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sample Itineraries

Heading North 
Historic Salem, Gloucester & Rockport

Explore the site of the Salem witch trials and a major eighteenth century trading port. Getting to historic Salem by train from Chelsea is easy taking the Newburyport/Rockport Line north from Chelsea Station. (Don’t forget to grab a bagel at Katz Bagels before you leave Chelsea, or a cup of coffee from El Dorado Bakery for the trip.)


The Salem Witch Museum in Washington Square and the Salem Witch Trials Memorial not far away reflect on the solemn history. Numerous boutiques serve contemporary witches. 


Salem Harbor was rife with pirates at one time and Real Pirates Salem can tell you all you need to know about Blackbeard and his crew.


Swing down to the National Park Service’s Salem Maritime Historic Site to see the Friendship of Salem tall ship and history of Salem and the sea.


About an hour by train from Chelsea is Cape Ann, with the Gloucester fishing village and the scenic arts colony of Rockport - which is the last stop on the line.


In Gloucester, take a day out at sea on a fishing boat or catch an extraordinary whale watch. The town also boasts some of the freshest fish on the North Shore, perhaps even caught a few hours prior. Dining in Gloucester is a great idea for seafood lovers.


The can’t miss Halibut State Park is in Rockland at the end of the line. A former rock quarry high above the ocean provides sweeping views all the way to Maine on a clear day.

TD Garden
New england's largest venue

If you’re headed to the big game, or a concert event, at the TD Garden, staying in Chelsea is the best decision you’ll make. Chelsea is just one stop away on the regional train line from the TD Garden at North Station. That doesn’t mean the train is near the TD Garden, it’s actually in it! The train lets out below the TD Garden, and visitors need only walk up the stairs or take the elevator up to get to the arena.


Without having to rush or drive, that means there’s plenty of time to take in Chelsea’s restaurants, pubs and bars before heading to the game on the train. Save on drinks inside the arena by hitting Chelsea Station Restaurant where they have dozens of whiskeys to choose from behind the bar and an impressive American bistro menu.  El Potro Mexican Bar & Grill has big screens around the bar showing the most important games while the large outdoor patio is great on a summer night. In the family-friendly atmosphere enjoy a variety of margaritas and a classic Mexican menu. 


The train trip is just 10 minutes into and back again from the arena.


Celebrate the game or relive the concert back in Chelsea. Lime Restaurant's desserts are among the very best in town and their bar features a number of spirits from local distilleries.  Or kick back at Tu Casa, our casual late night venue. 

Outside Boston
colonial history in Lexington-Concord

The first offensive action of the American Revolution was right here in the Battle of Chelsea Creek. The shot heard ‘round the world - where the first shot of the Revolutionary War took place on April 19, 1775 - happened nearby in Lexington and Concord.

It’s best to travel to this amazing National Park by vehicle as it’s located outside of Boston.


Stop at the Visitor’s Center and learn about the people that played a role in the first battle, including their journeys to the battlefield.


Contrary to what many have learned, the battle actually took place in a string of skirmishes along the road to Concord, now called Battle Road. There are dozens of battle sites along the road that can be accessed by car and have ample parking. However, the more adventurous might try the five-mile Battle Road Hiking Trail to get an authentic view of what the minutemen saw.


In nearby Lexington, visit the Battle Green where 77 minutemen faced British Regulars in a skirmish on the town green, which continues to be well-preserved.


The preserved Buckman Tavern is an excellent stop for any traveler trying to learn about the real people of the Revolutionary War and how they really lived. Built in 1710, Buckman Tavern was a gathering place for both locals and travelers, and the site of many important town meetings. It is where the minutemen waited for the British to arrive on the morning of April 19, 1775.

Historic Downtown Boston

The Freedom Trail is a great way to see  many of the major sites of the Revolutionary War in Boston is best done walking. Public transit from Chelsea will place you right onto the trail in just minutes. 


Guided walking tours leave from the Boston Common Visitor’s Center, 139 Tremont St., daily. See the site of the Boston Massacre, the Old North Church, King’s Chapel, Paul Revere’s House and many other sites.


The train from Chelsea arrives at North Station, and visitors only have to cross the street to get to Boston’s Historic North End. With narrow streets and quaint shops, the North End is the most recent home to Boston’s Italian American population. Scores of great restaurants line Hanover Street or Salem Street. It’s also home to the Old North Church and the Paul Revere House, so take a break and grab dinner and a cannoli before heading back to Chelsea.


While most everything in downtown Boston is historic, don’t forget to check out a little bit of the new at the Rose Kennedy Greenway. Built where Boston’s old elevated interstate highway cut through the downtown, the Greenway is a lush green park winding through the downtown with food trucks, quiet spaces, spray fountains to cool off, and many other things to enjoy.


When near the Boston Common, make sure to cross Charles Street to the Public Gardens, the first public botanical garden in America. With acres of green space, monuments, a lagoon and sometimes even tropical plants and trees. Take a ride on the Swan Boats - a true Boston tradition - and check out the Make Way for Ducklings statues.


Getting back to your room is once again as easy as hopping on the Newburyport/Rockport Line at North Station and traveling one stop back to Chelsea.

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