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Things To Do in Boston this Weekend: Topsfield Fair, Pumpkinfest, Fun Runs

Photo courtesy of The Topsfield Fair
Photo courtesy of The Topsfield Fair
10/2/19 - By Lucie T

Why wait until the end of the month to show off those costumes? Kids of all ages are encouraged to don some festive garb at the "Be Our Guest" event at Hammond Castle and the Not-So-Spooky Halloween at Edaville. Fall festival fun continues with the opening of the Topsfield Fair, October Festival at Winslow Farm, Columbus Park Fall Fest, and one dedicated to everyone's favorite seasonal gourd, Pumpkinfest. Want to get some exercise and enjoy the autumn air? Lace up some sneakers and head to the Apple Harvest Run and Boston's newest 5k, the Sci-k Fun Run.

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Need more family fun ideas? Check out our full events calendar.

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Things to Do All Weekend

October Festival at Winslow Farm

Norton
Located on the Winslow Nature Trail, this kid-friendly haunted trail is designed especially for children, complete with Halloween decor and perhaps a friendly ghost or two. Bring a flashlight! There's also pumpkin painting and storytelling in the evening.  READ MORE

Topsfield Fair

Topsfield
The Topsfield Fair is the quintessential country fair - traditional agricultural exhibits, big entertainment, rides, games, shopping, and great food. READ MORE

LEGO Brick or Treat

Somerville
Celebrate the scariest time of year at LEGOLAND® Discovery Center Boston! The LEGO® FUNgineers are busy making the attraction boo-tiful and are planning awesome activities around every creepy corner. READ MORE

Not So Spooky Halloween at Edaville

Carver
Edaville's annual "Not So Spooky Halloween," children's trick or treating event encourages guests to dress up in their favorite costumes and head on over to the park for a full day of trick or treating at rides, including train rides. READ MORE

Sock Monkey Circus

Brookline
This performance features the magical talents of host "Funny Honey" and her clever monkeys, who are trained to juggle, dance, and swing on a flying trapeze. READ MORE
Columbus Park Fall Festival. Photo courtesy of Friends of Christopher Columbus Park
Columbus Park Fall Festival. Photo courtesy of Friends of Christopher Columbus Park

Things to Do Saturday

Pumpkinfest

Mattapan
Let kids carve pumpkins, play pumpkin games, and taste autumn treats while they learn about the history of pumpkins and hear a Jack-O-Lantern story. READ MORE

Justin Roberts Family Concert

Concord
The Concord Conservatory of Music welcomes this witty and insightful singer-songwriter with a knack for crafting songs that traverse childhood ups and downs. READ MORE

Columbus Park Fall Festival

Boston
The festivities kick off with a parade led by Christopher Columbus on stilts, followed by face painting, performances, bubbles, music, games, and food to celebrate the holiday. READ MORE
Photo courtesy of Hammond Castle Museum
Photo courtesy of Hammond Castle Museum

Things to Do Sunday

‘Be Our Guest’ at Hammond Castle Museum

Gloucester
Beauty and her Beast invite kids to join them for a tale as old as time and explore the castle while meeting some of your favorite Fairy Tale characters. READ MORE

Matt Heaton at the Burren

Somerville
Matt Heaton plays a dance filled set in the Burren back room with the full food and drink menu available.  READ MORE

Sci-K Fun Run

Boston
It's time to lace up your running shoes and put on your favorite STEM inspired attire for a zany science-themed 5k fun run along the Esplanade. READ MORE

Live Owl Program

Weston
Marcia Wilson of “Eyes on Owls” introduces the audience to owls found in New England as well as other parts of the world. READ MORE

Apple Harvest Run

West Newbury
Situated in the pastoral town of West Newbury, MA, just 10 minutes from beautiful downtown Newburyport runners can experience an invigorating closed course, spectacular foliage, food, and entertainment. READ MORE

Places featured in this article: