Blue Hill Fair - Blue Hill, ME - Sep 3 to Sep 7, 2020
An annual Labor Day weekend event located at 233 Ellsworth Road in Blue Hill. Features live entertainment, attractions and exhibits for the family, plus fun contests and more!. Describes itself as a true Down to Earth Country Fair.
Booth Bay Harbor Fest - Boothbay Harbor, ME - Sep 4 to Sep 7, 2020
A celebration of local food and live music on the waterfront.
Eastport Pirate Festival - Eastport, ME - Sep 11 to Sep 13, 2020
Annual event starting with the Invasion of Lubec before the festival, followed by a weekend of activities for pirates. Attendance estimated at 10,000+ and 90% reportedly dress as a pirate.
Capriccio Music Festival - Ogunquit, ME - Sep 11 to Sep 18, 2020
Annual music festival and kite flying too!
Maine Open Lighthouse Day - , ME - Sep 12, 2020
This annual event attracts 15,000+ guests each year who take advantage of this rare opportunity to climb and learn about over two dozen historic Maine lights, open between 9-3pm.
Pumpkinman Triathalon - South Berwick, ME - Sep 12 to Sep 13, 2020
The flagship event for Forward Motion Events is the Pumpkinman Triathlon Festival, held the weekend after Labor Day each year in South Berwick Maine.
Laudholm Nature Crafts Festival - Wells, ME - Sep 12 to Sep 13, 2020
The Laudholm Nature Crafts Festival is held in Wells, Maine, every September on the weekend after Labor Day. This prestigious, juried event brings many of New England’s finest artisans to exhibit their wares for thousands of browsers. Music and food round out the 2-day festival
Acadia Night Sky Festival - Bar Harbor, ME - Sep 16 to Sep 20, 2020
Families and amateur astronomers enjoy the stars for a weekend. Seminars, presentations, boat cruise, kayak tour, climbing and other activities with an emphasis on astronomy. Don’t miss the Cadillac Mountain Star Party!
Bethel Harvestfest & Chowdah Cookoff - Bethel, ME - Sep 19, 2020
Celebrate the harvest and the beginning of fall foliage season with arts, crafts, music, a farmers’ market, an apple pie contest, Chowdah Cookoff and more on the town common of Bethel.
Maine Brew Fest - Newry, ME - Sep 19, 2020
Almost 100 craft beer and cider sampling from nearly 30 Maine breweries. This is a packed weekend with a beer dinner, an oyster tasting event, great food, family-friendly activities, and more.
Cornish Apple Festival - Cornish, ME - Sep 26, 2020
This free festival is held in historic Cornish Village on the last Saturday in September. Event includes apple pie contest, live entertainment, arts & crafts, 5K race and other activities. It is a fundraising event for the Cornish Association of Businesses.
Camden International Film Festival - Camden, ME - Oct 1 to Oct 4, 2020
Annual documentary film and art festival for 10+ years in mid-coast Maine. Over 80 films are screened from dozens of countries.
Freeport Fall Festival - Freeport, ME - Oct 2 to Oct 4, 2020
A three day festival showcasing New England artists and craft makers on the L.L.Bean campus and downtown Freeport, plus live music, Chodwah Challenge, food, and more!
Damariscotta Pumpkinfest & Regatta - Damariscotta, ME - Oct 3 to Oct 12, 2020
Pumpkinboats (400-700 pound, hollowed out pumpkins) are paddled or motor powered in this famous regatta on the Damariscotta River. Also includes giant pumpkin weigh-off, parade, pumpkin drop, pumpkin pancake breakfast and other activities. Main events are over Columbus Day Weekend. In 2017, Travel and Leisure called this one the Best Fall Festival in Maine!” (https://goo.gl/W3Pdse)”
Fryeburg Fair - Fryeburg, ME - Oct 4 to Oct 11, 2020
Livestock exhibition, parade, competitions like the Fireman’s Muster and the Skillet Throw, midway rides and carnival games. Admission is $12 a day.
Acadia Oktoberfest - Southwest Harbor, ME - Oct 9 to Oct 10, 2020
The first day of this celebration, Friday from 4-6 PM, is the annual Wine Festival. Saturday is Acadia’s Annual Oktoberfest and the kickoff of Southwest Harbor Week, which runs until MDI Marathon ten days later. Location: Smuggler’s Den Campground – 20 Main St, Southwest Harbor
Sunday River Fall Festival Weekend - Newry, ME - Oct 10 to Oct 11, 2020
North American Wife Carrying Championship, kids’ pumpkin pie eating contest, New England corn hole championship, Blue Mountain Arts and Crafts Fair. wine tent, Sunday Bloody Sunday tent. Concerts on Saturday and Sunday. Scenic chairlift rides to the Peak Lodge, free wagon rides and more.
Swine and Stein Oktoberfest - Gardiner, ME - Oct 10, 2020
A street party on Water Street in Gardiner to celebrate Maine craft beer, Maine musicians, and Maine pork products. If Oktoberfest had its history rooted in Maine, this is how the worldwide party would go. Location: Water St, Gardiner, ME 04345
York Harvestfest & Kidfest - York Beach, ME - Oct 17, 2020
Annual event for 30+ years on the weekend after Columbus Day. Held from 9 AM to 4 PM. Live performances, food, kids games, juried craftors, HarvestFest, and horse-drawn wagon rides at Short Sands Beach. Public parking at York’s Wild Animal Kingdom.
Great Maine Apple Day - Unity, ME - Oct 18, 2020
Workshops, cider-pressing, orchard tour and delicious treats at the Common Ground Education Center. Admission is $2 (members) or $4 (non-members).
OgunquitFest - Ogunquit, ME - Oct 23 to Oct 25, 2020
Pumpkin decorating, scarecrow contest, costume parade, classic car show, craft show, wagon rides and more.
Maine Harvest Festival - Bangor, ME - Nov 21 to Nov 22, 2020
Cooking demonstrations, pie contest, live music, local wines and beers. Located at the Cross Insurance Center.
Mason’s Brewing Oktoberfest - Brewer, ME - Sep 19 to Sep 30, 2016
ANAH Shrine YOSHI Oktoberfest - Bangor, ME - Sep 22, 2018
Beers, brats, pretzels and German band. 21+.
Maine Home Brewers Oktoberfest - Pittsfield, ME - Sep 29, 2018
Kennebunk HarvestFest - Kennebunk, ME - Oct 13, 2018
Features include a parade down Main Street, bounce houses, face painting, treat bag decorating, pumpkin decorating, apple cider, games, candy, and more! Free, family friendly event – don’t forget to bring a costume!
Sidewalk Art Show - Oqunquit, ME - Oct 19 to Oct 21, 2018
15th annual. Downtown art show with a variety of mixed media, held on Beach Street and Jacob’s lot
Camden Windjammer Festival - Camden, ME - Aug 30 to Aug 31, 2019
A weekend of maritime fun on the harbor including tours of the windjammers, lobster crate race, Build-a-Boat contest, Chowder Challenge, talent show and other maritime activities.
Oktoberfest Portland - Portland, ME - Sep 7, 2019
40+ brewers from Portland to Germany, live music, food trucks/vendors, costume competition, NERF target shooting, golf chip challenge, soccer dart board, keg tossing, plinko, escape room & many more!
Chalk the Port - Sidney, ME - Sep 13 to Sep 14, 2019
Beautiful street art from chalk artists from Maine, Pennsylvania, and Florida, plus 5k, pancake breakfast, block party, food vendors, beer tent, and luminaries at dusk.
Pumpkin Festival - Livermore Falls, ME - Sep 28, 2019
Vendors and craft vendors, agricultural products, historical and educational displays, antique tractors, raffles, live music, decorations, inflatables, Nerf zone, food and more!
Maine Lakes Brew Fest - Casco, ME - Sep 28, 2019
Annual event at The Beach at Point Sebago. 35 brewers and 15+ food vendors expected.
FALL-ow Me! - Pittsfield, ME - Sep 28, 2019
Annual fly-in the last weekend of September. Saturday morning will be the breakfast from 8-10am with BBQs throughout the day. Lots of kids activities, including face painting, hay rides, homemade ice cream, homemade root beer (and some other homemade sodas), pumpkin carving and a bounce house, with a bonfire with s’mores at dusk. They will brew a specialty beer to award to the First Pilot In and Farthest Distance Flown
Punkinfiddle Family Festival - Wells, ME - Sep 28, 2019
A fun day to celebrate traditions, togetherness, and National Estuaries Day. And kids get in free! Play old-fashioned games, see traditional crafts and sheepdog demonstrations, listen to live music, enjoy food, and more! With Punkinfiddle, their aim is to foster stewardship of coastal environments by celebrating the richness of estuaries, Maine’s cultural traditions, and their beautiful historic site.
Pemaquid Oyster Festival - Damariscotta, ME - Sep 29, 2019
More than 10,000 oysters are served annually at this event to benefit the Edward A. Myers Marine Conservation Fund. Held on the banks of the Damariscotta River at Schooner Landing Restaurant & Marina. Other food options available. There is also an entertainment stage, educational exhibits and other locations. Noon to dusk, rain or shine.
Rangeley Oktoberfest - Rangeley, ME - Oct 3 to Oct 6, 2019
Celebrate the Colors, Taste and Sounds of Fall at Rangeley Oktoberfest in the beautiful Western Mountains of Maine. This 4-day celebration will feature food, entertainment and a cornucopia of beers in a unique festival exploring the restaurants, pubs, shops and museums located on the National Scenic Byway from Rangeley to Oquossoc.
Harvest on the Harbor - Portland, ME - Oct 17 to Oct 20, 2019
Culinary creations from Maine’s top chefs. Events include sampling at the marketplace, the Maine Lobster Chef of the Year Competition, and Grand Tasting on the Harbor (wine, beer and spirits with views of Casco Bay while enjoying morsels from notable Maine chefs). 21+ events
Christmas Prelude - Kennebunkport, ME - Dec 5 to Dec 15, 2019
Tree lighting, Hat Parade, Pooch Parade, craft fairs, fireworks and the arrival of Santa, plus more throughout the week. One of Kennebunkport’s best annual events!