Fairs + Festivals Near Greater Boston

It’s fair and festival season! Pack up the family for a day of good old-fashioned fun, and head to the FAIR! 


The Big E

1305 Memorial Avenue, West Springfield, MA 01089

September 17 – October 3, 2021

For 17 days, you can experience everything a state fair has to offer! Concerts, concessions, rides, agricultural shows, a circus, crafts and vendors, and so much more! 

Topsfield Fair

207 Boston Street, Route 1, Topsfield, MA

October 1-11, 2021

Come take part in the 37th annual giant pumpkin weigh off, cheer for the demolition derby, catch some great live entertainment, ride some rides on the midway, and check out some amazing crafts at the Topsfield Fair!

King Richard’s Faire

235 Main Street Carver, MA

*WEEKENDS AND MONDAY HOLIDAYS ONLY* September 4 – October 24, 2021

Visit the eight stages, watch a jousting tournament, and enjoy tons of street entertainment and performances! Come in costume or not. There is so much to do, you may want to come back for multiple days to experience it all!  

Martha’s Vineyard Oyster Fest

Martha’s Vineyard, MA

October 1-2, 2021

Enjoy all-you-can-eat oysters, eat local seafood, drink delicious beverages, catch some cool live tunes, and learn about the superpowers of oysters at this fun festival! 

Nantucket Island Fair

Nantucket Island, MA

October 2-3, 2021

Enjoy county fair games and contests, livestock shows, the giant pumpkin contest, a dahlia show, and much, much more! Don’t forget to show off your adorable dog in the pooch parade!

Meghan was born and raised on the South Shore and attended college in Boston. After college, she married her high school sweetheart and followed him to Charleston, SC, and Groton, CT, where he served as a submarine officer in the United States Navy. Military life was an adventure, and after six crazy years of service (and two babies later!), the pair decided to move *home* to the South Shore in 2016 and put down some roots. Meghan is the proud owner of Boston Moms and work-at-home mom to William, Benjamin, and Caroline, born in 2013, 2015 and 2019. She loves meeting new people, encouraging moms, celebrating motherhood, and supporting small businesses.