10+ Things to Do in Boston Labor Day 2018 Weekend & September

The end of summer, traditionally marked by Labor Day, is a great time to enjoy that last getaway before school and work pick back up again.

Many fun local activities and attractions offer special events or exhibits at the end of August into September, so there’s a lot of promise in late summer vacations.

If you’re looking for things to do in Boston Labor Day weekend 2018 and into September, check out our list of the best local activities and attractions. A few ideas include:

  • St. Anthony’s Feast
  • New England Aquarium Whale Watch
  • Fenway Park Tour
  • Swan Boats of Boston
  • Somerville Fluff Festival
  • And more!

Save on Attraction Admission

Regular admission to a number of these Boston attractions are included on the Go Boston® Card.

Choose as you go from dozens of top attractions and save up to 55% on combined admission vs paying at the gate.

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Please note, the special events taking place at these attractions may be separately ticketed and not included on the Go Boston Card.

Searching for more events later in the fall? Check out our Boston Fall Events post for fun activities in October and November.

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St. Anthony’s Feast

August 23-26, 2018
The North End

Headlining the weekend before Labor Day is the very Boston-esque St. Anthony’s Feast.

This has long been famous as the largest Italian religious festival in New England. It’s a huge affair that takes over much of the North End neighborhood: part parade, part pageantry, part ceremony, and all excitement.

The actual procession begins at noon on Sunday. The Santa Lucia festival brings up the rear on Monday, a shorter but no less grand celebration.

For a full schedule of events, consult the St. Anthony’s Feast website

Getting In: Admission to St. Anthony’s Feast is free.

New England Aquarium Whale Watch

new-england-whale-watch-shutterstockThere are few things that animal lovers appreciate more than a chance to see amazing animals in person.

Boston Harbor Cruises offers a popular whale-watching cruise that departs from the pier adjacent to the New England Aquarium (a very convenient place to board).

Head out to Stellwagen Bank Marine Sanctuary for a truly inspiring encounter with some of the ocean’s most majestic inhabitants.

Whether you’re a true fan of the sea or just love the wonder of seeing such giant creatures relatively close, you’ll have an ocean experience you’ll never forget.

Keep in mind that the scheduled tours will become less frequent once you pass Labor Day, but the cruise will still run in good weather.

Getting In: New England Aquarium Whale Watch tickets are included as an option on 3, 5, and 7-Day Go Boston Cards.

Fenway Park Tour

Fenway-Park-Tour-3Although the Red Sox happen to be away from home this Labor Day weekend, baseball fans will love a chance to tour their famed stadium.

Explore the many iconic sites of baseball’s most historic stadium, from the lone red seat to Pesky’s Pole to the Green Monster.

It’s a great chance to go behind the scenes at this very special venue.

Getting In: Fenway Park Tour tickets are included with the Go Boston Card.

Hop-on Hop-off Bus Tour

City View Trolley (2)If you’re new to Boston this Labor Day weekend, then one smart attraction choice for you is a comprehensive bus tour of the city.

Hop-on hop-off options give you the flexibility to see what you want, when you want, and skip what you aren’t interested in.

Plus, the ticket’s good for two days, giving you extra freedom on your adventures.

Getting In: Hop On Hop Off Boston Trolley Tour tickets are included with the Go Boston Card.

Go for a Bike Ride
Boston Bikes

Bike rides are a win-win in our book. The kids get to have fun being active and enjoying the outdoors, and they’re simultaneously getting some exercise and burning off all that excess energy.

Pedal through Boston Common and the Boston Public Gardens, and then down to the Harborwalk bike trail.

You can also choose to ride along the Charles River, which offers miles of trails on either side. This late in the summer, you’ll be contending with other cyclists, runners, and those just enjoying a stroll.

Getting In: Boston Bike Rentals by Urban AdvenTours are included on the Go Boston Card.

Swan Boats of Boston


The Swan Boats in the Boston Public Gardens are an iconic summertime attraction.

Take a nice, relaxing ride to slow down your Labor Day weekend and take in the town. It’s a fun activity for kids, or for couples, and is a great way to evoke the true spirit of summer in Boston.

Getting In: Boston Swan Boat Rides are included on the Go Boston Card.

The Boston Children’s Museum

boston-childrens-museumWhile there are tons of great museums in the Boston area that appeal to the whole family, the Boston Children’s Museum is truly the perfect candidate for keeping the kids happy.

You’ll find tons of interactive exhibits that focus on everything from science and environmental awareness to culture and the arts.

Be sure to check their events calendar for any special exhibits or attractions that may occur during your visit.

Getting In: Boston Children’s Museum tickets are included on the Go Boston Card.

All Hands to Mischief! at the USS Constitution Museum

August 31 – September 3, 2018
Charlestown Navy Yard

Come to the USS Constitution Museum this Labor Day weekend to learn about how sailors spent their spare time at sea.

The hands-on, interactive activities are great for kids. You can practice writing with a quill pen, play your hand at a nineteenth century board game, and get a temporary nautical tattoo.

If you’re interested in Old Ironsides herself, consider a cruise like the USS Constitution Cruise which escorts you out to the ship in Boston’s Inner Harbor and past other major sights like the Bunker Hill Monument and the Boston Tea Party boat.

Getting In: Admission to the USS Constitution Museum is separately ticketed and is not included with the Go Boston Card. For more information about this attraction and to purchase tickets, visit the attraction website.

USS Constitution Cruise tickets are included with the Go Boston Card.

The Boston Arts Festival

September 8 & 9, 2018, 11:00 am – 6:30 pm
Christopher Columbus Park

The 2014 Festival; Image credit: Boston Arts Festival Facebook page.

The 2014 Festival; Image credit: Boston Arts Festival Facebook page.

Enjoy musical performances, clever crafts, and inspiring art created by the Boston area’s top artists and artisans as you roam the beautiful waterfront Christopher Columbus Park.

You’ll find everything from photography and painting to glasswork and jewelry.

Bonus: there are plenty of items for sale in addition to those items only for exhibition purposes.

The whole family will enjoy the plethora of fun activities and performance options designed to appeal to both kids and adults (thankfully).

You’ll leave feeling like an expert in Boston’s “ahts scene.”

Getting In: Admission to the Boston Arts Festival is free.

“Summer in the City” Movie Series

Tuesday – Friday, all summer
Boston Harbor Hotel

Each summer the Boston Harbor Hotel hosts a family movie and music series.

Tuesdays, Wednesdays, and Thursdays are devoted to musical performances by a wide variety of bands (categories are “Summer Soul,” “Rat Pack,” and “Blues Barge”), providing an incredibly atmospheric dining experience to dine the hotel restaurant.

Every Friday they show a movie by moonlight; on August 31 the film is Out of Africa.

The Boston Harbor Hotel is conveniently located off the scenic Fort Point Channel and the pedestrian favorite Harborwalk – the ideal route for a waterfront stroll in Boston.

Getting In: Admission to the “Summer in the City” series is free.

What the Fluff?

September 22, 2018
Union Square, Somerville

This delightful event is perfect for visitors of all ages. Now in its 12th year, this fun festival celebrates all things fluff — the delectable marshmallow treat that was invented right in Somerville back in 1917.

The festival incorporates live music, toys and games for kids, beverages for adults, and tons of fluff-related food items.

There’s even a cooking contest for the best inventive fluff recipe. Deadline for submissions is September 18!

Somerville is located just a little bit north west of Boston proper — you can get to Union Square easily via bus.

Getting In: Admission to the Fluff Festival is free.

Remember to Save on Attraction Admission

So there are a few examples of fun and exciting things to do in Boston during Labor Day Weekend and into September.

Remember, some of these great attraction options are included on the Go Boston Card, where you can save up to 55% on combined admission vs paying at the gate.

Please note, the Labor Day weekend events taking place at some of these attractions may be separately ticketed and not included with the Go Boston Card.

We hope you consider visiting some of these attractions to help round out your summer vacation in style.

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The information contained in this post, to the best of the author's knowledge, was accurate at time of publishing. We do our best to ensure and maintain the accuracy of this information.

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