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Chara said at the start of the 2017-18 season his priority was to keep playing and to do it for the Bruins, and his performance this season, during which he turned 41, made it impossible for the Bruins to play around in negotiations.
Here are some observations and thoughts I had after the Bruins earned their fifth point of the road trip with a shootout loss in Winnipeg.
The Boston Bruins are bringing back their captain for another season.
The Bruins are set to embark on what could be a long postseason run. There remains doubt on the goaltender's playoff mettle. Here's a look at some facts.
The Boston Bruins are remarkably hot right now. Even when they don't play, they still win.
The Bruins snagged an overtime road win thanks to Brad Marchand's goal just 28 seconds into the extra frame.
Bruins defenseman Charlie McAvoy donated equipment and visited kids at Smart Light Sports in Woburn.
The Bruins clinched a playoff berth on Wednesday night. On Thursday afternoon, they're taking a little bit of a victory lap.
The uncertainty of what is actually a punishable offense in the NHL continues.
Just one game into his NHL career, Ryan Donato is already a rising star for the Boston Bruins. But that doesn't mean he's going to ignore his academics at Harvard.
Bruins coach Bruce Cassidy had just spent some time with Ryan Donato before and during the rookie's first NHL morning skate Monday, and the bench boss was being asked about how Donato's experiences at the 2018 Winter Games in South Korea could help the player in his debut at the sport's highest level.
Ryan Donato is expected to make his Boston Bruins debut on Monday night. But first, he had to practice with his new team.
It's been three weeks since Patrice Bergeron was shelved due to a fractured right foot, but the Bruins' best all-around forward took a big step toward a return to game action on Monday.
The Boston Bruins have signed Ryan Donato to a two-year, entry-level deal and say the U.S. Olympic star could play for them right away.
Tuukka Rask stopped 23 shots to hand Tampa Bay its first shutout of the season Saturday, lifting the Boston Bruins over the Lightning 3-0.
By now, Chara certainly knows and appreciates Bruins history. And he has a profound respect for the greatest Bruin of them all.
David Backes was back out there on Thursday night for his second game back from suspension, but he didn't last long.
The Florida Panthers beat the Boston Bruins 3-0 on Thursday night.
The Bruins are entering the final stretch of the regular season in good position in the standings, but they're going to be a bit shorthanded.
The Capitals forward continues his march up the scoring list but he'll need a Stanley Cup to be considered among the all-time greats.
Riley Nash has met every challenge placed in front of him this season
Patrick Kane scored a tie-breaking power-play goal with 3:16 left in the third period and had an assist, and the Chicago Blackhawks beat the Boston Bruins 3-1 on Sunday afternoon.
The Bruins fell behind, but came surging back in the third period to beat the Chicago Blackhawks, 7-4.
The NHL wants Brad Marchand to know that he's being watched.
The Bruins haven't so much as hit a speed bump since losing some of their very best players.
As we tick towards the end of what will be an all-time, record setting, top-ten snowstorm for Boston, it is awfully hard to ignore what may be coming next for Massachusetts.
Several school districts in Massachusetts and New Hampshire decided to stay closed for one more day Tuesday due to the snow.
It took a bit longer than usual due to winter conditions in New England, but the Patriots are back home as AFC Champions after winning in Denver.
The police in Bangor, Maine, said all six people on a private business jet are presumed dead after the plane crashed in a snowstorm at Bangor International Airport.
The Seahawks and the Patriots previously met in the Super Bowl back in 2015, when a last-second goal line interception by Malcolm Butler sealed the win for New England.
Boston's biggest snowstorm in nearly four years will be a memorable one. Follow live updates here.
It's the biggest winter storm in years in Massachusetts. See who has the most snow so far.
Several school districts in Massachusetts and New Hampshire decided to stay closed for one more day Tuesday due to the snow.
Massachusetts got plenty of snow on Sunday. Unfortunately, this storm comes complete with a day two.
As we tick towards the end of what will be an all-time, record setting, top-ten snowstorm for Boston, it is awfully hard to ignore what may be coming next for Massachusetts.
As millions of Americans struggle with paying for health care, doctors and health experts discuss how medical care is being eroded by insurers denying necessary tests and treatment, making it "more difficult to be healthy in the United States."
Flu cases are rising rapidly, especially among kids in Boston, where hospitalizations of children under five have increased 150% over the last two weeks.
Four children have died from the flu in Massachusetts so far this season, public health officials say.
Fewer people in Massachusetts are getting their seasonal flu and COVID vaccinations as the number of respiratory infections in the state continues to rise.
Flu is on the rise in Massachusetts, just as people are starting to gather for the holidays.
It took Aaron Braun years to get more than 93,000 Dunkin' rewards points, but after a policy change he's left with a fraction of that.
In the last three years, the Better Business Bureau has received thousands of complaints about GE.
A home baker from Foxboro, Massachusetts is frustrated that the pricy oven she bought from GE wasn't working properly. Attempts to fix it failed.
Eight states have laws making police body cameras mandatory. Massachusetts isn't one of them.
A Massachusetts family got stuck with a bill for a damaged tire on their rental car, even though they bought the extra coverage.
Both the Trump and Healey administrations are using government websites to blame each other for the shutdown.
Which party stands to take more of the blame from voters for the government shutdown? Here's what a new poll says.
A UNH Survey Center/Granite State poll shows John Sununu crushing Scott Brown by 23 points among likely primary voters in New Hampshire.
Seth Moulton said he's running against Sen. Ed Markey because "our party leaders are clinging to that old playbook."
Maine Governor Janet Mills' run for Senate comes with an unusual promise - she will only serve one six-year term.
Time Out Market Boston, a food hall that opened in the Fenway neighborhood in 2019, won't be closing after all.
The 2026 semifinalists for the James Beard Award are out, and several Massachusetts restaurants, bars and chefs made the list.
Boston's Time Out Market, a Fenway food hall that opened less than seven years ago, is now set to close.
Small businesses in Massachusetts are seeing a boom in business thanks to the playoff run by the New England Patriots.
Three Uno Pizzeria & Grill locations in Massachusetts and one in Rhode Island have closed for good.
Just steps from the water's edge along Lake Winnipesaukee, a spectacular estate mixes modern architecture with breathtaking views.
An innovative craft winery located in downtown Meredith, New Hampshire, Hermit Woods is taking a different approach to winemaking.
Located on the water's edge along New Hampshire's Lake Winnipesaukee, Mill Falls blends elegant luxury with spectacular vistas.
Kohler Store by Supply New England and an interior designer showcases how beauty and functionality can breathe new life into a project.
James Beard-nominated pastry chef and co-founder of Bakey in Boston gives insight on how to make his world-famous babka.
It took a bit longer than usual due to winter conditions in New England, but the Patriots are back home as AFC Champions after winning in Denver.
The Seahawks and the Patriots previously met in the Super Bowl back in 2015, when a last-second goal line interception by Malcolm Butler sealed the win for New England.
Patriots head coach Mike Vrabel and quarterback Drake Maye reacted to the team's AFC Championship Game win.
It wasn't pretty, but the New England Patriots are headed to Super Bowl LX after beating the Denver Broncos, 10-7, in the AFC Championship Game.
The New England Patriots are in Denver to play the Broncos in the AFC Championship Game with a berth in Super Bowl LX on the line. Here's how you can watch.
A gathering of North Atlantic right whales off Massachusetts over the weekend appears to have set a new monthly record.
A rocketship on a downtown Boston roof is part of the new Winteractive 2026 public art installation.
The overpowering scent of Dunkin' donuts in the air has some Haverhill residents complaining.
Alex Cornwell's display of nearly 300 Christmas inflatables is attracting visitors from around Massachusetts.
Police are looking for whoever opened fire on inflatable Christmas decorations in Bow, New Hampshire.