10+ Things to Do in Boston Labor Day 2019 Weekend & September

By Katie Sagal

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. If you're taking a Labor Day weekend trip to Boston, you won't be short of things to do. Many fun local activities and attractions in Boston offer special events or exhibits at the end of August into September, so there's a lot of promise in late summer vacations. So make the most of the last few days of summer in Boston! If you’re looking for things to do in Boston Labor Day weekend 2019 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® pass. Choose as you go from dozens of top attractions and save up to 55% on combined admission vs paying at the gate. See all available passes, attractions & prices – Learn more. Please note, the special events taking place at these attractions may be separately ticketed and not included on the Go Boston pass. Searching for more events later in the fall? Check out our Boston Fall Events post for fun activities in October and November.

St. Anthony’s Feast

August 22-25, 2019 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. This is a must do for a local Labor Day experience -- be sure to add it to your itinerary. 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

humpback-whale-feeding-during-watch

There 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 pass.

Fenway Park Tour

fenway-park-boston

This Labor Day weekend, the Red Sox will be playing the Los Angeles Angels on September 1. Catching a baseball game at the Red Sox home stadium would be a great way to celebrate the Labor Day weekend. But if you don't manage to get tickets, baseball fans will love the chance to tour the 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 pass.

Hop-on Hop-off Bus Tour

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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. See the sights of Boston from the bus and explore the areas you really want to see. 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 pass.

Go for a Bike Ride

tourist-ride-bike-around-boston-university

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. Bike riding is a great way to see Boston while spending some time outdoors and enjoying the weather. Getting In: Boston Bike Rentals by Urban AdvenTours are included on the Go Boston pass.

Swan Boats of Boston

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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. The Swan Boats are the perfect warm weather activity to say goodbye to summer. Getting In: Boston Swan Boat Rides are included on the Go Boston pass.

The Boston Children’s Museum

While 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. The kids will enjoy playing while the learn - it's the best of both! 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 pass.

All Hands to Mischief! at the USS Constitution Museum

August 31 - September 3, 2019 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 pass. For more information about this attraction and to purchase tickets, visit the attraction website. USS Constitution Cruise tickets are included with the Go Boston pass.

The Boston Arts Festival

September 8 & 9, 2019, 11:00 am - 6:30 pm Christopher Columbus Park

gardens-christopher-columbus-waterfront-park-north

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

boston-harbour-skyline-night

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. 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 21, 2019 Union Square, Somerville

This delightful event is perfect for visitors of all ages. Now in its 13th 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. There is so much to do in Boston that you're sure to have a great end to your summer vacation. Remember, some of these great attraction options are included on the Go Boston pass, 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 pass. We hope you consider visiting some of these attractions to help round out your summer vacation in Boston in style.

Katie Sagal
Go City Travel Expert

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The Institute of Contemporary Art or Museum of Science

Boston has always been a forward-thinking kinda town, its role in the American Revolution being the stuff of legend. That rich history is writ large through the city streets, much of it effectively an open-air museum devoted to that era. But the progressive spirit lives on. It’s there in the fantastic street art and futuristic city skyline, dominated by soaring skyscrapers, among them One Dalton and the space-age John Hancock Tower, New England’s tallest building. Beantown institutions like the Museum of Science and Institute of Contemporary Arts also keep the innovation alive, with eye-popping exhibits and interactive installations that will blow your mind. We took a look inside to find out what to expect from the ICA and Museum of Science, including the highlights of each, plus how to get tickets. Museum of Science: the Lowdown Vital Statistics: Every great city deserves a great science museum, and Boston is no exception, boasting one of the best in the world. Initially founded as a scientific society in 1830, the MoS began morphing into a museum in 1862, eventually growing into the beautiful butterfly that spans the Charles River today. And it’s quite the whopper indeed, with more than 700 exhibits, plus a planetarium, IMAX theater and zoo.  The Museum of Science in Brief: This mind-expanding hub of innovation contains exhibits galore, with opportunities to explore the wonders of the prehistoric world, the human body, outer space and beyond. We’re talking a near-complete triceratops skeleton, indoor lightning bolts, an AI-powered robotic dog, and optical illusions that will boggle your mind. And that’s just for starters! Join live interactive presentations throughout the day, get involved in engineering design challenges, and say hey to the 100+ cute critters that call the Live Animal Care Center home. You can also immerse yourself in wraparound movie experiences at New England’s only IMAX theater, and experience eye-popping space visuals in the epic Charles Hayden Planetarium. Family Friendly? A fine day out for curious kids young and old, this one is very family friendly and attracts something in the order of 1.5 million science-hungry visitors every year. Getting in: The exhibition halls at Boston’s Museum of Science are open 9AM-5PM daily. General admission is included with a Boston pass from Go City. The pass includes access to stacks of Boston activities, tours and attractions, including the Museum of Science, plus the Museum of Fine Arts, the Freedom Trail walking tour, Paul Revere House, a sunset harbor cruise, and more. Find out how you could save up to 50% with the Boston pass, and get yours here.  Note that shows in the theaters and planetarium require additional tickets, which can be purchased direct via the MoS website. Museum of Science Highlights If you have even a passing interest in how the human body (yes, yours!) works, then the Hall of Human Life is for you. Find out what’s really keeping you awake at night and test the efficiency of your gait across multiple interactive exhibits. Hair-raising fun awaits in the Theater of Electricity, where you can see the world’s largest air-insulated Van de Graaff generator produce its own lightning bolts. Electric! Young minds will be blown in the AI exhibit. Meet the museum’s robot dog and get the chance to interact with AI-generated art. No visit to the Museum of Science would be complete without saying hey to the 65-million-year-old resident of Triceratops Cliff. One of only four near-complete triceratops fossils on display anywhere in the world, it’s sure to keep the kids talking for weeks afterwards. The Charles Hayden Planetarium combines stunning starscapes with music by some of the biggest names in rock and pop – Prince, David Bowie, Rihanna and more – for a multi-sensory experience that’s out of this world. Institute of Contemporary Art: the Lowdown Vital Statistics: Boston’s Institute of Contemporary Art has been around since 1936, and in its current home – a striking industrial-style building in the Seaport District – since 2006. Previously an exhibition space only, the ICA has spent the last two decades amassing its own permanent collection, adding hundreds of sculptures, paintings, prints, photos and installations to its rotating roster of visiting exhibitions and performance art. The museum also acquired and renovated a nearby exhibition space (the ICA Watershed), which hosts a different artist takeover every year. The ICA in Brief: Displayed in an extraordinary cantilevered building that seems to hover over the waterfront, the ICA’s permanent collection includes visually stunning works from established and emerging artists. Expect to see signature pieces from the likes of Cornelia Parker, Nan Goldin, Taylor Davis, Marlene Dumas and Laylah Ali, to name only a few. Check out the ICA website for information on all current and forthcoming exhibitions. Family Friendly? Art-lovin’ grown-ups will be in clover here, and there’s enough to keep the kids entertained for a couple of hours, too, thanks to the institute’s visually arresting exhibits and installations, plus gallery game cards that allow the little 'uns to experience the space as a ‘thinker, maker, explorer, or performer’. Families of four (with maximum two kids aged 12 or under) go free on on the last Saturday of each month. These Play Date Saturdays include hands-on art-making, performance, films, and more. Getting in: The ICA is open 10AM-5PM Tuesday-Sunday, with late opening until 9PM on Thursdays and Fridays. General admission is $20, with free admission after 5PM on Thursdays – advance booking for free tickets and events is highly recommended. ICA Highlights The ICA’s cantilevered harbor building is every bit the contemporary art space, all bright, intimate galleries and glass corridors that appear to hover over the water below. Don’t miss Eva Hesse’s gravity-defying minimalist 1960s piece ‘Ennead’, or Cornelia Parker’s signature ‘Hanging Fire’, a mesmerizing kinetic sculpture made from carbonized wood pieces. There’s also a thought-provoking collection of photographs by Boston’s own Nan Goldin.  The ICA Watershed is open from spring to fall for a single artist takeover every year. You can visit for free – just hop on the ferry from the ICA for sculptures and art installations on an epic scale inside this former warehouse. Previous exhibitors include John Akomfrah, Diana Thater and Guadalupe Maravilla. Museum of Science or Institute of Contemporary Art: Which is Better? In truth, you should put both of these venerable Boston institutions on your must-see list. Because anyone who has an even vaguely curious mind or takes joy from thought-provoking visual stimuli will find plenty to enjoy at both attractions. No question though: the Museum of Science is the superior choice for families, thanks to its many interactive exhibits, mind-expanding live presentations and epic theater shows. The ICA is a rather more grown-up affair, designed for quiet contemplation and harborside walks, ideal if you’re traveling as a couple. Reminder: you can visit the MFA with a Boston attraction pass from Go City, and the last Saturday of each month is free for families at the ICA so, if you happen to be in town at the right time, go right ahead and do both! Save on Attractions, Tours and Activities in Boston Save money on Boston attractions, tours and activities with a pass from Go City. Check out @GoCity on Instagram for the latest top tips and attraction info.
Stuart Bak
Stuart Bak
best museums in boston
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Best Museums in Boston

Heading to Boston on vacation, or a resident looking for some sweet, unadulterated culture? You've come to the right place. We're all about culture here, and we've plucked the finest of the city's museums out of the ether. So sit back, tune your eyes to reading mode, and prepare for an information overload. These are our picks for the best museums in Boston! Including: Museum of Science USS Constitution Museum Museum of Fine Arts, Boston Harvard Museum of Natural History Salem Witch Museum and more! Museum of Science Science. The ongoing answer to life's many questions. For millennia, it's helped us uncover more and more about our world and the many worlds around us. So, why not get hands-on with over 700 fascinating interactive exhibits at Boston's Museum of Science? Have your brain tickled by humankind's many mind-blowing discoveries, and ponder the things we're still only glimpsing. Walk among the many awesome exhibitions, like the Hall of Human Life, where you'll journey into the human body itself, find out how we work from the inside out, and learn more about how our choices make us who we are. Or, spark your imagination at the Theater of Electricity, a shrine to the wondrous energy found in nature and how we've learned to harness it. Learn all about electricity, magnetism, and the mechanisms we use it for, such as conductors and insulators. All of that, and the world's largest Van de Graaff generator await you! USS Constitution Museum Want to learn more about the country's seafaring history? Do yourself a favor and immediately head to the USS Constitution Museum. This famous ship, completed in 1797, even served in the War of 1812 against those evil Brits. We showed them, didn't we! Inside, you'll find two historic American vessels to explore, interactive exhibits that give you a hands-on with history, and learn about how these vessels worked. How exactly do you unfurl a 200-year-old sail? How did they fire their cannons? What everyday issues did sailors face back then? Find out the answers to all these questions and much more at the USS Constitution Museum, easily one of the best museums in Boston for the nautically curious! Museum of Fine Arts, Boston We all appreciate the finer things in life, whether it's extravagant furniture, meticulously-designed clothing, or a cheeseburger adorned with lashings of bacon. So, why not go look at some fine things at the Museum of Fine Arts, Boston? One of the world's most impressive and comprehensive art museums, a whopping 500,000 works are held within. Good luck seeing half a million artworks in one visit! This mammoth collection is housed within more than 100 galleries that include paintings, sculptures, and myriad artifacts from throughout human history, as far back as ancient civilizations and all the way through to 19th-century painters like van Gogh. And, when you've explored as much art as you can physically manage in one day, rest your weary legs at the New American Cafe, where you can pick up small bites, a drink, or a fully-fledged meal. Nice. Harvard Museum of Natural History Boston is known for many things; baseball, basketball, its unique accent. But one of the jewels in the state's crown is undoubtedly Harvard University. One of the world's most renowned centers of higher education, it's no wonder they expanded into the museum business. At the Harvard Museum of Natural History, you'll find more than 12,000 natural artifacts, from dinosaur fossils to huge geodes. Given Harvard's renown as an education facility, it's no surprise you'll find so many amazing fossils and artifacts within. Explore the museum's many halls and exhibitions to learn all about Earth's natural history, from primordial ooze all the way to modern man. For inquisitive minds, this is easily one of the best museums in Boston! Salem Witch Museum Salem has become notorious in fiction for being a paranormal place where myths and monsters lurk around every corner. Really, all of this absolute make-believe stemmed from the sadly very real Salem Witch Trials. For those who don't know, here's a quick history lesson. Back in 1692, some bright sparks decided to accuse women of witchcraft, generally out of spite or petty disagreements. This idiocy soon snowballed into the trials themselves, where over 150 women were accused of being witches, resulting in 20 being put to death. It was a dark time in the nation's history, but an interesting one nonetheless. How did it happen? How could it happen? You'll find the answer to those questions and more at the Salem Witch Museum. Explore 13 life-sized sets that recreate the trials, learn about how the hysteria spread, and how perfectly normal people could be driven to such violent ends. Then, discover the fallout of the trials, the communities torn apart by them, and how colonists were left to pick up the pieces. One of the most fascinating and unique museums in Boston; it's best to see it yourself. Isabella Stewart Gardner Museum How about seeing some inspiring art in an inspiring building? Look no further than the Isabella Stewart Gardner Museum. Step inside this striking 19th-century building, and you'll immediately notice its Venetian influence. Within these historic galleries, you'll find works from world-renowned artists like Rembrandt, Michelangelo, and Botticelli. The museum contains over 2,500 such works, so you'll be plenty occupied seeing them all! Then, when you're all art-ed out, make sure you wander the fantastic grounds around the museum. Maybe you'll find some inspiration to dig out the watercolors. Boston Children's Museum It's often said that the children are our future. And that was as true in the past as it is today, because the Boston Children's Museum has been delighting and teaching kids for over one hundred years. Inside, kids will get the chance to wall-climb, escape a giant maze, and create their own artistic 'masterpieces,' all while being stealth taught. The perfect way to get them educated is when they don't even realize they're learning. With a focus on science, the environment, art, and health, it's a great platform for your kids to ensure they're the best they can be. And, best of all, it's good fun too. They even have special events going on throughout the year, so be sure to check ahead before you travel and see what's available. For those of you with little ones, it's one of the best museums in Boston. And that's our list of the best museums in Boston!
Dom Bewley
Woman with Sparkler and American Flag on the Beach
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