What To Do In Boston In Winter

Boston is often known as a summer destination, there is also plenty to do within the city during the winter. As the cobblestoned streets are transformed with a dusting of snow, so is your experience within this New England city. For your next wintertime adventure, here is a list of some of the exciting things for you to enjoy in Boston.

Skywalk Observatory

Located on the 50th floor of The Prudential Building, the Skywalk Observatory boasts one of the best aerial views of the city of Boston and its surrounding area. While this view is beautiful all year long, during the winter months the Skywalk Observatory offers a unique view of the snow-covered streets and rooftops as well as the frozen Charles River. Offering guests a 360-degree panoramic view of the Greater Boston Area, drop by to learn more about the history of the city through their interactive and educational exhibits. For those looking to dine in style, the Top of the Hub (located on the 52nd floor) allows guests to enjoy this spectacular view while dining and listening to jazz music.

Citi Performing Arts Center Boston

Discover the hub of arts and culture in downtown Boston at the Citi Wang or Citi Shubert Theaters during your stay in Boston. With a wide selection of cultural and artistic programming, there is a live performance or show to enjoy at their theaters on every night of the week. The perfect escape on a cold winter’s evening, the Citi Performing Arts Center has an affordable selection of cultural programming and contemporary concerts.

Harpoon Brewery

Launched in 1986 by Harvard graduates in Boston, this local brewery has become a staple to beer lovers looking to taste and explore their wide range of craft beer creations. Made in Boston with traditional European brewing methods, Harpoon is now widely enjoyed all over the US. Take shelter from the cold winter and warm up with one of their freshly made pretzels and exquisite selection of craft beers in the German-inspired beer hall situated along the waterfront in the Seaport District. Tours of their facilities are also available, offering guests a close-up on how the beer is made.

The Freedom Trail

Explore the historic side of Boston by foot along the 2.5-mile brick route that takes you on a journey through the significant sites that led to the creation of the Untied States of America. Learn from engaging guides about the American Revolution as you walk through the museums, meetinghouses, churches and burying grounds that have helped to shape the country’s rich history. Be sure to dress warmly as this tour takes you along the snowy streets of Boston to see these historic sites first-hand. After your tour, be sure to swing back to the Old State House and some of the other spots for a closer look into the cultural landmarks still present in Boston.

Faneuil Hall Marketplace

Dating back to 1742, Faneuil Hall Marketplace has been a hub for democracy and change in Boston, becoming the historic site for some of the country’s most famous orators to make their mark throughout American history. Located beside the Quincy Market Colonnade, tourists and locals alike enjoy the quaint retail space, which houses a number of food, fashion and memorabilia vendors nestled along this iconic cobblestone promenade.

Legal Harborside

Legal Sea Foods has become a landmark in Boston’s culinary landscape, renown for serving the freshest, locally sourced seafood for the last 60 years. The Harborside location is currently their flagship location with three floors in the Seaport district looking onto the historic Boston Fish Pier. It houses a restaurant and bar on the main floor, fine dining on the second, and a rooftop lounge on the third floor. Warm up from the winter winds with a bowl of their award-winning chowder, or indulge in their extensive selection of oysters, lobsters and seafood varieties.

Boston Symphony Orchestra

As one of the most iconic symphony halls known worldwide for their exquisite acoustics and renowned ensembles, the Boston Symphony Orchestra has an engaging full-range of musical programming year-round to please guests of all ages and interests. While their summer home is in Tanglewood, enjoy one of the best concert halls and selection of musical programming in the heart of downtown Boston.

The Beehive

If you are looking for a spot to listen to contemporary jazz while enjoying delicious eats, then look no further than The Beehive. This highly acclaimed restaurant and bar embodies the eclectic bohemian nature of this artistic community in a elegant space. They serve comfort food dishes fused together in a laid-back alternative atmosphere. The cozy basement bar and restaurant offers you a jovial spot filled with delicious eats and beautiful jazz music on a cold winter’s night.

Roam the Museums

And lastly, Boston is also a city known for their exceptional collection of museums and historic attractions. There is no better way to take a break from the cold than to spend a couple of hours indoors roaming the museum halls. For those families traveling with children, the award-winning Boston Children’s Museum is an exceptional educational experience for children to learn, play, explore and create in a state-of-the-art facility. For those looking for a seaside history lesson, the Boston Tea Party Ships & Museum is a must-see spot for tourists of any age.

Since you are here, we would like to share our vision for the future of travel - and the direction Culture Trip is moving in.

Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.

Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.

Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.

We know that many of you worry about the environmental impact of travel and are looking for ways of expanding horizons in ways that do minimal harm - and may even bring benefits. We are committed to go as far as possible in curating our trips with care for the planet. That is why all of our trips are flightless in destination, fully carbon offset - and we have ambitious plans to be net zero in the very near future.