Movies, Music, Markets, and Fun Throughout Fall in South Boston’s ‘On the Dot’

BOSTON – Core Investments, Inc., a two-decade-old Boston real estate investment and development company, today announced its 2023 fall program of music, food, and fun events at The LOT, Core Investment’s newest commitment to the emerging On the Dot neighborhood in South Boston.

The LOT, an outdoor event space near the popular, year-old Cannonball Cafe, at 383 Dorchester Ave., is a project that Core Investment has for months been preparing for activation and recreation, including a movie night, block party, Oktoberfest, holiday market, and more.

The developing On the Dot neighborhood is more than 21 acres of formerly industrial land along the west, or inland, side of Dorchester Avenue in South Boston, which is being planned in phases of mixed-use development adjacent to Andrew Square along the MBTA’s Red Line.

Events on The LOT and throughout the On the Dot neighborhood, including longtime Andrew Square neighbors and visitors from South Boston, throughout the City of Boston and beyond, will continue and grow in scope as the mixed-use neighborhood is built out over the next few years.

“The LOT is another piece of our activation and growing recreational choices in the heart of the emerging On the Dot neighborhood, launching now and running through the fall,” said Michael Cahill, Senior Vice President of Development of Core Investments. “We have programmed a variety of events for families and individuals for our neighbors and friends and visitors, and we hope to see you there soon!”

Core Investments is now in the process of working with City of Boston planners and the neighborhood, particularly the Andrew Square Neighborhood Association, to design and obtain permits for residential, commercial, retail, civic, and open space in the 21 acres. As a part of that planning, Core would begin with a mixed-use four-building project on nine acres just north of the Andrew Square MBTA Station, including a first building with residential and retail focus.

The LOT will be the scene of seven significant events, at least weekly and sometimes more often, through early December. A separate schedule of early events, including Farmers Forge on Saturdays and Thursday and Sunday music gatherings at Cannonball Cafe, has already begun, to kick off the fall schedule of larger events. The Cannonball Cafe events will continue.

The first public event on The LOT will be Movie Night, on Friday, Sept. 22, 5:30-9 p.m., featuring “The Lion King.” Residents, friends, and family are invited to the family-friendly showing, where the Cannonball Cantina will be open for refreshments. Free tickets come with complimentary popcorn and cotton candy.

The more frequent events, including Acoustic Thursdays, Farmers Forge on Saturdays, and Rhythm and Brunch on Sundays, that are under way are also planned and programmed by the staff at Core Investments and its partners.

Acoustic Thursdays are 6-8 p.m. on the Cannonball Cafe patio, with acoustic music and cold drinks, through September.  Beer, wine and coffee will be served, as well as treats from the cafe.

Farmers Forge events, a farmers’ market with fresh produce, items from local vendors and coffee will be Saturdays 9-noon, with the Cannonball Cafe open 8 a.m.-1 p.m. These events will be weather-dependent, and changes will be announced on the On the Dot Instagram page.

And every Sunday, 10 a.m.-1 p.m., Rhythm & Brunch fills the Cannonball Cafe, with life jazz music from house band Safari & the Beat Explorers, with weekly surprise guests. The music is hosted on the outdoor patio, and Cannonball Cafe will be serving brunch specials.

In addition to Movie Night on Friday, Sept. 22, Autumn events upcoming on The LOT:

A Fall Block Party will be held on Saturday, Sept. 23, Noon-6 p.m. Food trucks, raffles, yard games and shopping will be enjoyed at the community event.

On Sept. 30 and Oct. 1, 8:30 a.m.-5:30 p.m., the annual Crossfit Southie Showdown will be held at The LOT. the two-day event features 250 athletes across three divisions and will take place inside and outside, with vendors showing athletic apparel, and athlete recovery solutions. And of course food and music.

Oktoberfest will be celebrated on Oct. 14, Noon-6 p.m., on The LOT, with a variety of food offerings and beer and local artists entertaining. This one is for all ages, or anyone who like carnival games and tasty foods.

Halloweenfest will be Oct. 28, 4-9 p.m., a family-friendly gathering with pumpkin carving and other themed activities. The Cannonball Cafe’s Cantina will be serving beverages, along with fare of food trucks.

On Veterans Day, Nov. 11, Noon-4 p.m., The LOT will host Giveback Bash, a day to honor our military veterans and focus on giving back to the community. Activities will include writing letters for troops and first responders, chalk messages on the sidewalks, donation bins, and signups for volunteer work. Again, the Cannonball Cafe Cantina will be open, along with the presence of food trucks.

A Holiday Market is set for The LOT on Dec. 2-3, Noon-6 p.m., where visitors can continue, or begin, shopping for the Christmas and Hanukkah seasons. Jewelry, clothing, local souvenirs and more will be for sale, along with Santa photos and warm drinks.

The formal schedule of events at The LOT began last week with a private Launch Party for Core Investments, the Andrew Square Neighborhood Association, company partners, and their families.

To view the full schedule of events and learn more about The LOT, please visit the . To RSVP for individual events, please go to:

Movie Night –

Fall Block Party –

Southie Showdown –

Oktoberfest –


Giveback Bash –

Holiday Market –


On the Dot neighborhood development is now in permitting stages and under review by City of Boston agencies, including the Boston Planning and Development Agency.

Following years of planning and extensive collaborative discussion with neighborhood residents, local elected officials and City of Boston planners, Core Investments specified its intention to begin with a four-building complex of residential, commercial and retail space on about nine acres in the southern portion of the new neighborhood, near Andrew Square Station.

The larger, 21-acre Master Planned On the Dot neighborhood will also deliver on other policy emphases of the Wu administration, including resiliency, robust open spaces and trees, transit accessibility, and sustainability.


Core Investments is a Boston real estate development and Investment company specializing in acquiring and redeveloping urban mixed-use and commercial buildings. Core is positioned to continue adding value to existing neighborhoods as well as developing new ones. Core is committed to creating communities, improving the quality of life for both residents and commercial tenants. Core accomplishes this through smart architectural design that creates meaningful places, incorporating history, context and community. Core secured permitting for and has just delivered the first phase of nearby Washington Village, called South Standard, in partnership with Samuels & Associates and Intercontinental Real Estate Corporation. Washington Village is a one-million-square-foot mixed-use project on more than five acres in South Boston. For more information, please go to .

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