Chestnut Hill, MA Summertime at The Street Chestnut Hill has returned with a calendar of community-driven programming running late May through August 2025. Created to welcome guests of all ages with a wide variety of experiences, this year’s lineup includes returning favorites like The Street Sweat outdoor fitness series, The Street Tots for young families, and Dog Days at The Street featuring fun activities for pet lovers. Guests can also look forward to Spotted at The Street — a Saturday series featuring rotating pop-ups, brand activations, and surprise and delight moments.
The Street Sweat
The Street Sweat returns for the 2025 season, inviting the community to move together with outdoor group fitness on The Green. In partnership with lululemon, Arc’teryx, barre3, and other health and wellness favorites, this free class series will be offered on select dates throughout the summer.
lululemon Run Club
Mondays, now through August 11 | 6:00pm
Why Stop Now Run Club, powered by lululemon, offers a way to unwind at the end of the day. Led by Why Stop Now co-founder and lululemon ambassador Mike Pannozzi, the weekly series invites runners of all levels to endure a 3–4 mile run around the Chestnut Hill Reservoir at a conversational pace. The run club will also feature special events, including partnerships with contrast therapy studio SweatHouz, throughout the season.
The Street Tots
The Street Chestnut Hill invites families to enjoy The Street Tots. Taking place on Thursdays from May 29 through August 28, events will be hosted on The Green and include engaging activities such as musical performances, dance, magic shows, story time and more.
Dance Party with Joanne Langione Dance Center
Thursday, July 16 | 10:00am – 10:30am
Thursday, August 28 | 10:00am – 10:30am
Move and groove on The Green with a complimentary dance pop-up party by the beloved and Newton-owned JoAnne Langione Dance Center. Enjoy a fun family dance party where music and movement come together to encourage exploration and imaginative play with new and familiar song and dance activities. This event is geared towards ages 12 months - 5 years old and is led by JLDC’S experienced early childhood dance faculty.
Music & Movement with Little Beats Presented by British International School of Boston
Thursday, July 24 | 10:00am – 10:30am
Join The Street on The Green for 30 minutes of complimentary music and movement with Little Beats presented by British International School of Boston. The class is best for ages 0 - 4, but all ages are welcome.
Magic with Malik! the Magical Comedy Entertainer
Thursday, July 31 | 10:00am – 11:00am
Little ones will enjoy an awe-inspiring magic comedy performance by Malik the Magician. A full-time comedy magician with over 20 years of experience, Malik has performed his unique comedy magic all over the United States.
Rock-a-baby with Little Beats
Thursday, August 21 | 10:00am – 10:45am
Join puppets Harmony, Melody, and Rhythm for an interactive family favorites music and dance activity. This program is geared towards children ages 0 - 5.
DOG DAYS AT THE STREET
The Street Chestnut Hill is bringing back Dog Days at The Street, special curated experiences for guests and their furry friends. Events include custom bandanas on July 20, a complimentary doggy ice cream social on August 17, and more coming soon. Dog Days will take place at Polkadog Bakery.
Custom Dog Bandanas
Sunday, July 20 | 12:00pm – 2:00pm
Join The Street on Sunday, July 20 for a custom personalized dog bandana from STITCH(ed) Needham. Tickets include one personalized bandana, a treat bag from Polkadog Bakery, and a pup cup from The Half Cookie. The event is sold in timeslots as embroidery will be done live. Tickets are $15.
Ice Cream Social
Sunday, August 17 | 12:00pm – 2:00pm
On Sunday, August 17, Polkadog Bakery will host a pup ice cream social outside of their shop. Guests can grab a frozen yogurt scoop for their dog and pick toppings from a treat bar curated by Polkadog. Tickets include entry to the ice cream social at Polkadog Bakery and a treat bag to take home
SPOTTED AT THE STREET
Every Saturday, June 7 through September 6 | 12:00pm – 2:00pm
Calendar
Something delightful awaits around every corner this summer at The Street. Spotted at The Street returns with a season-long series of Saturday pop-ups and surprise moments adding extra fun to the weekend experience from 12:00pm – 2:00pm. Guests can expect everything from embroidered totes at Roller Rabbit and swag giveaways from STUDS, to complimentary cotton candy from Puffy Clouds, balloon flowers by Party Festini, a special Father’s Day photo session, and more.
Saturday, June 7: Cotton Candy with Puffy Clouds
Saturday, June 14: Father’s Day Photos at Todd Snyder with Instant Boston & Glitter Tattoos with Pure Glow (Coming Soon!)
Saturday, June 21: Embroidered Totes with Stitched Needham x Roller Rabbit
(First 150 Roller Rabbit totes are free, then available for $5 while supplies last)
Saturday, June 28: Balloon Flowers with Party Festini
Saturday, July 5: Cotton Candy with Puffy Clouds
Saturday, July 12: Spray Paint Tote Bags with Arc’teryx & Roscoe Studio
Saturday, July 19: STUDS Swag Giveaway