Free FaceArt Face Painting

05/15/2026 – 09/04/2026 @ 11:00 am – 3:00 pm – Stop by The Greenway Carousel on Fridays, from 11am-3pm (May 15 – September 4) to get your face painted for FREE courtesy of FaceArt Face Painting! FaceArt Face Painting is a local and woman-owned non-profit organization that provides FREE face painting to all.

Free FaceArt Face Painting

05/16/2026 – 09/05/2026 @ 11:00 am – 6:00 pm – Stop by The Greenway Carousel on Saturdays, from 11am-6pm (May 16 – September 5) to get your face painted for FREE courtesy of FaceArt Face Painting! FaceArt Face Painting is a local and woman-owned non-profit organization that provides FREE face painting to all.

Greenway Play Session

06/04/2026 – 09/24/2026 @ 4:00 pm – 6:00 pm – Join us for free play sessions in Auntie Kay and Uncle Frank Chin Park every Thursday from June through September, featuring books, games, and more! Bring your family, support a local restaurant or bakery, and spend your evening playing outside by the Greenway PlayCubes. Greenway Play Sessions take place every Thursday from 4-6pm June through […]

Night Shift on The Greenway

06/11/2026 – 10/30/2026 @ 3:00 pm – 8:00 pm – Night Shift on The Greenway is in its third year on Dewey Square Plaza at the corner of Summer Street and Surface Road, across from South Station. Come by for beer, seltzer, or wine, including an NA option. Night Shift Brewing has its roots in a small kitchen on Josephine Ave in Somerville, MA. In 2007, three […]

Broadway Burn

06/23/2026 – 09/22/2026 @ 6:00 pm – 7:00 pm – Join Hannah’s Dance Community for Broadway Burn! Broadway Burn is a dance fitness class featuring music from Broadway musicals like SIX, Hamilton, Newsies, and more! Similar to a Zumba class, participants will follow dance steps that will have you smiling and sweating the whole time! This class is accessible to people all levels of fitness and abilities. Location: Rowes Wharf Plaza […]

Introduction to Parkour

07/02/2026 – 09/24/2026 @ 6:00 pm – 7:00 pm – Join Parkour Generations Boston for their multi-week “Introduction to Parkour”, a class series designed to bring new practitioners into our discipline in a safe, progressive, and supporting environment that empowers them to build functional strength and confidence through utilizing everyday elements of the urban landscape. Sessions generally run rain or shine to build the “weatherproof” mentality that […]

Pilates Sculpt with Republic Fitness

07/06/2026 – 09/21/2026 @ 5:30 pm – 6:15 pm – Join Republic Fitness for a 45-minutes of high-intensity, low-impact movement that fuses Pilates precision with modern sculpting techniques. Class uses a variety of props for sequences aiming to improve muscle control, posture, flexibility, and coordination. It’s a mind-body transformation that builds strength, improves posture, and leaves you feeling empowered and energized. Location: Rowes Wharf Plaza Schedule: […]

Flow Yoga with Republic Fitness

07/06/2026 – 09/21/2026 @ 6:30 pm – 7:15 pm – Flowing from one pose to the next, linked by breath and focus, Republic Fitness yoga Vinyasa class connects longer poses to build strength and flexibility. Class may be more focused on strength or flexibility, or mixed based on the instructor. This is led at a slow pace with 5-8 breaths per pose. This is also […]

Mat Pilates with Movement with Jill

07/07/2026 – 09/22/2026 @ 5:30 pm – 6:30 pm – Join Jill for full-body Pilates class on the Greenway, perfect for all fitness levels! This bodyweight session is led by Master Instructor Jill, whose welcoming and encouraging style makes every class fun and accessible. Whether you’re a seasoned enthusiast or trying Pilates for the first time, you’ll leave feeling strong, refreshed, and inspired. Location: North End Park (Between […]

Total Body on the Greenway with Sam Amado

07/11/2026 – 09/26/2026 @ 9:30 am – 10:30 am – Total Body Greenway with Sam Amado is a dynamic outdoor fitness class designed to provide a full-body, low-impact HIIT workout for participants of all fitness levels. This class combines strength training and functional movement using equipment such as dumbbells, body bars, battle ropes, hurdles and medicine balls. With a focus on accessibility and effective training, each session helps […]

Strength & Alignment on The Greenway

07/21/2026 – 09/22/2026 @ 5:30 pm – 6:30 pm – Location: Dewey Square Lawn Schedule: Tuesdays, 5:30pm-6:30pm, July 21 – September 22 The 2026 Greenway Fitness Program is generously sponsored by Blue Cross Blue Shield of Massachusetts.

Squats and Booty Pops by Calling All Friends

07/22/2026 – 09/23/2026 @ 6:00 pm – 7:00 pm – Join Calling All Friends outdoors for this dance fitness party where we will sweat, dance, laugh and make new friends. All fitness and rhythm levels are welcome. Location: Color Commons Schedule: Wednesdays, July 22 – September 23, 6:00pm-7:00pm The 2026 Greenway Fitness Program is generously sponsored by Blue Cross Blue Shield of Massachusetts.

Pilates with Kim Valentine

07/23/2026 – 09/24/2026 @ 5:30 pm – 6:30 pm – Join Kim for a traditional Mat Pilates class! Students will be challenged through sequences and movement patterns found on the Pilates apparatus. Every class is a fully integrated workout, offering efficient breathing techniques, functional movement patterns, and optimal muscle firing patterns. Whether we start standing, on all fours, or supine, you can expect class to flow from breathwork and mobility […]