Fall into Fun: What to Do on The Greenway This Season

As summer slowly turns to fall, The Greenway is buzzing with life—literally. From blooming gardens filled with late-summer color to pollinators making their final rounds, it’s the perfect time to enjoy the changing seasons in the heart of Boston. Whether you’re a longtime local or just visiting, The Greenway offers art, culture, food, and family-friendly fun—all set against the backdrop of downtown Boston’s skyline.

Photo Credit: Mel Taing

Here’s your guide to the top activities and programming happening now on The Greenway:

Public Art That Pops

The Greenway is an ever-changing outdoor gallery, and this season’s installations are no exception. Don’t miss the latest addition to our Public Art Program, which brings together international artists and local voices to transform the park into a vibrant, open-air experience. Swing by the Greenway Wall to see this year’s mural, and keep an eye out for sculptural works and pop-up installations throughout the park.

Greenway Food Trucks

Lunchtime just got better. With 19 rotating food trucks, the Greenway Food Truck Program is a daily festival for your taste buds. From Korean fusion rice bowls to fresh-baked cookies and global street food, there’s something for every craving. Pro tip: check our daily schedule to see what trucks are parked where!

Fall Fest & Fall Movie Nights 

As we continue to celebrate creativity and community on The Greenway, we invite you to join us this season for a lineup of exciting fall programming. Our 3rd Annual Fall Fest will bring together local artisans, food vendors, and neighbors for a vibrant evening of crafts, fun games, and celebration. Plus, cozy up under the city lights during our Fall Movie Nights, featuring free outdoor screenings of fan favorites and cult classics—all in the heart of downtown Boston.

Wellness on The Greenway

Start your morning right with free outdoor yoga and fitness classes offered by some of Boston’s top instructors. Whether you’re into Vinyasa, Zumba, or HIIT, there’s something to get your body moving and your mind refreshed.

Family-Friendly Fun

The Greenway is a playground for all the young and young at heart, all year round! The Rings Fountain is a must-visit for little ones, especially on warm days, and our carousel—with hand-carved characters native to Boston—is a hit for visitors of all ages. 

Blooming Gardens & Pollinators

Don’t miss the late-summer magic in our organically maintained gardens. You’ll find colorful blooms, native plants, and plenty of buzzing pollinators—bees, butterflies, and more—making their last visits before the weather cools. It’s a peaceful reminder of the changing seasons and a beautiful reason to slow down and take a stroll.

Green Spaces to Relax

Sometimes the best activity is no activity. Grab a coffee, find a patch of grass, and just take in the sights and sounds. The Greenway offers beautifully landscaped gardens, shady trees, and plenty of spots to unwind amid the city buzz.

Plan Your Visit

With so much to do and so many free events to explore, The Greenway is the perfect spot to dive into Boston’s creativity, community, and culture. Visit rosekennedygreenway.org or follow us on social media to stay up to date on daily events and pop-up surprises.

Come for the view. Stay for the vibes.
See you on The Greenway!