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5 Fun Things to Do in Boston on a Rainy or Cold Day

By Andrew Byrd | February 26, 2021 | Culture


Winter time is typically set aside for curling beneath a blanket beside the fireplace while mulling over your favorite books and TV shows. However, these cozy domestic indulgences shouldn’t prevent you from an occasional outing. We assembled a list of spots in Boston best suited for your winter excursions.

Faneuil Hall Marketplace and Quincy Market
This historic Boston landmark is situated a few steps away from the waterfront. The marketplace famously houses a plethora of shops, as well as myriad options for delectable food. This includes the renowned Quincy Market Colonnade, which offers a wide variety of international cuisine, such as Gourmet India and Ueno Sushi. To top off the day’s festivities, you can enjoy invigorating street performances while journeying through the vast cobblestone promenade. 4 S. Market St., 617. 523.1300,

Copley Place Mall
A trip to the mall with the promise of a successful shopping spree could be the ideal outing for a day with your family or to have a quaint afternoon date. Accommodating luxury fashion staples, such as Dior, Fendi, Gucci and Louis Vuitton, Copley Place Mall is here to help you find your new winter garment, or perhaps an early accessory for the spring. 100 Huntington Ave., 617.262.6600,

Prudential Center
Located in the Back Bay district in the heart of the city, the Prudential Center provides an all-inclusive hangout spot set to fill your day with activities. Ranging from fine dining locations, such as the Mediterranean restaurant Porto, to luxury retail stores, such as Saks Fifth Avenue, there is an abundance of options to warm your chilly day. To end the trip, take a tour of their public art display, where they have commissioned immaculate work, such as Justin Favela’s abstract tapestry “Provecho.” 800 Boylston St., 617.236.3100,

Freedom Tour Trail
This renowned tour, hosted by tour guides decked out in their best-dressed 18th century garb, takes you through an interactive journey, encapsulating 250 years worth of Boston’s history. The Freedom Trail consists of a 2.5 mile red line that guides you through 16 nationally-historic sites, which includes a cultivated collection of sites such as King’s Chapel or the Massachusetts State House that reveal the story of the road to the American Revolution. 139 Tremont St., 617.357.8300,

Coit Observatory
Looking for an unconventional way to spend a romantic evening? The Coit Observatory offers the perfect form of escapism with a chance to observe the night sky through Schmidt-Cassegrain telescopes and binoculars. Offered by the University of Boston Astronomy Department, they provide the perfect rooftop setting to allow you and your significant other to get lost in the starry night sky. 685 Commonwealth Ave., 617.353.2630,

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