View Newsletter

Boston May Events 2020

What to do in Boston in MayBoston May Events 2020

Things to do in Boston in May 2019

Ahh, May.  The month we can finally put the winter coats away until next year.  Popular May events in Boston traditionally include the Boston Calling Festival,  Lilac Sunday at the Arnold Arborteum, Memorial Day Weekend, concerts, and art walks. 

See for yourself why May is the perfect month to be in Boston!

The Boston Calling Music Festival is a three-day, two-stage festival featuring some of the biggest and best acts in live music!  The musical celebration takes place at the Harvard Sports Complex, with easy access to stages, food, services and more.

Boston Calling Concert Festival

Other well known events include, the Memorial Day Garden of Flags on the Boston Common, Duckling Day Parade in the Public Garden, Beacon Hill's Hidden Gardens tour, special Harbor cruises, and lof course ots of Theatre District shows and performances.

Hidden Gardens of Beacon Hill Tour

This self-guided tour offers visitors a rare opportunity to see hidden landscapes and secret pathways behind the brick facades and shutters of historic townhouses.  

Duckling Day Parade

Duckling Day is Boston's most adorable Mother's Day event - come celebrate springtime in Boston's iconic parks!  Every year, hundreds of children parade through Boston’s most picturesque parks led by the Harvard University Marching Band, and dressed like characters from the story.  The Ducklings Day Parade  a festive fundraiser for the nonprofit Friends of the Public Garden.

Lilac Sunday

The beloved Boston tradition of Lilac Sunday at Arnold Arborteum celebrates the lilacs as well as many other special collections at their peak at this lovely time of year.  It's the only day of the year that picnics are allowed.  Come celebrate spring at the Arnold Arboretum.

Memorial Day

Memorial Day is a day to to honor those that gave their lives in the service to their country and to celebrate the freedoms that we all enjoy.   Many Boston-are towns sponsor Memorial Day Parades  to pay tribute to America's fallen heroes.

Every year, the MA Military Heroes organization plants a Military Heroes Garden of Flags  (37,000 flags, in fact) in front of the Soldiers and Sailors Monument on Boston Common to commemorate the MA service members who have given their lives to defend the United States and our freedom.  Its quite a sight to see.

The Museum of Fine Arts hosts an MFA Open House on Memorial Day offering free admission to all.  Each year, the event activities center around a specific exhibit and include a number of interactive things to do for all ages, as well as access to the entire Museum.  

Free Ferry Day

Now that the weather is getting more temperate, it's time to plan a visit to the Boston Harbor Islands!  To kick off the season, the Boston Harbor Islands hosts Free Ferry Day, offering free ferry service all day - first come first served.   If you plan to get to the ticket kiosk early, you will be rewarded with a lovely day on the harbor, on the house. 

Street Performers at Quincy Market

By May, the Street Performers & Buskers start their showcase at Faneuil Hall.  As you stroll the cobblestone walkways, you'll surely be drawn into watching some amazing and talented entertainers along the way.   

Take in a Red Sox Game at one of America's most beloved ballparks!  The season gets into full swing in May, and the weather is more baseball friendly for players and fans alike.  From the iconic Green Monster, pesky's pole, belting out Sweet Caroline in the 7th inning stretch, and the right field manual scoreboard, it's always a great day at Fenway. 

As we mentioned, May is a great month to take advantage of the more balmy temperatures in Boston to take a Duck Boat tour, catch a Red Sox game at Fenway, or just relax as you enjoy outdoor patio dining at one of our wonderful restaurants.   In fact, there are an quite a few unique ways that you can tour Boston.  

Check our Boston Events Calendar for May 2019 for fun things to do as spring arrives.  Boston really starts bursting into bloom, and you'll want to be outside soaking up the sun.