Boston events calendar for September 2014. Best festivals, fun things to do, weekend street fairs, kids activities, and free entertainment in Boston, Massachusetts.

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September 2014

Enjoy the best Boston events, festivals, and things to do in September 2014 with this calendar of events.

Events are listed by starting date, and all dates are confirmed. Mileage is from Faneuil Hall in downtown Boston, Massachusetts.

Campfire music festival

September 1, 2014 (begins Aug. 29)

3.6 miles NW

Hear new performers and watch songwriters interact and swap tunes as they sing in the round Labor Day weekend at Campfire Festival at Club Passim.

Labor Day festival

September 1, 2014

28 miles north

The Bread & Roses Heritage Festival presents music, theatre, dance, and storytelling on three stages, and it has vendors of food, arts & crafts, and merchandise in downtown Lawrence. Free.

Country fair

September 1, 2014 (begins Aug. 29)

64 miles west

Spencer Fair is a traditional country fair with horse and tractor pulls, rabbit and poultry shows, pig races, hall exhibits, a carnival midway, live music and a demolition derby at Spencer Fairgrounds.

Medieval fair

September 1 - 30, 2014 (Aug. 30 - Oct. 19)

49 miles south

King Richard’s Faire offers medieval food, games, and artisan shops, plus entertainment by costumed acrobats, battling knights, jugglers, fire-eaters, dancers, and puppeteers in a forest near Carver.

Music festival

September 5 - 7, 2014

0.1 miles west

Family friendly Boston Calling has outdoor stages for big-name music acts at City Hall Plaza, with separate tickets for Boston Calling After Parties. Repeats May.

JP Music Festival

September 6, 2014

4.6 miles SW

Jamaica Plain Music Festival has two stages of music by 21 local artists and bands, plus food trucks and children’s activities north of Jamaica Pond. Free.

Wine & beer festival

September 6, 2014

51 miles NW

Taste New England wine & beer, hear local music, and shop from local artisans at Wicked Wine & Brew Fest under tents at Mel’s Funway Park in Litchfield, NH.

Dog festival

September 6 - 7, 2014

22 miles NE

Pooch-A-Palooza is an outdoor dog and music festival with dog performances, contests, vendors, groomers, photos, kids’ activities, and food trucks in Topsfield.


September 6 - 7, 2014

25 miles SW

Celebrate Oktoberfest with live music and dancing, kids’ games, German food, beer, wine, and crafts in a covered pavilion at the German club in Walpole.

Corn maze

September 6 - Nov. 2, 2014

22 miles north

A ticket to Connors Farm Corn Maze also includes hayrides, pedal carts, and activities in Danvers.

Cambridge carnival

September 7, 2014

1.8 miles west

Cambridge Carnival International features a parade of revelers in colorful handmade costumes dancing to a steel band, a stage for world music and local bands, a kids’ fest, international foods, and craft vendors. Free.

Mountain music festival

September 7, 2014

50 miles west

MusicFest at Wachusett Mountain offers music, a barbecue, beer, a classic car show, and local vendors.

Volunteer day

September 10, 2014

Greater Boston area

See projects on this map, sign up at Tech Gives Back, and buy a ticket for the optional after-party.

Comedy festival

September 10 - 14, 2014

Cambridge locations

Boston Comedy Arts Festival fills three stages with improv, sketch, and stand-up comedy in Cambridge.

Food & wine festival

September 11 - 14, 2014

5.1 miles west

Sample selections from New England chefs, wineries, and food purveyors at Taste of WGBH, which includes a gala, wine auction, cooking demonstrations, seminars, tastings, and a farmers market at WGBH.

Wine tasting

September 12, 2014

0.8 miles SE

Taste domestic and imported wines with light hors d’oeuvres at Around the World in 80 Sips at John Joseph Moakley U.S. Courthouse.

Outdoor concert

September 13, 2014

1.2 miles west

MixFest is a popular concert with an all-star line-up of artists at the Hatch Shell on the Charles River. Free.

Game festival

September 13, 2014

2.2 miles west

Play video games, tabletop games, and role-playing games at Boston Festival of Indie Games, which also hosts films and lectures for game developers and game jams for making your own games at MIT. Free.
Boston, MA
September 2014

Street festival

September 13, 2014

2.2 miles SE

South Boston Street Festival features live music and dance on two stages, 100 artists and local merchants, fair food, and children’s activities on East Broadway between I and L Streets. Free.

Student festival

September 13, 2014

2.6 miles SW

CollegeFest is a back-to-school event with local and nationally known musicians, student entertainment, prizes, and giveaways at Fenway Park. Free.

Cannabis rally

September 13 - 14, 2014

1 mile SW

Boston Freedom Rally educates the public about marijuana, promotes cultural and political change, showcases new bands, and creates a marketplace for food and crafts at Boston Common. Free.

Food festival

September 14, 2014

0.4 miles NW

Boston Local Food Festival has $6 servings of locally grown and sustainably produced food, local music, chef demos, exhibitions and workshops, food-inspired arts and crafts at Rose Kennedy Greenway. Free.

Country fair in the city

September 14, 2014

5.8 miles SW

Make cheese, press cider, and learn how to pickle, raise bees, grow mushrooms, and make flour at the Urban Agriculture Fair at Loring Greenough House in Jamaica Plain. Free.

Craft beer festival

September 19 - 20, 2014

1.5 miles SW

Try 90 beers in three sessions at the inaugural New England Craft Beer Festival in the Cyclorama.

Scallop Festival

September 19 - 21, 2014

69 miles SE

The Scallop Festival offers scallop or herb-roasted chicken dinners, music, arts & crafts, and a carnival at Barnstable County Fairgrounds in East Falmouth.

Wine & food festival

September 19 - 21, 2014

74 miles south

Taste wine on the lawn of Marble House, see seminars and celebrity chef demos, and dine at Rosecliff during Newport Mansions Wine & Food Festival, Newport, RI.

Arts festival

September 20, 2014

2 miles NE via water taxi

HarborArts Festival features gallery artwork, local artisans and food vendors, musicians, and family activities at Boston Harbor Shipyard & Marina.

Street food

September 20, 2014

2.5 miles SW

Sample 60 kinds of food at the Phantom Gourmet Food Festival near Fenway Park. Age 21+ with ID.

Pet expo

September 20, 2014

16 miles north

Bring your pet (see rules) to New England Pet Expo, which offers vendors, vaccinations, entertainment, and adoptions at Aleppo Shriners Auditorium in Wilmington. Free.

Bike ride

September 21, 2014

0.1 miles west

Ride through historic neighborhoods and see views of Boston Harbor when Storrow Drive is car-free during the 10, 30, or 50 mile Hub on Wheels bike ride.

Welcome autumn

September 21, 2014

3.5 miles west

Wave goodbye to summer and celebrate the first day of fall with pre-show entertainment, a procession to the Charles River, and a sing along at RiverSing. Free.

Chowder and folk music

September 21, 2014

3.6 miles west

Sample chowders, stews, and soups at Chowderfest and visit the Folk Festival in Harvard Square. Free.

Street festival

September 21, 2014

4.1 miles west

Allston Village Street Fair offers activities for families, two stages of live bands, street performers, an artist and vendor market, international food, and an amusement area on Harvard Avenue in Allston. Free.

Film festival

September 24 - 28, 2014

1 mile SW

Boston Film Festival (BFF) is dedicated to supporting evolving filmmakers by screening their films, holding post-screening Q & A sessions with directors, and presenting awards at Stuart Street Playhouse.

American music festival

September 26 - 27, 2014

3.6 miles NW

Hear 60 roots acts at The New England Americana Festival, which is free on outdoor stages during the day and ticketed in clubs at night in Cambridge.

Irish fest

September 26 - 28, 2014

1.1 miles SE

iFest features Irish food, drink, music, cooking demos, and entertainment plus cultural exhibits and literary events at the Seaport World Trade Center.

Greek festival

September 26 - 28, 2014

2.8 miles SW

Taste Greek food and pastries, dance to live music, and watch folk dancing at the GreekFest Boston at Greek Orthodox Cathedral of New England. Free.

Home show

September 26 - 28, 2015

16 miles north

See home improvement products, services, and demonstrations at Suburban Boston Spring Home Show at Shriners Auditorium in Wilmington.

Factory of Terror

Sept. 26 - Nov. 1, 2014 (see hours)

43 miles west (Worcester)

52 miles south (Fall River)

Factory of Terror has cutting-edge special effects and actors in professional makeup at multiple locations. Worcester does not open until September 27.

Free museum day

September 27, 2014


Get a free ticket for two people to visit one of 49 Massachusetts museums on Museum Day Live.

Food festival

September 27, 2014

1.5 miles SW

Let’s Talk About Food has cooking demonstrations, a gardening workshop, food talks and panels, samples, local chefs and nutritionists at Copley Square.

Berklee jazz festival

September 27, 2014

2 miles SW

Berklee BeanTown Jazz Festival offers three stages of live music, arts, crafts, a family park, and even an instrument petting zoo on Columbus Ave. between Massachusetts Ave. and Burke St. Free.

Marshmallow festival

Sept. 27, 2014

2.8 miles NW

What the Fluff? is all about marshmallow cream, with games like Sticky Musical Chairs and Fluff Jousting, plus cooking and eating competitions, a kids’ area, and live music at Union Square in Somerville. It all honors invention of Fluff at the square in 1917. Free.


September 27, 2014

37 miles NE

Newburyport Oktoberfest offers traditional German food, an authentic Oktoberfest band, and craft beer in a tent, plus family activities. Free entry; cash sales.

Blacksmith festival

September 27, 2014

47 miles NW

Blacksmith Art & Music Festival celebrates the art of blacksmithing with family art activities, music, arts and crafts, and food vendors in Fitchburg.

Beer festival

September 27, 2014

69 miles south

Sample 200 beers from 50 breweries in an afternoon or evening session at Cape Cod Brew Fest at the Barnstable County Fairgrounds in East Falmouth.

Waterfront festival

September 27 - 28, 2014

59 miles south

Walk onboard a scalloper, eat seafood, watch cooking demos, see fishermen’s contests, shop from artisans, and hear folk music at the Working Waterfront Festival at Fisherman’s Wharf in New Bedford. Free.

Haunted farm

Sept. 27 - Nov. 1, 2014 (schedule)

22 miles north

Hysteria at Connors Farm in Danvers has five haunts, including a dark corn maze & zombie paintball hunt.

Play in the street

September 28, 2014

2.8 miles SW

Walk, bike, skate, dance, and play in the street when Circle The City closes Blue Hill Avenue to cars and adds performances, fitness classes, healthy food, bike clinics, and children’s activities. Free.

Fall Festival

September 28, 2014

10 miles west

Fall Festival at Gore Place features food trucks, a beer tent, live music, and a pumpkin catapult in Waltham.
Next month:October 2014
January February March April May June July August September October November December

September 2014 calendar of events in Boston, MA. Best events, fairs, festivals, and things to do in Boston, Massachusetts.