While Boston is one of the United States’ most historic cities, with reminders of the events that shaped this country everywhere you look, it’s also a city that knows how to have fun. Whether you call the city home year-round or are just visiting, there’s no better time to explore all this Massachusetts metropolis has to offer than Labor Day weekend, when the temperatures are warm and the celebrations are red-hot. No matter what neighborhood you find yourself in, there’s no doubt you’ll have an amazing time.
Check out our top picks for Labor Day weekend in Beantown:
Check out King Richard’s Faire
Make like it’s 600 years ago and ring in the holiday weekend in style with a trip to King Richard’s Faire this Labor Day. This exciting event has all the trappings of your traditional Renaissance fair, including elaborate costumes, pints of mead, plays, turkey legs, corsets and candles to buy, and, of course, jousting. Before you leave, make sure to get your photo in the gallows!
Peruse local wares at the SoWa Open Market
Shop ‘til you drop and pick up some unique wares you won’t find anywhere else this Labor Day weekend with a trip to the SoWa Open Market. Combining art, farm sellers, food truck fare, brewers, and live performance, this lively market is the ideal place to enjoy the last long weekend of summer with your pals. Just make sure you get there early or you might miss out on some of the best goods.
Head out on the Pier Pressure Cruise
Take in Boston’s most famous sights, from the Hancock Tower to the Massachusetts State House with a Pier Pressure Cruise. Sailing around Boston Harbor, this fun Labor Day white party is the perfect chance to get one last wear out of your favorite white outfit, mingling with the who’s who of the Boston social scene as you dance to the music of a live DJ. Luckily, for those who want to hit up another event, or those who haven’t quite found their sea legs, the cruise is only a few hours long, freeing up the rest of the evening to spend on dry land checking out what else the city has to offer.
Enjoy the Museum of Fine Arts’ First Friday program
One of the world’s most celebrated fine arts museums opens its doors for a cocktail and live music reception each Friday. Look at art from masters like Hopper, Monet, and Van Gogh while sipping cocktails, catching a DJ set from the artists who perform at this monthly celebration, and enjoying the company of the city’s best and brightest.
Catch a fireworks show
What would a holiday weekend be without some fireworks? Those eager to see the night sky lit up will love the fireworks show put on over Boston Harbor during Labor Day weekend every year. Whether you’re watching from the privacy of your hotel room or are checking it out from street level, this exciting display is sure to delight your inner kid.