Boston Labor Day Events

Boston Labor Day Weekend - 2020

Top Things to Do on Labor Day Weekend in Boston

Boston Labor Day events offer the perfect combination: fireworks over the Harbor, lots of fun things to do, and (usually) warm, sunny weather.

For 2020, Labor Day (always the first Monday in September) falls on Monday, September 7.

Because this is a big holiday weekend, you'll also find lots of special events on Thursday, Friday, Saturday, and Sunday, including the spectacular Labor Day Weekend fireworks show (cancelled for 2020) on Thursday evening.


Top Labor Day events for 2020, in addition to the exciting fireworks show, include Red Sox games (TBD if spectators will be allowed in Fenway Park for 2020), concerts and shows, and special cruisess.

More Labor Day Weekend Boston Harbor Cruises

Boston sailing and yacht cruises
Downtown Boston, photographed from a cruise on Boston Harbor

Tour Boston by boat - the best way to see the city!   Check out these fun sightseeing, music, and entertainment Boston Harbor cruises on the Yacht Northern Lights and Schooner Adirondack III:

  • Fall Foliage Brunch Cruise on Northern Lights - Enjoy a tasty gourmet brunch, fall foliage, and panoramic views as you cruise around Boston Harbor
  • Fall Foliage Lunch Cruise on Northern Lights - Sip hot cider as you enjoy lunch on this relaxing fall foliage cruise to celebrate seasonal colors
  • Jazz Cruise on Northern Lights - Sunday evenings thru Oct 11- Enjoy live jazz music and dazzling city lights as you cruise around Boston Harbor past scenic attractions
  • Adirondack III Day Sail - Enjoy cool breezes and the afternoon sun on this relaxing sightseeing sail around Boston Harbor and the Inner Harbor Islands - Choose a 1.5 or 2 hour sail on this classic 80-foot pilot schooner
  • Boston Harbor Cruise on Northern Lights - thru Oct 25 - Soak up Boston's unique sites and rich history on this comfortable sightseeing cruise around the Harbor - perfect friends and family experience!  Drinks and small bites are available for purchase at the bar
  • Adirondack III Sunset Sail - Relax as the setting sun turns the sky brilliant colors during this calming sunset sailing experience - these sell out fast, so don't wait to book!
  • Northern Lights Sunset Cruise - Unwind on this popular after-work cruise as the sky changes brilliant colors and light music plays in the background.  Stop by the bar for a drink, watch the sights go by, and hear the USS Constitution's traditional sunset salute
  • City Lights Champagne Cruise on Northern Lights - Unwind with a glass of champagne as you gaze at Boston's sparkling skyline as relaxing music plays softly in the background on this after-dark cruise around the Harbor

Coming Soon:

  • Holiday Brunch Cruise - See historic sights and panoramic views around Boston Harbor with friends and family as you enjoy this relaxing cruise with brunch, hot chocolate, and holiday cheer - Book now
  • An Irish Christmas Carol Cruise - Get into the holiday spirit with Slainte, the Northern Lights' house Irish band.   Raise your glass and toast the holidays as you join in singing some merry Irish holiday ballads on this popular Harbor cruise - Book now
  • Cocoa & Carols Holiday Cruise - Sip hot chocolate and treats as the Blue Motion Quartet plays your favorite jazzy holiday music on this holiday cruise - Book now

More Fun Ways to See Boston

Labor Day Weekend-Long Party at Lawn on D - TBD

Boston Labor Day Events -Lawn on D

Live music and DJs, lawn games, food and beverages, - the fun goes on all weekend at Lawn on D, located on D Street next to the Convention Center in the South Boston Waterfront neighborhood. 

Everything is free except for what you spend on food and drink.  Hours vary a bit by day - so check their website for details.

Please note that the Lawn will be closed on Monday, September 7, for a private event.

Free Admission - ICA Boston - TBD

Boston Labor Day Events -Lawn on D
ICA Boston overlooking the Harbor

Flex your artistic muscles on Labor Day (Monday, Sept 2) at ICA Boston (25 Harbor Shore Drive, Boston's Seaport District) where free admission for the day will let you explore the Institute of Contemporary Art's gallery exhibits and contribute your own drawing to a collaborative art project.  10am - 5pm.  All ages welcome.

After you've had your fill of art, enjoy a meal overlooking Boston Harbor at one of the many appealing South Boston Waterfront restaurants.

If you can't get there on Monday, keep in mind that you can also enter for free on other days when you have a Go Boston Discount Card.

Labor Day Sales

Labor Day Sales at Assembly Row in Boston - 50% off sign at Banana Republic

Labor Day Sales attract bargain seekers and back to school shoppers throughout the weekend.

You can find great deals throughout the city, but to take advantage of reductions on already discounted prices at outlet stores, head to Boston-area Assembly Row or Wrentham Village.

For in-city shopping, check out sales at Faneuil Hall Marketplace and Prudential Center.

Labor Day Weekend at USS Constitution - TBD

USS Constitution - Labor Day events in Boston

The USS Constitution, famous since the War of 1812 and the world's oldest commissioned warship still afloat will be open for free visits throughout Labor's Day Weekend in the Charlestown Navy Yard.   Active duty U.S. Navy Sailors conduct the tours and will answer your questions about "Old Ironsides" from 10am - 6pm. 

Please note:  Although the ship is usually closed on Mondays, it will be open for tours on Labor Day.  Also please note:  If you are 18 or older, you will need to present a valid federal or state-issued photo ID or passport to board the ship.

Getting there:  Walk along the Freedom Trail (the USS Constitution is one of the Charlestown sites), take the MBTA Water Shuttle from Long Wharf (next to the New England Aquarium), or get there on a 45-minute scenic sightseeing cruise to the Constitution.  

Boston Cruises and Tours for Labor Day Weekend

Odyssey Cruise Ship on Boston Harbor

Want to combine sightseeing with a memorable Boston experience?  Try these special cruises and tours on Labor Day Weekend:

Boston Harbor 3-hour Dinner Cruise aboard the Odyssey - Enjoy a gourmet meal, dancing, and a romantic evening under the stars.  Find out more 

Boston Wine Tasting and Walking Tour - Sip wine at top restaurants on this walking tour around one of Boston's historic neighborhoods.  Find out more

Boston Harbor 2-hour Dinner Cruise aboard the Spirit of Boston - Enjoy a buffet meal, live DJ and dance party, and sightseeing along the Boston skyline.  Find out more

Day Trip to Martha's Vineyard - You'll feel like you're in another world when you experience the beauty of Martha's Vineyard.  This day trip gives you an easy way to get there - relax while a mini-coach whisks you to the ferry for the 35-minute ride to the island, and then either explore on your own or choose the optional mini-coach tour of the island.  Find out more

Fun Things to Do with Kids on Labor Day Weekend in Boston

Photo from Boston whale watching tour

Family-oriented activities to do with kids in Boston on Labor Day weekend include:

GoBoston Card for Attractions, Tours, Cruises

Best way to save up to 55% when you take a Boston Harbor cruise or Duck Boat tour, visit Plimouth Plantation, the New England Aquarium, Museum of Science, Museum of Fine Arts, Fenway Park Tour, and more. 

Red Sox Games - 2020

The Boston Red Sox play several games on Labor Day Weekend (although not on the holiday itself) - but unfortunately, fans still can't watch from Fenway Park

TicketNetwork Discount Code - Enter TNTIX to get $10 off orders of $300+


Find Red Sox tickets for September


Want to Stay Nearby? Hotels near Fenway Park:

If you're coming to a Red Sox game, spend the night or the weekend at one of the nearby hotels, such as the hip Verb Hotel, directly across the street from Fenway Park:

Verb Hotel, top choice near Boston's Fenway Park

More top hotels near Fenway Park:

Check out more hotels near Fenway Park

Visit Cape Cod on the Fast Ferry

Cape Cod tour from Boston

Labor Day Weekend is a fantastic time to spend a day (or longer) in scenic Provincetown at the eastern tip of Cape Cod. 

The easiest and fastest way to get there is on the "Fast Ferry" - a sleek and luxurious passenger-only catamaran that whisks you to this charming village in only 90 minutes.

Explore Provincetown's many art galleries, chic clothing boutiques, and picturesque lanes at your leisure.  Watch the sun set as you feast on clam chowder and a lobster roll at one of the many restaurants overlooking the water.

But don't wait too long - the ferry books up fast on any holiday weekend.

Get Your Fast Ferry Tickets to Provincetown

Find out more about visiting Provincetown

One More Weekend at the Beach 

Revere Beach on a sunny afternoon
Revere Beach on a sunny afternoon

Even though Labor Day doesn't really mark the end of beach season in Boston, this last weekend of the summer is the perfect time to squeeze in a few more hours at a convenient city beach.  

Find out about Boston's best city beaches and how to get to them on public transportation

"Allston Christmas"

Allston Christmas in Boston's Beacon Hill neighborhood
Allston Christmas in Boston's Beacon Hill neighborhood

Although "Allston Christmas" has nothing to do with Labor Day, it coincides with Labor Day Weekend - so if you're planning to planning to visit Boston during this period, here are the critical things you need to know about what happens during this annual "event."  

First, what exactly is "Allston Christmas"?  When the Boston area's roughly 250,000 college students return to campus in September, a significant number move into apartments, just as others move out at the end of August and dump unwanted furniture including queen-sized beds and massive couches, household items, and clothes on the sidewalks and into the streets, up for grabs. The result is chaos.

Allston along with Brighton, Longwood, Beacon Hill, Cambridge, and parts of the North End and Brookline are the most-impacted Boston neighborhoods due to their large number of student residents.  Some streets may be officially blocked to traffic (along with lots of curb side parking spaces), and others will be "unofficially" blocked - in other words, impossible to get through by car.

With countless UHauls jamming the streets and gridlocked traffic for a couple of days before and after September 1 and, unfortunately, throughout much of the Labor Day weekend, you may want to avoid these areas - unless you want to try your luck at finding the perfect mirror or nice pair of lamps among the debris.

Labor Day Concerts & Shows - TBD

Dates and Ticket Information:


You can also catch Blue Man Group at the Charles Playhouse.  Schedule and tickets

Find more concerts and shows in Boston in September.

Labor Day Fireworks - Cruises & Hotels with Views - 2020 -  Cancelled

Boston Labor Day Events -Fireworks over Boston Harbor

Fireworks launched from two "dueling" barges anchored between the North End and Seaport will light up the sky over Boston Harbor to kick off Labor Day Weekend and the beginning of fall.

The specatacular show begins at 8:30pm on Thursday, September 3. (IF the show happens in 2020)

Looking for the best place to watch Boston's Labor Day fireworks? 

Without a doubt, best views will be from a fireworks cruise boat on the Harbor:

- Adirondack III - A beautiful and spacious 80' schooner, designed for comfortable sailing; with sails down, you'll have ideal views of the fireworks -  Book now

More places to view the fireworks:  Christopher Columbus Park and Long Wharf in the North End, the South Boston Waterfront (especially around Fan Pier/Seaport), the Downtown Waterfront, and Piers Park in East Boston.  

For hotels with views, consider South Boston waterfront hotels, downtown waterfront hotels, and North End hotels.  Compare prices online to find the best deals, but call the hotel of your choice to book a room with a view.


Where to Stay: Hotels in Boston's North End


More Boston Waterfront Hotels

Need a Boston Hotel?

Use this handy hotel map from Booking.com to find the perfect place to stay.  Just enter your dates to find what's available, see the best rates, and make your reservations.

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