Huge List of Family Friendly Boston Events: October 1-9

John Winthrop School Street Fair

Saturday, October 1 10:30am-2:30pm

John Winthrop School, 66 Marlborough St., Boston, 02116


All Ages

Prices vary according to activity

The John Winthrop School Street Fair is an event to raise funds to help families in need of tuition assistance, and will feature pony rides, moon bounces, live music, balloons, a bake sale, games and prizes, face painting, and more.

City Sprouts Festival

Saturday, October 1 11am-3pm

Fletcher Maynard Academy, 225 Windsor St., Cambridge, 02138


All Ages


The CitySprouts Festival is a local foods celebration designed for kids, featuring a variety of family friendly activities centered around cooking and eating fresh local food. Kids will have the chance to decorate pumpkins, grind apples into cider, make stone soup, and more. There will also be an Iron Chef style cook-off with students from the program.

Boston Local Food Festival

Saturday, October 1 11am-5pm

Boston Waterfront, Fort Point Channel


All Ages


The Boston Local Food Festival offers a free day of festivities designed to promote the healthy benefits of eating local food; that is, food that is sourced from the Boston area, other parts of Massachusetts and throughout New England. The festival will feature booths where guests can purchase yummy dishes for $5 or less. There will also be local craft beer, mead, and wine tastings, demonstrations, a crop share, and live music from local musicians.

Mister G Live @ the Coolidge

Saturday, October 1 @ 10:30am

Coolidge Corner Theatre, 290 Harvard St., Brookline, 02446


Ages 2 and Up

$9.75/Adults; $7.75/Kids

The Coolidge Corner Theatre and Magic Beans toy store co-present a live show with Mister G, Massachusetts based singer/songwriter/producer, specializing in kid-friendly music. Mister G (Ben Gundersheimer), who has been compared to Dan Zanes, will be performing songs from his newest CD, Bugs, and possibly some old favorites from Pizza for Breakfast. Get Tickets

Fall Forest Festival

Saturday, October 1 1pm-5:30pm

Valley Gates @ Franklin Park, 1 Franklin Road, Dorchester, 02121


All Ages


The Fall Forest Festival will offer an afternoon full of free outdoor family activities in Franklin Park. Children and adults alike can participate in nature hikes, an edible plant walk, bicycling, tree climbing and more. See Schedule

HONK! Fest & Oktoberfest

Saturday, October 1 Noon-9pm

Sunday, October 2 Noon-6pm

Davis Sq. and Harvard Sq.

All Ages


The HONK! Fest and Oktoberfest celebration is annual event taking place in Harvard Square and Davis Square, featuring live performances by activist street bands from all over the country. There will also be restaurant vendors, beer gardens, street vendors, sidewalk sales, and more. The festivities will begin at noon on Saturday, October 1st in Davis Square and will go until 9pm that night. On the following day, Sunday, October 2nd, the HONK! Bands will parade in the streets from Davis to Harvard Squares from 12pm to 2pm. They will then perform in Harvard Square from 2:15pm to 6pm. See Full Schedule

Archaeology Fair @ Museum of Science

Saturday, October 8 @ 10am

Museum of Science, 1 Science Park, Boston 02114


All Ages

Free w/ Museum Admission

The Archaeological Institute of America and the Museum of Science present the annual Archaeology Fair, where visitors will have the chance to converse with and learn about more than 25 New England based archaeologists and their research. There will be hands on activities, live presentations, and other special programs.

SteveSongs in Concert

Saturday, October 8 @ 10:30am

The Regent Theatre, 7 Medford St., Arlington 02476


All Ages

$12/in advance; $15/day of show

Award-winning singer and songwriter, Steve Roslonek, better known as SteveSongs, or “Mr. Steve” on PBS, will be at the Regent Theatre to perform a live kid’s concert as part of the Family Fun Saturdays series of events. Get Tickets

Family Swap Day w/ Green Halloween

Saturday, October 8 10am-2pm

Arts at the Armory, 191 Highland Ave., Somerville, 02143

617-904-9393 x 13

All Ages

$10 (Free for Kids Under 13)

Families are invited to participate in a swap for clothes, Halloween costumes, books, toys, games, and other family friendly items. Bring a bag of your own ‘gently used’ items and exchange it for stuff that someone else is getting rid of. There will also be free snacks, kids craft activities, face painting, a photo booth, and more. The swap starts at 12:30pm on the dot. More Info

New York International Children’s Film Festival

Sunday, October 9 @ 10:30am

Coolidge Corner Theatre, 290 Harvard St., Brookline, 02446


Ages 3 to 6

$7/Adults; $5/Kids

This presentation will feature a collection of some of the best new animation, live action and experimental films for children from all over the world, as part of the New York International Children’s Film Festival. The program will include short films, in English, from the UK, Hungary, Latvia, Denmark, Slovakia, Germany, Spain, Canada and the United States. Get Tickets

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