Fall Maine Festivals

Blistered Fingers Family Bluegrass Festival - Litchfield, ME - Jun 20 to Jun 23, 2024
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

Blue Hill Fair - Blue Hill, ME - Aug 29 to Sep 2, 2024
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.

Camden Windjammer Festival - Camden, ME - Aug 30 to Aug 31, 2024
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.

Eastport Pirate Festival - Eastport, ME - Sep 6 to Sep 8, 2024
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.

Laudholm Nature Crafts Festival - Wells, ME - Sep 7 to Sep 8, 2024
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

Pumpkinman Triathalon - South Berwick, ME - Sep 7 to Sep 8, 2024
The flagship event for Forward Motion Events is the Pumpkinman Triathlon Festival, held the weekend after Labor Day each year in South Berwick Maine.

Camden International Film Festival - Camden, ME - Sep 12 to Sep 15, 2024
For 2024, 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.

Maine Open Lighthouse Day - , ME - Sep 14, 2024
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.

Bethel Harvestfest & Chowdah Cookoff - Bethel, ME - Sep 21, 2024
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 21 to Sep 22, 2024
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.

Apple Pumpkin Festival - Livermore Falls, ME - Sep 28, 2024
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

Oktoberfest Portland - Portland, ME - Sep 28, 2024
Get ready for an unforgettable Oktoberfest celebration that combines the vibrant spirit of this iconic German festival with the excitement of bar crawling in your favorite city. This year’s festivities promise a unique blend of traditional charm, lively entertainment, and of course, an abundance of delicious beer and hearty food.

FALL-ow Me! - Pittsfield, ME - Sep 28, 2024
Annual fly-in the last weekend of September – see FB event for invitation. Saturday morning will be the breakfast from 8-10am with BBQs throughout the day. Hayrides and more. They will brew a specialty beer to award to the First Pilot In and Farthest Distance Flown

Maine Lakes Brew Fest - Casco, ME - Sep 28, 2024
Annual event at The Beach at Point Sebago. 35 brewers and 15+ food vendors expected.

Pemaquid Oyster Festival - Damariscotta, ME - Sep 28 to Sep 29, 2024
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.

Fryeburg Fair - Fryeburg, ME - Sep 29 to Oct 6, 2024
Livestock exhibition, parade, competitions like the Fireman’s Muster and the Skillet Throw, midway rides and carnival games. Admission is $12 a day.

Freeport Fall Festival - Freeport, ME - Oct 4 to Oct 6, 2024
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!

Rangeley Oktoberfest - Rangeley, ME - Oct 5, 2024
Fall foliage and mountain views, live music and a frosty pint at Saddleback Mountain

Damariscotta Pumpkinfest & Regatta - Damariscotta, ME - Oct 11 to Oct 14, 2024
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)

Acadia Oktoberfest - Bass Harbor, ME - Oct 11 to Oct 12, 2024
The first day of this celebration, Friday from 4-6 PM, is the annual Wine Festival. Saturday is Acadia’s Annual Oktoberfest

Sunday River Fall Festival Weekend - Newry, ME - Oct 12 to Oct 13, 2024
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 12, 2024
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

Kennebunk HarvestFest - Kennebunk, ME - Oct 19, 2024
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!

York Harvestfest & Kidfest - York Beach, ME - Oct 19, 2024
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 20, 2024
Workshops, cider-pressing, orchard tour and delicious treats at the Common Ground Education Center. Admission is $2 (members) or $4 (non-members).

Harvest on the Harbor - Portland, ME - Oct 24 to Oct 26, 2024
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

OgunquitFest - Ogunquit, ME - Oct 25 to Oct 27, 2024
Pumpkin decorating, scarecrow contest, costume parade, classic car show, craft show, wagon rides and more.

OgunquitFest Artisan Craft Fair - Oqunquit, ME - Oct 26 to Oct 27, 2024
Part of OgunquitFest. Downtown art show with a variety of mixed media, held on Beach Street and Jacob’s lot

Maine Harvest Festival - Bangor, ME - Nov 23 to Nov 24, 2024
Cooking demonstrations, pie contest, live music, local wines and beers. Located at the Cross Insurance Center.

Bangor Celtic Crossroads - Bangor, ME - Oct 8, 2023

Chalk the Port - Sidney, ME - Sep 9, 2023
Chalk the Port is a free, family-friendly event in the tradition of European 16th-century street painting. Nationally-acclaimed featured artists, local artists, and children transform the pavement of the Recreation Department parking lot into a canvas full of colorful masterpieces using chalk, plus 5k, pancake breakfast, block party, food vendors, beer tent, and luminaries at dusk.

Capriccio Music Festival - Ogunquit, ME - Sep 8 to Sep 17, 2023
Annual music festival and kite flying too!

Punkinfiddle Family Festival - Wells, ME - Oct 1, 2022
It’s back for 2022. From past events – 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.

Acadia Night Sky Festival - Bar Harbor, ME - Sep 21 to Sep 25, 2022
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!

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!

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.