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Labor Day Weekend 2025 in Boston: Festivals, Fairs and More Things To Do with Kids

Feel like royalty this Labor Day Weekend 2025 in Boston! Photo courtesy of King Richard's Faire
Feel like royalty this Labor Day Weekend 2025 in Boston! Photo courtesy of King Richard's Faire
8/27/25 - By N Ferreira

Looking for the best things to do this Labor Day Weekend in Boston? Here are some family-friendly events and activities to add to your list for this weekend.

Summer is winding down, but Labor Day Weekend in Boston sends it off in style. Festivals across New England keep the fun going, from King Richard's Faire’s medieval adventures to the Gloucester Schooner Festival’s full-sail activities. The weekend ends with the inaugural Boston’s First Labor Day Parade, a historic march honoring the city’s labor legacy. With parades, fairs, and hands-on fun around every corner, there’s no shortage of ways to celebrate the end of summer with kids in Boston.

For more fall fun for Boston families, check out our guide to 15 fall day trips from Boston. Don't forget–it's also time to visit the best places to go apple picking near Boston. And be sure to explore our Fall Fun guide for more great ideas for activities! 

More Things To Do in Boston this Week with Kids:

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Labor Day Weekend 2025 in Boston: Things To Do with Kids

St. Anthony's Feast

Boston — FREE
Thursday August 28 - Sunday, August 31, 2025
Celebrate with the North End as they honor patrons Saint Anthony and Saint Lucy with colorful parades, religious services, strolling singers, live entertainment, and of course, an abundance of great Italian and American food. READ MORE

Campfire Festival

Cambridge
All Labor Day Weekend 2025
Club Passim's Campfire Festival combines the idea of musicians sitting around the campfire playing music with a commitment to developing new talent in the Boston area.  READ MORE

Swan Boats - Final Weekend

Boston
All Labor Day Weekend 2025
There are only a few days left to enjoy the gentle, 15-minute ride around the waters of the Boston Public Garden before the birds are brought in for the winter. READ MORE

Gloucester Schooner Festival

Gloucester — FREE
Through Sunday, August 31, 2025
The Gloucester Schooner Festival takes place in America's oldest seaport over Labor Day Weekend. Events include the annual Mayor's Cup Race, schooner tours, a concert, a boat parade of lights, and fireworks. READ MORE

Cider Hill Farm Country Fair

Amesbury — FREE
All Labor Day Weekend 2025
Happy harvest season. This Labor Day weekend is full of summer apple picking, cider tastings, classic fair foods, fall flower cutting, old-timey games, live music, line dancing, tractor rides & more.  READ MORE

Lion Dances at the Chinatown Gate

Boston — FREE
Saturday, August 30, 2025
Watch traditional Lion Dances at the Chinatown Gate in Auntie Kay & Uncle Frank Chin Park on The Greenway, welcoming everyone to Chinatown and parading through the streets. READ MORE

King Richard's Faire

Carver
Saturday & Sunday, August 30 & 31, 2025
A visit to King Richard’s Faire, New England’s largest and longest-running Renaissance festival that is tucked away on 80 acres of enchanted forest, offers a full day of live, interactive entertainment. READ MORE

The 26th Annual Connecticut Renaissance Faire

Lebanon, CT
Saturday, August 30 - Sunday, August 31, 2025
A family adventure for all ages awaits, as the 26th annual Connecticut Renaissance Faire invites everyone to feast like a king, shop like a queen, and laugh like a fool. READ MORE

Boston Lights: A Lantern Experience

Boston
All Weekend
Prepare to be dazzled by a glowing journey through nature, imagination, and tradition at Boston Lights—an immersive experience filled with lanterns, interactive displays, and Instagram-worthy moments at every turn. READ MORE

Marlborough Labor Day Festival & Parade

Marlborough — FREE
Sunday, August 31 - Monday, September 1, 2025
​​​The 2024\5 Marlborough Labor Day Festival will take place on Sunday and the 2025 Marlborough Labor Day Parade will take place on Monday. The 1.7-mile parade route will feature music, decorated floats, community organizations, and lots of fun. READ MORE

41st Bread and Roses Heritage Festival

Lawrence — FREE
Monday, September 1, 2025
Enjoy puppet shows, live music, and plenty of family activities as the 40th Bread and Roses Heritage Festival celebrates the cultural diversity of Lawrence, Massachusetts. READ MORE

Boston’s First Labor Day Parade

Boston — FREE
Monday, September 1, 2025
The Greater Boston Labor Council invites the community to take part in Boston’s first-ever Labor Day Parade. The parade will follow a route that honors past labor victories, highlights the strength of today’s movement, and celebrates the benefits of union membership. READ MORE

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