Maine Events - October Festivals

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Fryeburg Fair

Ballard Road
Fryeburg, Maine 04037
Phone: (207) 935-3268


Sep 28 thru Oct 05, 2014. It was a chilly day in March of 1851 when a few local farmers and merchants got together and decided to show off their produce, cattle and wares to the community. Since those humble beginnings, Fryeburg Fair has grown to become Maine's largest agricultural fair complete with six days of harness racing, a farm museum second to none, the world's largest steer and oxen show and a reputation known throughout North America. For info phone June Hammond at (207) 935-3268. Event #153   Map + Directions   |   Report Update

Vinfest at Cellardoor Winery

367 Youngtown Road
Lincolnville, Maine 04849
Phone: (207) 763-4478


Oct 03 thru Oct 04, 2014. Our annual harvest party down in the vineyard is back! Join us for an unforgettable evening of dinner featuring four talented chefs, live music and dancing to spectacular live performances by Grammy nominee and Broadway star, Frenchie Davis, American pop/rock singer Vonda Shepard, and iconic American funk group KC and The Sunshine Band. Still more events on Saturday. See Title link above for details and ticket info. Event #1369   Map + Directions   |   Report Update

Riverside Arts and Music Festival

Cherryfield, Maine 04622
Phone: (207) 483-1243


Oct 03 thru Oct 05, 2014. The Riverside Arts and Music Festival is a fall foliage festival by the Narraguagus River in historic Cherryfield, "Blueberry Capital of the World," in Downeast Maine. Friday evening street concert, weekend arts and crafts, music on the bandstand, special concert by Hawk Henries, horse drawn carriage rides, harvest supper and Contradance and much more. Event #14220   Map + Directions   |   Report Update

Freeport Fall Festival

95 Main Street
Freeport, Maine 04033
Phone: (207) 865-1212


Oct 04 thru Oct 05, 2014. We've brought together the best New England artists and makers of fine craft for a two-day festival on the L.L.Bean campus in Freeport, Maine. Enjoy browsing for just the right piece to add to your collection, plus sample all the attractions of a day in Freeport. Join us at the Discovery Stage on the L.L.Bean campus in Freeport, Maine for two days of live music. After you've strolled through the artists' exhibits, grab a picnic lunch and listen to the great tunes we've lined up, all free. Event #3912   Map + Directions   |   Report Update

Harvest Fest & The Hill 'n the 'Ville Music Festival

Waterville, Maine 04901
Phone: (207) 680-2055


Oct 05, 2014. The day-long event will feature hayrides, scarecrow-making, pumpkin carving, and entertainment and activities from Colby's civic and social clubs like a cappella groups and Woodsmen, KV Connect's young professionals and local vendors. Event is from 10 a.m. to 5 p.m. Event #342   Map + Directions   |   Report Update

Acadia Oktoberfest: Brewfest and Wine/Cheese Festival

20 Main Street
Southwest Harbor, Maine
Phone: (207) 244-9264


Oct 10 thru Oct 11, 2014. The Mt. Desert Island Fall Celebration, Acadia's Oktoberfest includes a a Wine & Cheese Festival on Friday afternoon, Oct.10 and a Brewfest on Saturday, Oct. 11. Held at Smugglers Den Campground, offers music and entertainment and all Maine products. Over 20 Maine brewers and many craft booths at the Brewfest. All under giant tents for rain or shine. For info phone (207) 244-9264 or (800) 423-9264. Event #162   Map + Directions   |   Report Update

Annual Sugarloaf Homecoming Weekend

5092 Access Road
Carrabassett Valley, Maine 04947
Phone: (207) 237-2000


Oct 10 thru Oct 12, 2014. Reconnect with friends, celebrate the fall season, and learn what's new for the upcoming winter at Sugarloaf's annual Homecoming Weekend. Enjoy spectacular mountain scenery at the peak of foliage season, the CVA Used Ski Equipment Sale, the Uphill Climb Race, the Sugarloaf Annual Meeting and much more. Event #2768   Map + Directions   |   Report Update

Damariscotta Pumpkinfest & Regatta

Main Street
Damariscotta, Maine 04543
Phone: (207) 592-6184


Oct 10 thru Oct 13, 2014. Damariscotta Pumpkinfest & Regatta is a fun-packed Columbus Day weekend of events. Check the Title link above for a complete schedule and details. Event #3359   Map + Directions   |   Report Update

Gardiner Swine and Stein Octoberfest

Water Street
Gardiner, Maine 04345
Phone: (207) 582-3100


Oct 11, 2014. Local beer, pork & music It;s Swine & Stein time! Gardiner's own take on Oktoberfest. Ride in the pig, and roll out the barrel It's wine and Stein time. Water Street in historic Gardiner will be transformed as Gardiner Main Street produces its version of a traditional Oktoberfest. Our 5th annual event promises an oompah band as well as yummy farm-to-table pork and other creative culinary dishes, a wide selection of Maine craft beers, and entertainment from hand-picked Maine musicians. A number of popular restaurants and street vendors from across the state will be teaming up to serve an array of pork-driven dishes, including succulent pulled pork and sausages of all sorts. Get your pig on bread, plate, or stick, but make sure you get some because this event can satisfy everyone's taste buds. In addition to beer, pork, and music, there will be a number of ongoing activities, including a chicken fling, frozen T-shirt race, and the 3rd annual Maine rock, paper, scissors championship. This family-friendly event offers pumpkin carving and other children's activities. The festivities begin at 11:30 a.m. and run through 6:3 0.p.m. Event #4600   Map + Directions   |   Report Update

Fall Festival - Wolfe's Neck Farm

184 Burnett Road
Freeport, Maine 04032
Phone: (207) 865-4469


Oct 11, 2014. Join us on our oceanfront nonprofit farm as we celebrate sustainable agriculture and the bounty of autumn in Maine! This wholesome family festival features activities and demonstrations, live music, haybale climbing, face painting, animal interactions, tasty local food and more. We run our Pumpkin Hayrides during the festival take a tractor ride out to our pumpkin patch and pick your favorite pumpkin (hayride free with admission; small pumpkins cost $4). Proceeds benefit the nonprofit organization's educational programming. Event #14345   Map + Directions   |   Report Update

Annual Harvest Festival - Savage Oakes Vineyard & Winery

174 Barrett Hill Road
Union, Maine 04862
Phone: (207) 785-2828


Oct 11, 2014. This is the busiest time of the year in the vineyard as we bring in the harvest. Come see what's involved and even help pick grapes at our Annual Harvest Festival. We will have hay rides to the vineyard and a bounce house for kids. Come watch our newest winery toy in action as we have grape crushing and pressing demonstrations. Wine tasting available with fee. Picking starts at 9 a.m. Festival is from 11 a.m. to 4 p.m. Event #9886   Map + Directions   |   Report Update

Fall Foliage Festival - Boothbay Railway Village

Boothbay Railway Village
Boothbay, Maine
Phone: (207) 633-4743


Oct 11 thru Oct 14, 2014. Craft fair, culinary booths, chowder, cheese and chili. Home baked goods, face painting, llamas and alpacas plus two days of toe-tapping music and entertainment and steam train rides. For info phone (207) 633-4743. Event #90   Map + Directions   |   Report Update

Fall Festival - Shawnee Peak

119 Mountain Road
Bridgton, Maine 04009
Phone: (207) 647-8444


Oct 18, 2014. Shawnee Peak's Fall Festival & Chili Cook-Off! With hay rides, pumpkin carving, vendors, classic car cruise in & so much more! For more info see the Title link above. Event #14318   Map + Directions   |   Report Update

Great Maine Apple Day

294 Crosby Brook Rd
Unity, Maine 04988
Phone: (207) 568-4142


Oct 19, 2014. Celebrate the history, flavor and tradition of Maine apples at Great Maine Apple Day. From 10 a.m. to 4 p.m. at the Common Ground Education Center in Unity. For info phone (207) 568-4142. Event #358   Map + Directions   |   Report Update

Trail of Terror - Raitt Farm Museum

2077 State Road
Eliot, Maine 03903
Phone: (207) 748-3303


Oct 24 thru Nov 01, 2014. Get your costumes on, bring your carved pumpkins and head to the Raitt Homestead Farm Museum with the entire family for the annual Halloween Harvest. Scarecrow decorating contest (limited kits available), costume contests, pumpkin decorating contests (bring your carved and decorated pumpkins with you). Face painting, old fashioned games including potato races, pumpkin bowl and more. Tractor drawn hay wagon and barrel tractor rides, yummy food & treats including homemade pies and chicken corn soup round out the family friendly event. Children can learn how cider is made and watch the antique corn grinder work its magic. Enjoy one barrel tractor ride or hay wagon ride per paid entry. For more info click the Title link above or email or phone (207) 332-5444. Admission $10 and all proceeds benefit the Museum, only 5 miles from Portsmouth, NH. Event dates are Friday & Saturday, Oct. 24 & 25 and again on Friday & Saturday, Oct. 31 & Nov. 1. The event runs from dusk to 9:30 p.m. Event #7065   Map + Directions   |   Report Update

Hallowell Fall Festival

Hallowell, Maine
Phone: (207) 622-1350


Oct 12, 2013. Autumn on the banks of the Kennebec is a delight at the Hallowell Fall Festival! Scarecrows abound as Hallowell gives thanks to a bountiful harvest with family events galore. Every year there is a scarecrow judging contest with prizes. For info phone (207) 622-1350. Event #422 |   Report Update

Annual Fall Festival Weekend - Sunday River

Sunday River Road and Skiway Road
Newry, Maine
Phone: (207) 824-3000


Oct 12 thru Oct 13, 2013. The unofficial kick-off to winter, Fall Festival, comes to Sunday River October 6 and 7, 2012. Come celebrate the end of summer with live music, a wine tasting, the always entertaining North American Wife Carrying Championship, the New Mountain Raid competition, the 29th Annual Blue Mountain Arts & Crafts Fair and a full array of activities for the whole family. Spend the weekend with spectacular foliage great deals, good company and more. This year's Fall Festival promises to be a hit. Event #360 |   Report Update

OOB Woofstock

Emerson Cummings Boulevard and Saco Avenue
Old Orchard Beach, Maine 04064
Phone: (207) 590-4201


Oct 13, 2013. OOB Woofstock is a pet friendly festival at The Ballpark. Features a Dog Parade, contests, rabies clinic, and rescue groups. Event is from 10 a.m. to 4 p.m. Event #5582 |   Report Update

Annual York Beach Harvestfest & Kidsfest

York Beach, Maine 03909
Phone: (207) 363-4422


Oct 19 thru Oct 20, 2013. Annual Harvestfest & Kidsfest on York Beach. This festival includes a variety of activities, live bands, an ox roast, bean hole beans and a mix of approximately 150 vendors: including Food Vendors, Juried Crafters, Marketplace Vendors, Go Green Expo Exhibitors and local Non-Profit Organizations. Harvestfest also includes a corn toss challenge, a POW-WOW, hayrides & much more. Kidsfest will take place both days during Harvestfest and will include kids games, crafts, special entertainment and Pumpkin Stroll on Saturday night. Event hours are Saturday from 10 a.m. to 8 p.m. and Sunday from 10 a.m. to 4 p.m. Event #194 |   Report Update

Annual OgunquitFest

Ogunquit, Maine
Phone: (207) 646-2939


Oct 25 thru Oct 27, 2013. 10th Annual OgunquitFest. A fun-filled weekend of fall-themed events including pumpkin and cookie decorating, costume parade, classic car show, craft show, fun house, high heel race, bed race, wagon rides, storytelling, and a scarecrow contest and more! For info phone the Ogunquit Chamber of Commerce at (207) 646-2939. Event #364 |   Report Update

Camp Sunshine Maine Pumpkin Festival

95 Main Street
Freeport, Maine 04101
Phone: (207) 865-1212


Oct 26, 2013. The Camp Sunshine Maine Pumpkin Festival will be held at L.L. Bean in Freeport. We are going to light the night with a tower of pumpkins. There will be great food and music. Please check the schedule online for event dates and tiems. All proceeds benefit Camp Sunshine, a Maine based national retreat for children with life-threatening illnesses and their families. For info phone (207) 655-3900. Event #1297 |   Report Update

Annual Saco Spirit Pumpkin Harvest Festival

Main Street
Saco, Maine 04072
Phone: (207) 286-3546


Oct 26, 2013. Saco Spirit will hosts its Annual Pumpkin Harvest Festival on Main Street in downtown Saco, Maine. Planned events include a variety of entertainers, craft sellers, a children's activity area, bounce house, contests, and an assortment of food. Saco Spirit, a nonprofit organization, and a member of National Main Street Maine, organizes the Annual Pumpkin Harvest Festival. Saco Spirit's mission is to make Saco a better place to live and work by enhancing the vitality of our downtown. Saco Spirit events bring thousands of people to the downtown. This helps to promote local businesses and showcase Saco's historic district while offering family friendly entertainment. All proceeds from events like the Annual Pumpkin Harvest Festival are reinvested into the community, and Saco downtown. For more info please visit the Title link above or call (207) 286-3546. Event is from 12:30 p.m. to 5 p.m. Event #13286 |   Report Update

Old Orchard Beach Community Halloween Party

136 Saco Avenue
Old Orchard Beach, Maine
Phone: (207) 934-4911


Oct 31, 2013. Every year the Old Orchard Beach Fire Department hosts the annual Old Orchard Beach Community Halloween Party. The activities kick-off at 6 p.m. Events include games for kids, bounce house, magician and food such as candy, pizza and soda. Come to the Public Safety Complex. For info phone (207) 934-4911 and ask for the Fire Chief. Event #1418 |   Report Update