Boston events for September 2015. Best festivals, fun things to do, free kids activities, street fairs, and Labor Day weekend events in Boston, Massachusetts.

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September 2015

Enjoy the best Boston events, festivals, and things to do in September 2015 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.

Cider on a sailboat

September 3, 2015 (5:30 to 7:30 p.m.)

0.4 miles SE

Head to Rowes Wharf for an evening sail aboard the historic Roseway while enjoying local hard cider, snacks, and music at Tastings Aboard Roseway.

Beer festival

September 4, 2015 (uncertain)

1.1 miles SE

Kick off Labor Day weekend with 100 beers from state brewers guild members at the indoor-and-outdoor Mass Brewers Fest at Seaport World Trade Center.

Jazz & blues festival

September 4 - 5, 2015

83 miles SE

Martha’s Vineyard Jazz & Blues Summerfest is a family friendly event on Labor Day weekend.

Sailing festival

September 4 - 6, 2015

35 miles NE

Gloucester Schooner Festival has a concert, fireworks, lobster bake, walking tour, and spectacular Parade of Sail Sunday morning before the Mayor’s Race.

Campfire music festival

September 4 - 7, 2015

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.

Country fair

Sept. 4 - 7, 2015 (carnival Sept. 3+)

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.

Newburyport music festival

September 5, 2015

37 miles NE

Newburyport’s Riverfront Music Festival has music, food vendors, and a beer tent at Waterfront Park in Newburyport. Free.

Arts festival

September 5 - 6, 2015

0.3 miles east

Boston Arts Festival includes a covered artists’ village, two stages of performing arts, and family activities at Christopher Columbus Waterfront Park. Free.

Dog festival

September 5 - 6, 2015

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.

Medieval fair

September 5 - Oct. 25, 2015 (dates below)

49 miles south

King Richard’s Faire offers medieval food, games, and artisan shops, plus costumed acrobats, fire-eaters, battling knights, jugglers, dancers, and puppeteers in a forest near Carver. Open Sept. 5-7, 12-13, 19-20, 26-27 and Oct. 3-4, 10-12, 17-18, 24-25.

Corn maze

September 5 - Nov. 1, 2015

22 miles north

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

Labor Day festival

September 7, 2015

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.

Wine on a sailboat

September 9, 2015 (5:30 to 7:30 p.m.)

0.4 miles SE

Head to Rowes Wharf for an evening sail aboard the historic Roseway with wine and snacks during Wine Down Wednesdays.

Comedy festival

September 9 - 13, 2015

Cambridge locations

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

Wine tasting

September 10, 2015

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.

Apple cider tasting

September 12, 2015 (12 or 5 p.m.)

1 mile SW

Taste 75 hard ciders and buy food at Pour The Core for age 21+ at Royale Boston.

Game festival

September 12, 2015

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.

Student festival

September 12, 2015

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.

JP Music Festival

September 12, 2015 (Sept. 13 if rain)

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.
September 2015


September 12 - 13, 2015

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.

Mountain music festival

September 12 - 13, 2015

50 miles west

MusicFest at Wachusett Mountain features six bands on two stages, a barbecue, a classic car show, beer, and local craft vendors.

Brunch boat tour

September 12 - 27, 2015 (11:30 a.m.)

0.3 miles east

See the historic lighthouses of Boston Harbor as you eat brunch on the narrated Weekend Lighthouse Brunch Cruise.

Discount tickets $45.

Factory of Terror

Sept. 12 - Nov. 7, 2015

43 miles west (Worcester)

52 miles south (Fall River)

Factory of Terror has cutting-edge special effects and actors in professional makeup. Worcester open Sept. 12 to Nov. 7. Fall River open Sept. 25 to Nov. 7.

Cambridge carnival

September 13, 2015

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.

Food & wine festival

September 17 - 20, 2015

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.

Ice skating show

September 18 - 19, 2015 (7 p.m.)

4 miles west

An Evening with Champions features world-class skaters at the Bright Hockey Center in Allston.

Greek festival

September 18 - 20, 2015

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.

Scallop Festival

September 18 - 20, 2015

69 miles SE

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

Street performers

September 19, 2015

0 miles

Fall Street Performer Festival starts with a street performers’ parade around Faneuil Hall, followed by magic, juggling, music, and acrobatic acts. Free.

Arts festival

September 19, 2015 (noon to midnight)

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 festival

September 19, 2015

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.

Street food

September 19, 2015 (12 to 4 p.m.)

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 19, 2015

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.

Cannabis rally

September 19 - 20, 2015

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.

Bike ride

September 20, 2015

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.

Food festival

September 20, 2015

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.

Welcome autumn

September 20, 2015

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.

Country fair in the city

September 20, 2015

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.

Music festival

September 25 - 27, 2015

0.1 miles west

Family friendly Boston Calling has outdoor stages for big-name music acts at City Hall Plaza. Repeats May.

Home show

September 25 - 27, 2015

16 miles north

See home improvement products, services, and demos at Suburban Boston Fall Home Show at Shriners Auditorium in Wilmington. Repeats in Feb.

Wine & food festival

September 25 - 27, 2015

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.

Free museum day

September 26, 2015


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

Food festival

September 26, 2015

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 26, 2015

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

September 26, 2015 (Sept. 27 if rain)

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.

Oktoberfest - Marshfield

September 26 - 27, 2015

30 miles SE

Enjoy German beer, food, and music in Marshfield.

Waterfront festival

September 26 - 27, 2015

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.

Beer festival

September 26 - 27, 2015

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.

Street festival

September 27, 2015

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.

Fashion week

September 27 - Oct. 3, 2015

Boston locations

Boston Fashion Week showcases the work of local fashion designers with runway shows, exhibits, panels, receptions, and networking parties.

Volunteer day

September 2015 (undated)

Greater Boston area

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

Outdoor concert

September 2015 (undated)

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.

Film festival

September 2015 (undated)

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.

Blacksmith festival

September 2015 (undated)

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.
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September 2015 calendar of events in Boston, MA. Best events, fairs, festivals, and things to do in Boston, Massachusetts.