Fall Maine Festivals

Find a Maine fall festival to attend in 2021. Our events calendar for September, October and November 2021 has things to do across Maine including activities in Portland, Bangor and Augusta. Our list includes festivals celebrating the local harvest, food, music, beer, Oktoberfest and more.

Last Major Update:

At this point we have checked for 2021 dates on all festival events. Some websites had not been updated at all for this year, but where a date was available or a cancellation confirmed, we've updated our listing. We'll keep looking for new events to add, and we'll be working on updating Halloween and Thanksgiving events as well. We hope you find a fantastic event near you, enjoy!
All events showing 2021 dates need to be verified to confirm that changes to the schedule were not made by the organizers after publication here, due to COVID-19, weather/natural disasters, or other reasons. We do not run these events, and would hate for anyone to go out of their way only to find the event had been canceled after releasing a date. Please click through to the event website to confirm! Be safe and have a great fall!

Bangor Fall Festivals

2021 Festivals

Blue Hill Fair - Blue Hill, ME - Sep 2 to Sep 6, 2021
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.

Eastport Pirate Festival - Eastport, ME - Sep 10 to Sep 12, 2021
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.

Pumpkinman Triathalon - South Berwick, ME - Sep 11 to Sep 12, 2021
15th anniversary. 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 11 to Sep 12, 2021
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

Maine Open Lighthouse Day - , ME - Sep 11, 2021
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.

Camden International Film Festival - Camden, ME - Sep 16 to Sep 26, 2021
For 2021, both virtual and in person programming. Annual documentary film and art festival for 10+ years in mid-coast Maine. Over 80 films are screened from dozens of countries.

Bethel Harvestfest & Chowdah Cookoff - Bethel, ME - Sep 18, 2021
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 18, 2021
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.

Capriccio Music Festival - Ogunquit, ME - Sep 18 to Sep 25, 2021
Annual music festival and kite flying too!

FALL-ow Me! - Pittsfield, ME - Sep 25, 2021
For 2021: see FB event for changes. Normally: 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

Maine Lakes Brew Fest - Casco, ME - Sep 25, 2021
Annual event at The Beach at Point Sebago. 35 brewers and 15+ food vendors expected.

Apple Pumpkin Festival - Livermore Falls, ME - Sep 25, 2021
Vendors and craft vendors, agricultural products, historical and educational displays, antique tractors, raffles, live music, decorations, inflatables, Nerf zone, food and more! Held at the rec field

Kennebunk HarvestFest - Kennebunk, ME - Sep 25, 2021
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!

Pemaquid Oyster Festival - Damariscotta, ME - Sep 26, 2021
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.

Acadia Night Sky Festival - Bar Harbor, ME - Sep 29 to Oct 3, 2021
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!

Freeport Fall Festival - Freeport, ME - Oct 1 to Oct 3, 2021
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!

OgunquitFest - Ogunquit, ME - Oct 1 to Oct 31, 2021
For 2021: events all month but signature events the 4th weekend in October (22-24). Pumpkin decorating, scarecrow contest, costume parade, classic car show, craft show, wagon rides and more.

Fall Festival at Saddleback - Rangeley, ME - Oct 2, 2021
A FREE community-centered, family-friendly day of events, including a potluck, music, kids activities, a costume contest, family photo opps and more.

Fryeburg Fair - Fryeburg, ME - Oct 3 to Oct 10, 2021
Livestock exhibition, parade, competitions like the Fireman’s Muster and the Skillet Throw, midway rides and carnival games. Admission is $12 a day.

Damariscotta Pumpkinfest & Regatta - Damariscotta, ME - Oct 8 to Oct 11, 2021
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)

Rangeley Oktoberfest - Rangeley, ME - Oct 9, 2021
Fall foliage and mountain views, live music and a frosty pint

Swine and Stein Oktoberfest - Gardiner, ME - Oct 9, 2021
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

Sunday River Fall Festival Weekend - Newry, ME - Oct 9 to Oct 10, 2021
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.

York Harvestfest & Kidfest - York Beach, ME - Oct 16, 2021
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 17, 2021
Workshops, cider-pressing, orchard tour and delicious treats at the Common Ground Education Center. Admission is $2 (members) or $4 (non-members).

Sidewalk Art Show - Oqunquit, ME - Oct 22 to Oct 24, 2021
Part of OgunquitFest. Downtown art show with a variety of mixed media, held on Beach Street and Jacob’s lot

Harvest on the Harbor - Portland, ME - Nov 4 to Nov 6, 2021
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

Maine Harvest Festival - Bangor, ME - Nov 20 to Nov 21, 2021
Cooking demonstrations, pie contest, live music, local wines and beers. Located at the Cross Insurance Center.

Christmas Prelude - Kennebunkport, ME - Dec 2 to Dec 12, 2021
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!

Blistered Fingers Family Bluegrass Festival - Litchfield, ME - Aug 25 to Aug 28, 2022
Some of the best Bluegrass music at one of the largest family musical events in New England! Blistered Fingers has something for all ages, and takes place twice every year, in June & August

Camden Windjammer Festival - Camden, ME - Sep 2 to Sep 3, 2022
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.

Past Events

We know that you want current events. But we often don’t have dates for the current year. We leave those events with their link here so that you can look for the new dates yourself. We hope you don’t mind!

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

Oktoberfest Portland - Portland, ME - Sep 7, 2019
Canceled for 2021, look for their return in 2022. Normally: 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.

Punkinfiddle Family Festival - Wells, ME - Sep 28, 2019
Organizers decided to take a break before Covid made 2020 crazy. May be back one day, but not in 2021. Normally: 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.

Booth Bay Harbor Fest - Boothbay Harbor, ME - Sep 4 to Sep 7, 2020
Canceled for 2021, will be back in 2022. A celebration of local food and live music on the waterfront.

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.

Acadia Oktoberfest - Southwest Harbor, ME - Oct 9 to Oct 10, 2020
Canceled for 2021, look for their return in 2022. Normally: 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

Find other fun things to do in Maine in fall:

Oktoberfest in Maine
Maine Corn Mazes
Maine Ghost Tours
Haunted Houses in Maine
Pumpkin Patches in Maine

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