Dueling Mayor Fundraiser
Friday, May 16th | 7 p.m. at Knights of Columbus, 545 Medford Street
For the first time in Charlestown’s mayoral race history, the candidates are throwing a party together to benefit the Bunker Hill Day Parade! It’s just $25 per ticket, or $250 per table. You can expect to see DJ Macca behind the booth while enjoying drinking games and raffles. All proceeds go towards funding the parade!
Crate Escape & Suite Escape’s Pups and People Open House
Friday, May 16th | 5 to 8 p.m. at Crate Escape Charlestown
You’re invited! This Friday, May 16th from 5 to 8 p.m., Join Crate Escape Charlestown for their Suite Escape Open House—a special event for pups and their people! Sip on beverages, nibble on small bites, snag some paw-some dog giveaways, and get an inside look at where the magic happens. You will also be able to meet their trainers. Whether you’re planning your pup’s next sleepover or just curious about our space, we can’t wait to meet you! Crate Escape is located in the Navy Yard at 200 Terminal St, Charlestown. Go wag, sip, and stay a while!
USS Constitution is Underway on Friday
USS Constitution is scheduled to get underway Friday, May 16, from Charlestown Navy Yard at 10:00 A.M. The cruise will be visible from the Boston Harborwalk, Castle Island, and Charlestown Navy Yard. A 21-gun salute will be fired at approximately 11:30 A.M., viewable from Fort Independence on Castle Island. Read more about it!
Grand Opening at emmi Bakery & Cafe
Saturday, May 17th | 12 to 4 p.m. at emmi Bakery & Cafe (100 City Square)
Charlestown’s newest breakfast and lunch spot, emmi Bakery & Cafe, is having a grand opening celebration on Saturday! There will be fresh pastries, coffee, sandwiches, and raffles. All raffle proceeds go to a local non-profit organization.
Grand Opening at the Goddard School of Charlestown
Saturday, May 17th | 10 a.m. to 12 p.m. at The Goddard School (100 1st Ave, Building 39)
The Goddard School‘s Grand Opening is happening on Saturday! Get ready for creative crafts, fun games & sports, music & movement, parachute play, popcorn, treats & more. Bring your friends, family, and neighbors — Everyone’s welcome for a joyful day of play and community!
Swiftie Sunday at Warren Tavern
Sunday, May 18th | 12 to 3 p.m. at Warren Tavern
Get ready for a Warren Tavern Sunday Funday dedicated to all things Taylor Swift! The suggested donation is $20, and all proceeds will go to Baby Boyle for 2025 Charlestown Mayor (which funds the Bunker Hill Day Parade Committee). Your donation will include a bag of Swiftie goodies for the event! Text Sean (617) 784-4519 to reserve your spot.
Kids Personality Portrait Sessions by Janelle Carmela Photography
Sunday, May 18th | Between 9 and 11 a.m.
Do you ever want to capture your little ones in all their cute 3, 6, 10, 15 year old glory? Freeze time with Janelle Carmela Photography’s 10-minute personality mini session that will give you forever memories of every single detail. Cost is $250 per child, with a $50 sibling discount. Book your spot before they’re gone!
National Bike to Work Day on Friday
Join a neighborhood-based group ride, or Head to City Hall between 7 and 9 a.m. on Friday, May 16th. Enjoy some breakfast snacks and coffee. Stop by tents and tables to learn about local businesses and organizations that support our cycling community in the Boston region. Get more information here!
Plan your trip – this weekend is Boston Harbor Islands Free Ferry Weekend
Celebrate Boston Harbor Islands opening weekend with a FREE trip to Spectacle Island! Explore Spectacle Island’s beaches and winding trails. Catch the ferry to Spectacle right from Downtown Boston’s Long Wharf North… for free! Tickets are first come, first served, and can be picked up at the Boston Harbor City Cruises Ferry Center at Long Wharf North beginning at 8:00am. No advance reservations. Arrive early, as this event will sell out fast! Read more about it all here.
SPORTS!
Celtics vs. Knicks on Friday at 8pm
Red Sox vs. Braves– Friday, May 16th at 7:10pm, Saturday, May 17th at 7:15pm, Sunday, May 18th at 1:35pm
Abbey is the face behind Caught in Charlestown. In 2023 she migrated from Southie to Charlestown and brought the spirit of the ‘Caught In’ community with her. She is a new momma, creator, real estate agent, yogi, and so much more.
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