest.