Boston Labor Day Events for 2022

Boston Labor Day Events | Image Credit: Marlborough Labor Day Parade

Labor Day is so close! And while that also means the end of summer, that doesn’t mean the fun is going to stop anytime soon. On the contrary, Labor Day in Boston means so much more fun and excitement. And right now, there’s already a fantastic lineup of Labor Day events in Boston just waiting for you.

From festivals and cruises to light shows and foodie events, Labor Day weekend in Boston is filled with tons of things to do with family, friends or special someone. If you don’t know where to start, don’t worry because we have prepared a special list just for you!


Deal Alert – Whale Watching Cruise for One, Two or Four Adults from Cape Ann (Up to 37% Off)

Image 5: Up to 37% off Whale Watching Cruise from Cape Ann Whale Watch

Take the opportunity for a unique whale watching tour in their natural habitat.

  • Departure time varies, check website for schedule.
  • Departure location: 415 Main Street, Gloucester, MA.
  • Adult tickets are valid for ages 17 and up.
  • Reservations must be made for babies and children.
  • Free parking for each customer
  • What to bring? camera, sweater or jacket, sneakers or rubber soled shoes, sunglasses, hat and sunscreen.

Check out the additional details, guidelines and fine print and book your Cape Ann whale watching cruise TODAY!!!


Labor Day Events in Boston – Top Activities for 2022

Marlborough Labor Day Parade

Boston Labor Day Events |  Marlborough Labor Day Parade

Image Credit: Marlborough Labor Day Parade

If you’re going out of town this Labor Day weekend in Boston, why not stop by the Marlborough Labor Day Parade in New England? It’s the biggest and most prestigious Labor Day parade in the area and it’s a great event to take the kids to. There will be a variety of bands, many impressive floats and of course spectacular performers that are sure to make your day. This year will be the 70th year of the parade, so expect plenty of sights to see and make memories!
When: Monday, September 5, 2022, 9 a.m.
Where: Lincoln Street and Pleasant Street, Marlborough, MA 01752
How much: Free


Martha’s Vineyard Labor Day Weekend Festival 2022

Boston Labor Day Events |  Martha's Vineyard Labor Day Weekend Festival

Image credit: Festivals of vineyard artisans

Martha’s Vineyard’s Biggest Art Show is on Labor Day weekend in Boston! Watch a weaver make a beautiful scarf from wool harvested from her own herd. Hear the enchanting story of the island’s only female blacksmith on how she forged her lovely bracelets. Or watch a young island artist create his latest masterpiece right before your eyes. Live all these experiences and many more, unique and memorable.
When: Sunday 2 – 4 September 2022, 4:30 – 6:30 p.m. for the opening night | 10 a.m. to 5 p.m. daily
Where: The Ag Hall, 35 Panhandle Road, West Tisbury, MA 02575
How much: Free


Connecticut Renaissance Fair

Boston Labor Day Events |  The Connecticut Renaissance Fair

Image credit: The Connecticut Renaissance Faire

Celebrate Labor Day weekend in Boston with a bit of fairy tales at the Connecticut Renaissance Faire. It’s only a 45-minute drive from Boston and you can feast like a king on turkey legs and local craft beers, shop like a queen at the Medieval Marketplace and laugh like a fool at the various shows in the village. Costumes are encouraged but not required.
When: Friday, September 3, 2022, 10:30 a.m. – 6:00 p.m.
Where: The Connecticut Renaissance Faire, 122 Mack Rd, Lebanon, CT 06249
How much: $15


Deal Alert – Boston Duck Boat Sightseeing City Tour with Charles River Cruise

  • Climb aboard a Duck, a refurbished World War II amphibious vehicle, for a comprehensive tour of Boston.
  • Pass by Boston Common, Quincy Market and the Celtics home ground at TD Garden.
  • Then dive into the Charles River to admire the city by boat.
  • Learn all about Boston’s history and landmarks as you go.
  • Guided Boston Duck Boat Tour Narrated tour of Boston by land and water with your own personal ConDUCKtor®

Get more details, and fine print, and book your Boston Duck Sightseeing Tour TODAY!!!


Boston Labor Day Events – Continued

Red Sox vs Rangers

Boston Labor Day Weekend Events |  Red Sox vs Rangers

Photo credit: Boston Red Sox

This year’s Labor Day weekend in Boston is one of the perfect times to get out and enjoy an exciting game with baseball-loving friends or family. The Red Sox will play at Fenway this weekend against the Texas Rangers. Grab a Fenway Frank, drink a cold beer and cheer on your favorite team!
When: Friday, September 2 – 4, 2022, 7:10 p.m. 5 p.m.
Where: Fenway Park, 4 Jersey Street, Boston, MA 02215
How much: From $25


Chinatown Lantern Festival

Along with Labor Day, Chinatown also celebrates the Mid-Autumn Lantern Festival. Enjoy not only stunning lanterns and lantern shows, but also lion dances, martial arts performances, opera singing and more. There will also be plenty of vendors selling authentic Chinese food and drink. Don’t miss it!
When: Saturday September 3, 2022, 10 a.m. – 6 p.m.
Where: Rose Kennedy Greenway – Auntie Kay and Uncle Frank Chin Park, John F Fitzgerald Surface Rd, Boston, MA 02111
How much: Free


Greek holiday 2022

As well as the Marlborough New England Labor Day Parade, there’s also the Greek Festival, so if you’re heading out for the weekend near Boston, check it out! There will be plenty of Greek food, Greek dancing, live music and spectacular shows to see. Put it in the itinerary now!
When: Sunday, September 4, 2022, 11 a.m. – 5 p.m.
Where: Sts. Anargyroi Greek Orthodox Church, 9 Central St, Marlborough, MA 01752
How much: Free


Deal Alert – Trolley Tour For One, Two Or Four (Up To 35% Off)

Image 1: Up to 35% off Historic Trolley Tours at Cityview Trolley Tours

Historic sites headline a tram tour that offers sweeping views of the city.

  • Trolleys start operating at 9:00 am and run every 10-15 minutes April-August, 20-30 minutes September-November, off season (closed, December-March).
  • Click here to see a map of boarding locations and the tram timetable
  • Notable sites: Quincy Market, Boston Common, Old South Church and the site of the Boston Tea Party
  • Tour does not include entry to the Harbor Cruise or any other attractions
  • Note: Trolley vouchers must be redeemed prior to commencing your visit at the CityView Trolley kiosks located on the Atlantic Ave side. of the 255 State St. Building.

Check out additional details, guidelines and fine print, and book your Boston Trolley Tour TODAY!!!


Labor Day Weekend Block Party

Summer may be coming to an end, but that doesn’t mean the party is over. Head to the Speedway for the second annual Speedway Block Party. Expect plenty of food, drink, entertainment and shopping. So mark the date, make plans with friends or dates, and get ready for an epic summer blast!
When: Thursday, September 4, 2022, from 12 p.m. to 5 p.m.
Where: Charles River Speedway, 525 Western Ave, Brighton, MA 02135
How much: Free

Are there any other Labor Day events in Boston you plan to attend? Comment below and let us know!


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