1. Take a stroll through the parks

Boston Common flag Garden


This Memorial Day visit the Boston Common to witness the Memorial Day Flag Garden, where each of the 37,000+ flags that are planted by the Massachusetts Military Heroes represents every brave Massachusetts service member who gave his or her life defending our country since the Revolutionary War. The flags are located by the Soldiers and Sailors Monument. Also on the Common throughout Memorial Day weekend, the public will have a chance to witness the unveiling of the restored Robert Gould Shaw and Mass. 54th Regiment Memorial; visitors will have a chance to sign the monument's restoration book May 28–31, 11 a.m. through 2 p.m.

While you are visiting take a ride on Boston Common’s most popular summer attraction for young families, the Frog Pond Carousel, or take a walk across the street and take in the beauty of the Boston Public Garden and take a ride on Boston's Swan Boats!

You can also visit the flag garden at the Fallen Heroes Memorial in the Seaport District at 101 Northern Ave. The Memorial stands tall in Seaport Common and serves as a public space for reflection and remembrance of those who gave their lives fighting for our freedom in the Global War on Terrorism since September 11th, 2001.


2. Discover Boston's history with a self-guided walking tour


Take in Boston’s history by exploring America's Walking City! Begin with a tour of the Black Heritage Trail which explores the history of Boston’s 19th century African American community who primarily lived on the north slope of Beacon Hill. Or follow the route of Boston's first Gay Pride March, The Boston Equality Trail, that offers information about different services, community organizations, issues, and individuals related to this route. Learn about the Women's Heritage Trail, recalling the remarkable stories of women whose lives and achievements have enriched the city of Boston for almost four centuries or walk along the Freedom Trail which covers 16 historical sites of the American Revolution. Explore iconic neighborhoods and landmarks and discover why Boston is a hub of history, culture, and innovation.  


3. Explore the Arts in Boston

Underground at Inkblock in Boston, MA


Boston is filled with incredible art ready to be discovered. Explore outdoor arts in Boston on your next socially distanced walk around the city! Or visit one of Boston's many museums; timed tickets are still available at the Institute of Contemporary Art, where you can enjoy free admission on Memorial Day. Also free is The Focused Eye: Our Unique Views, an outdoor photography exhibition on the Public Green at Fan Pier featuring 88 images.

The Beehive stage is coming alive once again, with live music every weekend. Or enjoy live music, comedy shows and more at City Winery, an intimate music venue, fully functioning winery, and restaurant. If you find yourself indoors at home, you can take in a variety of live, virtual music performances including the Bach Cantata Series from Emmanuel Music and Lift Every Voice: At the Table from the Boston Children's Chorus.


4. Enjoy Boston by water

Boats on the water in Boston's Waterfront neighborhood


Enjoy a relaxing cruise along the Boston Harbor, the beautiful Charles River, or take a trip to Provincetown. Boston Harbor City Cruise offers several options for a memorable day. Choose from a romantic sunset cruise, a historic sightseeing cruise that takes you back to the Revolutionary War, or set sail with us for the whale watch experience of a lifetime.

Join a narrated sightseeing tour by land and water with Boston Duck Tours! This tour will take you by the Boston Common, around Beacon Hill, and into the Charles River where you can get a spectacular view of Boston and Cambridge. Or take a cruise outside the city and take a trip to Provincetown by Bay State Cruise Company, Inc. enjoy the beautiful beaches, tasty foods, and more!


5. Shop at outdoor pop-up markets

Black owned Bos.Photo Courtesy of Black Owned Bos.


Explore your creative side by taking a stroll through SoWa Art + Design District a vibrant community of artist studios, contemporary art galleries, one-of-a-kind boutiques, and more. While you are in the area stop by SoWa Vintage Market, a weekly destination for antiques, collectibles, vintage goods, and other one-of-a-kind curiosities. Take a train to Cambridge to Popportunity, where you can get to know Central Squares' newest small businesses.


Copley Square Farmers Market In Boston, MA


If you are looking for locally sourced produce, we have plenty of Farmers Markets in Boston that will have what you need. Head to the Boston Public Market where everything sold is produced or originates in New England. For more fresh produce visit Copley Square Farmer's Market, one of the largest farmers markets in Massachusetts.


6. Explore Boston's diverse Neighborhoods


Each Boston neighborhood tells its own story, a tale of community, culture, and eclectic commercial areas. Spend a day discovering ethnic culinary offerings and the multitude of diverse storefronts and local businesses that collectively create an authentic Boston experience.

Boston’s Chinatown is one of the city’s smallest yet most vibrant neighborhoods. Chinatown’s location—at a geographic crossroads within Boston—has shaped its legacy and contributed to its character.


7. Foodie Fun


People Eating Outdoors At Lola 42 In Boston, MA

Photo courtesy of Lola42


Outdoor dining is back! Sidewalk, patio, and rooftop dining beckons all – all season long.  Enjoy the expansive 6,000-square-foot outdoor patio at the recently reopened Time Out Market Boston in Fenway where you can find12 culinary favorites, a locally-inspired bar program, and cultural activities and pop-ups. 

Spring is a great time to visit a brewery, beer garden or wine garden as the weather warms up. Venture out to the North End, packed with Italian culture and outdoor options for authentic Italian cuisine. 


8. Catch a game at Fenway Park

Fenway Park Stadium In Boston, MA

Photo courtesy of the Boston Red Sox


As of May 29, Boston area sports stadiums and arenas are now permitted to increase capacity from 25% to 100%.  Grab some tickets for the Red Sox vs Miami Marlins game!


9. Nightlife

Encore Boston Harbor Casino

Indulge in the excitement of the stunning Encore Boston Casino and their outdoor Harborwalk. You can also visit Plainridge Casino which is located 40 minutes south of Boston. Laugh your way through the evening by catching a show at Laugh Boston, in Boston's Seaport District.  While you are in the area, throw some darts at Flight Club Boston or knock some pins down at Kings Dining and Entertainment.


10. Go Beyond Boston

Man In Costume At The Lexington Walking Tour


Head west of Boston by car or rail to visit to Lexington and Concord, charming colonial towns with rich literary and Revolutionary War Era history.  The Lexington Visitors Center offers walking tours complete with costumed guides who share the events that occurred on this hallowed ground over 240 years ago, at the very start of the American Revolution. Or head north by car to Salem, the "witch city" of 17th-century lore, where you can also visit the Peabody Essex Museum and of course the Salem Witch Museum


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