Things to Do Around Boston this Spring & Summer

Apr 11, 2023

Spring and summer are the perfect time to enjoy all that Boston and the surrounding areas have to offer. Whether you’re looking for concerts, activities for the kids, cultural events, or outdoor adventures- there’s something for everyone. Here are some of our favorite things to do around Boston this spring & summer:

All Around Boston

Spring Family Fun 

The Trustees properties throughout the Boston area offer a variety of programs geared to get the whole crew outside. From nature walks and barnyard experiences to arts and crafts, there’s something for everyone.


Enjoy free music that takes place on porches and lawns throughout the Boston area. It’s a great and fun way to discover new music and explore your community. 

The Boston Marathon 

One of the most iconic marathons in the world. Cheer on the runners as they pass through many popular towns along the course, like this exciting scene in Wellesley!

2021 Boston Marathon live from Wellesley, MA.

Suburbs North & Northwest of Boston

Appleton Farms 

With locations in Hamilton and Ipswich, head out to enjoy various events and activities throughout the spring and summer- including farm experiences, barnyard story hours, and stroller walks.

Lexington Discovery Day

Enjoy live performances by local students & professionals, shop all the businesses that make Lexington special, try delicious food & more! This is an excellent way to explore the community & learn more about living in Lexington. 

Marblehead Spring Celebration and other community events 

A wonderful festival that showcases local businesses, restaurants, makers and artists, featuring live music and events for all ages.  

Winchester Town Day

A welcoming event with live music, games, activities, and more. It’s an excellent way to get out & explore Winchester!

Suburbs West of Boston

Powisset Farm events – Dover

Offers a variety of educational programs and events for all ages, including cooking classes, nature walks, and children’s activities. Join their community supported agriculture (CSA) program to eat locally and experience a “taste” of farm life! 

Natick Center events 

The District hosts a variety of events, bringing the community and members together, to celebrate the arts and culture while building a deeper connection within the community. Check out the Holi  Festival, Natick Nights & more! 

The Natick Community Organic Farm

Learn about organic farming and connect with the natural world through a variety of programs and activities- like farm tours, educational workshops, Farm Fest, 5K Fun Run, and other community events. You can also purchase farm-fresh produce, meat, and eggs.

Chestnut Hill Farm events – Southborough

This working farm offers a variety of educational and recreational programs for all ages, including nature walks, hiking with goats, junior farmer for a day, family yoga, and more!

Wellesley’s Wonderful Weekend 

Annual event that features a town picnic, concert, and fireworks. There’s no better time to check out this beautiful Boston suburb!

Wellesley Square events 

Hosts a variety of events including the July Jubilation Sidewalk Sale & Festival, and other celebrations with local performers and crafts.

Suburbs South & Southwest of Boston

Dedham annual events

Dedham hosts various community events throughout the year including summer concerts, Trails Day, races, a Farmer’s Market, and more.

Weir River Farm – Hingham 

Visit farm animals, climb aboard a tractor, and make a farm craft at their Spring Festival. Through the spring and summer, enjoy barnyard experiences, story hours, and more.

New Bedford Food Tours 

Founded by Suburban Jungle Clients, choose from a variety of food tours that explore the Southcoast’s vibrant culinary scene! What better way to explore the area and historic downtown than through its regional delicacies. 

Explore Events Around Boston & The Suburbs this Spring & Summer

These are just a few of the many great spring/summer festivals and events that take place in Boston and the surrounding suburbs. With so much to see and do, you’re sure to find something that everyone will enjoy.

Ready to get out and explore the suburbs? Let’s chat! We’ll help you map out your next town tour with plenty of spots to discover on foot.

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