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How to Enjoy the Dog Days of Summer in Boston!

Sure, we’re still in the midst of a COVID-19 pandemic, but it’s also the tail end of summer. And it’s hot. And, if you’re like most of us, you’re getting a little tired of staying inside (even though it’s nice and air-conditioned). As we head toward the back end of the year and cooler temperatures, now is the perfect time to enjoy a last bout of summertime fun.

“Even though COVID is still very much on peoples’ minds as it should be, local attractions, restaurants and other businesses are now open, so there’s plenty to do in our city while social distancing,” says Kathleen Winn, Senior Advisor of Waterstone at the Circle. “One of the reasons our residents move to Waterstone at the Circle is to be in the middle of it all – in the city they love. There are still ways to enjoy the city, until we’re past this pandemic.”

While it’s important to keep CDC and local department of health guidelines in mind, here are some of the top things to do in Boston for the remainder of Summer 2020.


Hit the Harbor for a Walk.

The historic Boston Harbor is chock-full of history, excitement and a literal breath of fresh air. In the summertime, it provides a cool breeze that’s a nice foil to the oppressive city heat. Small wonder it’s one of the main destinations in the summer months. Take in the sights while you enjoy al fresco dining at one of the harbor’s highly rated restaurants.


If you’re feeling adventurous, beat the heat with some of the most beloved Boston activities like:

  • Taking the MBTA ferry to the Boston Harbor Islands and rediscovering their extraordinary historic and geographical features.
  • Cruising to the Charleston Navy Yard on the historic USS Constitution Cruise. This fully narrated, luxurious 25-minute cruise takes you past sights like the Boston Tea Party Boat, the Bunker Hill Monument and the Old North Church. Once you arrive at the Navy Yard, you’ll be given free reign to explore “Old Ironsides” up close and personal.
  • A New England Aquarium Whale Watch is a classic Boston Harbor activity and provides a multitude of views of the area’s sea life. Be on the lookout for dolphins, humpback whales, minke whales, finback whales and scores of other marine creatures.


Meander through a museum.

When you want to beat the heat (but still get out of the house), you’re in luck – Boston has some of the world’s best museums, and many of them have recently reopened to the public.

  • The Museum of Science just reopened at the end of July, and is a great place for kids of all ages (including grown-ups). With IMAX shows, ever-changing exhibits and the iconic T-rex, it’s a fun place to get your science on and learn about the world around us.
  • The Isabella Stewart Gardner Museum is one of Boston’s most unique museums and most treasured attractions. This 1902 home is a work of art in and of itself, and the impressive collection of art is the icing on the cake. Walk through galleries filled with works from Michelangelo, Rembrandt, Degas, Rafael and many others. The stunning courtyard of the home makes a centerpiece that’s filled with gorgeous, lush vegetation.
  • The Institute of Contemporary Art, located on the waterfront and offering an amazing view of the Harbor and the Boston skyline, houses some of the finest works from today’s influential and innovative artists. The huge outdoor space is worth the visit alone and is a great place to enjoy a hot summer’s day.


Enjoy the great outdoors.

Even when the heat is on, it’s nice to be outside and enjoying the beauty of nature. Here are some of the best places in Boston to see summer in full bloom.

  • The Boston Public Garden is the nation’s very first public garden and is one of the most beautiful spots in the city. The Parks Department maintains the Victorian traditions the park was founded on and features many unusual plants. Must-see spots include the Lagoon, the many monuments and fountains and the Swan Boats.
  • Bicycling is a huge part of Boston culture, and during the summer months, you’ll find the paved bike trails chock-full of cyclists of all ages. You’ll find trails along the Esplanade, on the roads, throughout parks – it’s a fantastic way to get some exercise, some fresh air and some time with friends and family.
  • The Esplanade is a three-mile stretch that goes from the Boston Museum of Science to the Boston University Bridge. Along the route, you’ll find sculptures, sailboats (in the Charles River, naturally), swing sets and so much more. It’s one of the most beautiful places to see views of the city and makes the perfect spot to watch a glorious summertime sunset.


“Don’t forget about the multitude of Boston restaurants and eateries that have opened their doors – and their porches – to provide excellent alfresco dining,” says Kathleen. “Although life hasn’t returned back to normal, per se, Boston is thriving and getting back to it in their all-American way. We’re glad that our city is beginning to move and groove again, and we’re looking forward to helping our residents enjoy everything the city has to offer – safely.”


Luxury Senior Living in Boston

Waterstone at the Circle, located in Boston’s historic Cleveland Circle neighborhood, is more than just independent living in Boston … it's a sophisticated urban setting for today’s active seniors. Enjoy best-in-class service and an urban lifestyle with arts and cultural, and historical attractions right outside your front door. From high-end amenities to gourmet dining and more, experience the best of city and suburban life at our upscale senior living community located on the crossroads of Brookline and Chestnut Hill.


 Elegant Independent Living Apartments

Each of our 92 independent living apartments is the height of luxury and modernity, with sophisticated design, upscale features and stunning views of the city. Create the urban senior living experience you want with one- or two-bedroom apartments, a variety of floor plans and monthly rentals.


 Senior Living Supportive Services

As an over-62 community, residents may require support from time to time. That’s why we’ve developed an on-site coordinated care program, in cooperation with our premier community partners, that allows our independent living residents to receive the assistance they need.

The best part? Residents don’t have to leave our senior living community – or even their apartment – to receive high-quality support. They can receive the services they need, when they need it, in the comfort of their own homes or in our on-site therapy gym.

Waterstone at the Circle is the opposite of retiring . . . it’s a place to enhance your active, on-the-go lifestyle. Call 617.431.1880 for more information or to schedule a visit to our premier Boston independent living community and discover The Circle lifestyle today!