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Oct. 1-Oct. 31
Salem Haunted Happenings, Salem, Massachusetts
A month-long festival in the bewitching seaport of Salem includes a series of spooky events that involve haunted houses, storytelling tours and a Grand Parade. A favorite October destination because of its infamous Witch Trials of 1692, Salem was once a major maritime hub for the New England colonies and is rich in history and culture.
Oct. 2-Oct. 12
Topsfield Fair, Topsfield, Massachusetts
The oldest continuously running agricultural fair in America, featuring carnival games and rides and agricultural events.
Oct. 9-Oct. 11
Southington Apple Festival, Southington, Connecticut
This annual festival is a family-oriented community event spanning the first two weekends in October. The event offers six days of spectacular fun, delicious food, live entertainment and crafts. Come see the Apple Fritter and Apple Pie Eating Contest, plus an Apple Harvest Bed Race, road race and more.
Oct. 3-Oct. 12
Damariscotta Pumpkinfest & Regatta, Damariscotta, Maine
Come to beautiful midcoast Maine for a celebration of all things pumpkin. This festival is a fun-packed week of events including a pumpkin paddle boat relay and pumpkin motor boat regatta, pumpkin polo, and the Maine Pumpkin Growers Organization-sanctioned giant pumpkin weigh-off. There’s also pumpkin catapulting, a pumpkin drop, underwater pumpkin carving, a giant pumpkin parade, 60 giant pumpkins lining Damariscotta’s main street, and a pumpkin derby.
Oct. 4-Oct. 11
Fryeburg Fair, Fryeburg, Maine
Fryeburg Fair is a fall spectacular in New England. Located in Fryeburg, on the western border of Maine, the Fair is always held the first week in October. With over 3,000 animals on the Fairgrounds for a full eight days, the Fair offers an incredible array of food, entertainment, rides and lots of great people watching!
Oct. 9-Oct. 11
Stowe Foliage Art Festival, Stowe, Vermont
Fall is festival time in Vermont and Stowe celebrates the absolute zenith of foliage color with the Stowe Foliage Arts Festival. Two hundred juried artisans exhibit and sell a wide range of contemporary and traditional craft work as well as original art, photography, sculpture, and specialty food products. While having a bite and a beer in the dining tent, enjoy live music on Saturday and Sunday.
North American Wife Carrying Championship, Newry, Maine
Fun for competitors and thousands of spectators alike, the Wife Carrying Championships receive international media attention each year. Teams from across the United States and Canada compete head-to-head for fame, fortune and a chance to compete at the World Championships in Finland. The origin of North American Wife Carrying Championship is based in Finnish history. The modernized wife carrying event is all in fun, and in reality, is a true test of physical strength, agility and teamwork between man and woman.
Oct. 10-Oct. 11
Massachusetts Annual Cranberry Harvest Celebration, Wareham, Massachusetts
This fun family event features juried crafters, activities for children, animal shows, cooking demonstrations, food vendors, pony and wagon rides and much more. The highlight of the day is an opportunity to witness a working cranberry bog. Please, no pets. Last year’s event was attended by more than 32,000 visitors.
Oct. 10-Oct. 11
Acadia Oktoberfest Food & Crafts Festival, Southwest Harbor, Maine
The first day of this special weekend will open with an afternoon and early evening “Wine & Cheese Tasting” accompanied by music. Maine wine distributors will offer wines from around the world and Maine cheese makers will serve exciting pairings of specialty cheeses. This event has been noted as “one of the spots not to miss” and one of the “top ten festivals in New England” by the national RV Magazine and New England brewery magazines, respectively.
Oct. 10-Oct. 12
Chowder Days at Mystic Seaport, Mystic, Connecticut
In the crisp New England air, enjoy unforgettable clam chowder and other fresh seafood specialties, along with seasonal desserts and beer, wine and apple cider. Stroll through our village and enjoy live music. Bring the kids to enjoy a “clammy” art project and story time in the Children’s Museum. Or, climb aboard our steamboat Sabino for leaf peeping from the water.
Oct. 10-Oct. 12
Waterville Valley Fall Foliage Celebration, Waterville Valley, NH
Celebrate the arrival of fall with Waterville Valley’s Fall Foliage Fest over Columbus Day Weekend. A weekend of fun family events is planned including kids’ games, pumpkin painting a 5K road race, tent sales, a pie-eating contest and more. Following the 5K run the Fall Foliage Beer Garden will kick off hosting samples of Sam Adams and Harpoon fall brews in the center of Town Square accompanied by live music and a corn hole tourney starting at noon hosted by Harpoon.
Oct. 11-Oct. 12
Newport’s International Oktoberfest, Newport, RI
This bona fide Bavarian weekend bubbles over with juicy bratwursts, yodeling and folk dance performances, a rousing entertainment lineup featuring die Schlauberger, Spitze!, and more. This year, there will be three Biergartens and expanded outdoor courtyard space for endless amounts of festivities. A kid-friendly Kindergarten area rounds out fall’s choice festival as a place for the whole family to sample Oktoberfest’s multitude of flavors. All held along the beautiful Newport waterfront.
Oct. 15-Oct. 18
Martha’s Vineyard Food & Wine Festival, Edgartown, Massachusetts
The Martha’s Vineyard Food & Wine Festival is a celebration of ‘Sea, Farm & Vine.’ The four-day feast, celebrating the rich tradition of farming and fishing, features the Island’s best culinary talent, artisanal producers and local ingredients, while organically aligning with national chefs, culinary leaders and wine and spirit purveyors to create a fresh unique-to-the-Island immersion weekend.
New England Pumpkin Festival, Claremont, NH
Carrying on a decades old tradition in the Southwestern New Hampshire region, the New England Pumpkin Festival is a family-friendly event, full of fun, games, food and entertainment for people of all ages.
Oct. 17-Oct. 18
Wellfleet Oysterfest, Wellfleet, Massachusetts
This two-day family festival celebrates the town’s famous oysters, clams and shellfishing traditions and brings together locals and visitors alike for a weekend full of hometown flavor and big time fun! There is something for everyone: local cuisine, arts and crafts, educational programs, cooking demonstrations, children’s activities, walking tours, live music, a road race and the annual Oyster Shuck-Off competition.
Oct. 17-Oct. 18
Head of the Charles Regatta, Boston/Cambridge, Massachusetts
Head Of The Charles Regatta, the world’s largest two-day rowing event, was first held on October 16, 1965. The race was established by the Cambridge Boat Club members with the advice of Harvard University sculling instructor Ernest Arlett. Arlett proposed that a “head of the river” race, similar in tradition to races held in his native England, be held on the Charles River. “Head” races, a class of regattas, are generally three miles long – boats race against each other and the clock, starting sequentially approximately fifteen seconds apart. Winners of each race receive the honorary title of “Head of the River” or, in this case, “Head Of The Charles.”
Dummerston Apple Pie Festival, Dummerston, Vermont
Come see Vermont at its best – choose from 1,500 pies made in the historic Dummerston Congregational Church, homemade ice cream, fresh donuts, hot cider, Green Mountain coffee, and Grafton cheese. Or maybe have some of each! Pies available whole or by the slice. Worship at 9 am surrounded by pies. Fire Department Breakfast, Grange Lunch. This is a favorite event of region motorcycle groups who make a day of it.
New Hampshire Pumpkin Festival, Laconia, NH
Formerly the Keene Pumpkin Festival, which regularly set records for the most lit jack-o’-lanterns, the 25th annual event has been moved to Laconia for 2015.