Local NewsLabor Day Events in Boston for 2022: Enjoy the...

Labor Day Events in Boston for 2022: Enjoy the long weekend with this list of fun things to do & activities!


Labor Day Events in Boston | Marlborough Labor Day Parade

Labor Day events in Boston | Image credit: Marlborough Labor Day Parade

Labor day is oh so near! And while it also signifies the end of summer, that doesn’t mean the fun is going to stop any time soon. On the contrary, Labor day in Boston just means so much more fun and excitement. And right now, there is already a fantastic lineup of Boston Labor day events that are just waiting for you. 

From festivals and cruises to light shows and food events, Boston Labor Day weekend is filled with tons of things for you to do with family, friends, or special persons. If you’re not sure where to start though, worry not because we’ve come up with 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

Get the opportunity for unique sightseeing of whale watching 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 older.
  • Reservations must be made for infants and children.
  • Free parking for every customer
  • What to bring? camera, sweater or jacket, sneakers or rubber-sole shoes, sunglasses, hat, and sunscreen.

Check out 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

Labor Day Events in Boston | Marlborough Labor Day Parade

Image credit: Marlborough Labor Day Parade

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

Martha’s Vineyard 2022 Labor Day Weekend Festival

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

Image credit: The Vineyard Artisan Festivals

The largest art show in Martha’s Vineyard is going to be on the Boston Labor Day weekend! Get to watch a weaver making a beautiful scarf from wool harvested from her own flock. Listen to the Island’s only female blacksmith enchanting story of how she forged her lovely bracelets. Or watch as a young Island artist creates his latest masterpiece right before your eyes. Get to experience all these and many more unique and memorable experiences. 
When: Sunday, September 2 – 4, 2022, 4:30 p.m. – 6:30 p.m. for opening night | 10 a.m. – 5 p.m. daily
Where: The Ag Hall, 35 Panhandle Rd, West Tisbury, MA 02575
How Much: Free

Connecticut Renaissance Faire

Labor Day Events in Boston | The Connecticut Renaissance Faire

Image credit: The Connecticut Renaissance Faire

Celebrate the Boston Labor Day weekend with a little bit of something out of fairytale books at the Connecticut Renaissance Faire. It’s just a 45-minute drive from Boston and there you can feast like a king on turkey legs and local craft brews, shop like a queen at the Medieval Marketplace, and laugh like a fool at the various shows throughout 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 Cruise Along Charles River

  • Hop into a duck boat—renovated World War II amphibious vehicle—for a comprehensive tour of Boston.
  • Pass Boston Common, Quincy Market, and the Celtics’ home turf at TD Garden.
  • Then splash down into the Charles River for a view of the city by boat.
  • Learn all about Boston’s history and landmarks as you go.
  • Duck Boat Sightseeing Tour of Boston Narrated tour of Boston by land and water with your own personal ConDUCKtor® 

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

Labor Day events in Boston – continued

Red Sox vs Rangers

Labor Day Weekend Events in Boston | Red Sox vs Rangers

Image credit: Boston Red Sox

This year’s Labor Day weekend in Boston is one of the perfect times to head out and enjoy a thrilling game with friends or family who are baseball enthusiasts. The Red Sox will be playing at Fenway this weekend against the Texas Rangers. Grab a Fenway frank, drink up some cold beer, and cheer on your favorite team!
When: Friday, September 2 – 4, 2022, 7:10 5 p.m. 
Where: Fenway Park, 4 Jersey St, Boston, MA 02215
How Much: Starts at $25

Chinatown Lantern Festival

Alongside Labor Day, Chinatown is also celebrating the Mid-Autumn Lantern Festival. Enjoy not only amazing lanterns and lantern shows but also lion dances, martial arts performances, opera singing, and so much more. There will also be plenty of vendors selling authentic Chinese food and drinks. Don’t miss out on this! 
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 Festival 2022

In addition to the Marlborough Labor Day parade out in New England, there is also the Greek Festival so if you’re taking a weekend trip out near Boston, check this out! There will be plenty of Greek food, Greek dancing, live music, and spectacular performances to see. Put it into 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

Historical sites headline a trolley tour that affords sweeping views of the city.

  • Trolleys start running at 9 a.m. and run every 10–15 minutes April–August, 20–30 minutes September–November, Offseason (closed, December through March).
  • Click here to see a map of hop-on locations and the trolley schedule
  • Notable sights: Quincy Market, Boston Common, Old South Church, and the site of the Boston Tea Party
  • Tour does not include admission to Harbor Cruise nor any other attractions
  • Note: Trolley vouchers must be redeemed before starting your tour 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 ending but that doesn’t mean the celebration stops. Head on over to The Speedway for the second annual Speedway Block Party. Expect plenty of food, drinks, entertainment, and shops. So mark the date, make plans with friends or dates, and get ready for one epic summer blast! 
When: Thursday, September 4, 2022, 12:00 p.m. to 5:00 p.m. 
Where: The Charles River Speedway, 525 Western Ave, Brighton, MA 02135
How Much: Free

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

Stay on top of the latest events & activities in the Boston area with our weekly updates to Things to do in Boston this Week and Things to do in Boston this Weekend

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