The Blog

Spending the Holidays in Boston

It’s the season to bring about cheer around the whole world. What better way to ring in the new and enjoy the love of your favorite people then with a trip to Boston. This vibrant city loves throwing grand holiday events, encircled in wintry weather, celebration and lots of exciting traditions. Find out what the best things are to experience this year for Christmas in Boston and beyond. These are only a few suggestions, but grab some more insider tips with the corresponding ‘leaf’ posted on LeafCanoe! You sign sign up as a beta tester here.

Pain D’Avignon’s Holiday Pop-up at The Fairmont Copley Plaza


Boston really loves its farmer’s markets, but hates to say goodbye to them when the warm weather passes. However, the famous Fairmont Copley Plaza is hosting the Pain D’Avingnon’s Holiday Pop-up to the delight of market goers. This great Cape Cod bakery is bring its’ tasty pastries, breads and more to the hotel in the city, selling its wares on Fridays until December 19th. It’s worth visiting just to see the spectacular light display and tree as well.

Hearth Shares

What can be better than eating and also giving back to the local community? This year, countless restaurants are taking part in the “Hearth Shares” program, which allows patrons to add donations to their bill to benefit NGOs fighting hunger in Boston. Everything from Asian fusion to fresh seafood restaurants are participating for the last week of December.

The Back Bay Chorale

See this popular musical ensemble belt out classic Christmas tunes for a local look into the holiday spirit. See them accompanies by an orchestra of musical talent, specially organized for this special time of year. They seamlessly blend together old and new with favorite songs and some modern renditions as well.

First Night


Carrying on through the New Year, this is one of Boston’s biggest winter gatherings. The First Night celebrations take place in December and January, featuring local performers and giant displays of holiday spirit, like professionally carved ice sculptures. There’s also some great concerts and an unforgettable midnight firework harbor cruise.

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