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September 1-4
Gloucester Schooner Festival - Gloucester, MA
Mayor's Race for 100-foot schooners, races for other classes; parade of sail, deck tours, public sails; Sat: fish fry; Boatlight Parade down the Annisquam River; fireworks. Events held at various times at Gloucester Harbor.
www.CapeAnnVacations.com/Schooner
September 14-30
The Big E, Eastern States Expo - West Springfield, MA
There's no better place to enjoy the sights, sounds and taste tempting aromas of the fall season than at The Big E, New England's Autumn Tradition and the largest fair in the northeast. It's a New England extravaganza with free top name entertainment, major exhibits, The Big E Super Circus, the Avenue of States, dazzling thrill shows, New England history and agriculture, animals, rides, shopping, crafts, a daily parade and a Mardi Gras parade and foods from around the world for 17 glorious days during New England's most colorful season.
www.thebige.com/fair
September 15
The Big E/Eastern States Exposition - West Springfield, MA
The Great New England Fall Festival, the largest fair in New England. Includes the Avenue of States, Storrowton Village Museum, Harvest New England Demonstration Kitchen, musical stars, big top circus, auto thrill show, horse show, farm animals, agriculturals contests and exhibits, children's activities, crafts, shopping, midway, and a daily parade. Advance tickets available. 8am-10pm.
www.thebige.com
September 17
30th Annual Great Josh Billings RunAground Triathlon - Lenox, MA
The Josh Billings RunAground is the oldest and largest bike, canoe/kayak, run triathlon in the country. The race begins in Great Barrington, Massachusetts with a 27 mile scenic but challenging bike ride, followed by a 5 mile canoe or kayak sprint around Stockbridge Bowl, and is completed with a 6.2 mile run around the lake ending at the Tanglewood Music Festival in Lenox. The "Josh" combines the scenic beauty of the Berkshires with four exciting sports and the result is a great day of competition, fun and camaraderie. Following the race, the Great Josh "Bash" takes place at Tanglewood with music, food, festivities, the annual Kids Fun Run and awards. 9:30 am, The Great Josh Billings RunAround Triathlon.
www.joshbillings.com
September 22-25
Bourne Scallop Festival - Bourne, MA
Annual Seafood festival: arts and crafts show, specialty foods, entertainment, children's activities, and Home Expo Show.
Times: Fri-Sat, 10am-10pm, Sun, 10am-7pm, Buzzards Bay Park.
September 29 - October 1
Spirit of Shrewsbury Fall Festival - Shrewsbury, MA
There will be a scarecrow contest and display on the Town Common from Sept. 26 to Oct. 26. During the 3 day weekend, people will enjoy seeing the dancing/musical fountains, eating at the pancake breakfast & fishing derby (all for kids), running or walking in the 5K roadrace/funwalk, browsing at the craft fair, checking out the businesses/non-profit organizations, and getting a bite to eat at the Oak St. Expo, enjoying Family FunFest activities, and watching the gala parade.
www.spiritofshrewsbury.com
September 30 - October 1
Hancock Shaker Village: Country Fair and Craft Festival - Pittsfield, MA
Celebrate traditional craftmenship at this old-fashioned fair with demonstrations of blacksmithing, woodworking, basket making and more; activities include tug of war, animal calling, cider pressing, and the manure fling. 9:30am-5pm at Hancock Shaker Village.
www.hancockshakervillage.org
September 30
The Blackstone River Valley Greenway Challenge- Uxbridge, MA
Temas of friends, family members and co-workers will paddle down and cycle and run along the Blackstone River from Worcester, MA to Pawtucket, RI. 9am start at River Bend Farm Visitors Center, Uxbridge, MA.
www.greenwaychallenge.org
October 13-14
The Wellfleet Oyster Festival - Wellfleet, MA
Two-day celebration of the town's famous oysters and shellfishing traditions. Local seafood, New England fare and brews, arts and crafts, a kayak race and a 5k road race, live music, seminars, walks and many special activities for children. Wellfleet comes alive for a two-day celebration of the town’s famous oysters, clams and shellfishing traditions in this street party that brings together locals and visitors alike for a weekend full of food, frolic, and fun. There is something for everyone: local cuisine, arts and crafts, kayak and road races, children’s activities, educational exhibits, walking tours, theatre, live music, and the Oyster Shuck-Off.
www.wellfleetoysterfest.org
October 21-22
Head of the Charles Regatta - Cambridge/Boston, MA
One of the world's largest rowing events with more than 4,500 rowers; eight championship events, and 17 other races for classes such as youths, veteran and lightweights. 8am-5pm, Charles River.
www.hocr.org
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