Weekend Picks – May 22nd

Happy long weekend, Ctown!
MDW in Boston
Memorial Day is a national holiday and a day of remembrance for those who have died while serving in the armed forces of our country. Originally called Decoration Day, it was a day to visit the cemetery and decorate the graves of fallen soldiers. It’s also the unofficial kickoff of summer. Here are some things to do this weekend in the neighborhood if you’re sticking around!
Celebrate Memorial Day at the USS Constitution
USS Constitution will be open for public tours on Memorial Day, May 26, 2025, from 10 a.m. to 6 p.m. You’re invited aboard the ship to reflect on the bravery and sacrifice of the men and women of the U.S. Armed Forces. Plus, the USS Constitution will participate in Taps Across America at 3:00 PM on Monday.
Monday Brunch at Prima
Typically only open for lunch/brunch Friday – Sunday, Prima will be open for lunch on Monday for Memorial Day.
Essem Art Studio is hosting a School’s Out Workshop on Monday
No school? No problem. Artists ages 5+ are invited to join Essem Art Studio for a fun and creative School’s Out Workshop in their warm and welcoming studio space. During this special 9am-12pm workshop, artists will explore an engaging mixed media project designed to spark imagination, encourage creative confidence.
This workshop offers young artists the opportunity to create, experiment, and connect in a supportive studio environment filled with creativity and exploration. Learn more and register, here!
Eat at Warren Tavern to remember General Warren and his troops
The Warren Tavern was named in honor of General Joseph Warren, a prominent physician and patriot who played a crucial role in the early stages of the American Revolution, 251 years ago. Dr. Warren is best remembered for his leadership during the Battle of Bunker Hill, where he fought valiantly in Charlestown before losing his life. He also bravely warned Paul Revere and William Dawes that British soldiers were heading towards their sanctuary in Lexington, MA to arrest them. In the aftermath of the battle, Charlestown was left in ruins, but the spirit of resilience among its residents led to the rebuilding of the town, including the establishment of the Warren Tavern.
Celebrate Memorial Day Weekend by toasting to the general – make your reservation by calling (617) 241-8142. Plus, read more about the tavern, here!
Sun, cold drinks, and harbor views at Pier 6
Boston Eater came out with a list of the Best Views in Boston, and Pier 6 was included! This weekend, enjoy cold drinks and delicious food on the sunny patio or inside the restaurant, all with views of the water and city.
$1 Duxbury Oysters at Tradesman
Join Tradesman Charlestown every Saturday & Sunday from 11AM–3PM for the freshest deal in town — $1 Duxbury Oysters! Pair your oysters with their signature Oyster Shooters or sip on one of the craft cocktails for the ultimate weekend vibe.
Whether you’re starting brunch, keeping it casual, or gathering with friends, this is the perfect way to spend your afternoon. No reservations required — just go hungry and get ready to Buck a Shuck!
Enjoy Cisco outdoors – whether you’re headed to the Seaport or Fenway!
Cisco Seaport season is back and better than ever! Enjoy this weekend’s sunshine and warm weather, with a cold Gripah, a cocktail by 888 Distillery, or some Nantucket Vineyards wine. You have to check out their Seaport venue updates, where you can now rent your own shACK and enjoy their new huge, tented stage area. You should also take a trip to their Fenway location, which has ballpark-inspired bites, is dog friendly like Seaport, and features live music on the week and on weekends.
Boston Launch Company’s May Hours
Boston Launch Company has created our favorite bar crawl – by way of water. Take the boat from Pier 6 in Charlestown, to Reelhouse Oyster Bar in Seaport, Tallship in Eastie, and Reelhouse in Eastie. They will operate from 11am to 11pm Friday through Sunday during the month of May. Call 617-504-6024 for a ride!
Check out Flight House Fitness at an Open House
Head to Flight House Fitness for an open house this weekend! You can visit Friday 2-6pm, Saturday 9am-2pm, or Sunday 10am-2pm. They are getting ready to open a massive new gym in Charlestown early June—and it’s aiming to be more than just another place to work out. Located at 465 Medford Street along the Mystic River, the 50,000-square-foot space is designed to bring everything fitness-related into one spot. Members will have access to a traditional open gym, group classes that blend strength and cardio, and even private recovery suites. The idea is simple: instead of juggling multiple memberships, you can do it all in one place. Read all about it, here!
SPORTS!
Red Sox vs. Twins – Friday, May 22nd at 7:15pm, Saturday, May 23rd at 4:15pm and Sunday, May 24th at 1:35pm.
NBA Playoffs – schedule here
NHL Playoffs – schedule here
Here are 9 places to watch the game in the neighborhood!
Check back as this list may be updated. Thank you to our Caught in Charlestown readers and Neighborhood Partners for supporting our local journalism efforts!

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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