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5 Reasons Why This Winter Is A Great Time To Visit This Iconic U.S. City

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A city that's just as charming as it is historical, known for its passionate sports culture, prestigious colleges, historic landmarks, and freshly caught seafood, travelers will find plenty to do in Beantown. But when’s the best time to visit?

With four distinct seasons, Boston is a year-round destination – so you really can’t go wrong. However, if you’re on the lookout for cobblestone streets, possible flurries, quaint neighborhoods, and a variety of winter activities, then winter is your winner.

Here are 5 reasons why this winter is a great time to visit this iconic U.S. city:

Boston in the winter

Easy to Navigate

While the city has an extensive subway and bus system that’ll get you from A to Z, Boston is actually one of the most walkable cities in the U.S.

In the winter months, those appealing side streets will quickly turn into a hike – but it’s truly the best way to see all the city has to offer.

From compact Chinatown to the Seaport’s Harbor views, travelers will find it simple to hop from one area of the city to another with ease. Reminiscent of a small European city, Boston was designed to be easily walkable.

Winter Activities For All

The nation’s oldest public park has one of the best ice skating rinks in America, and it’s in Boston!

Gliding across the Frog Pond, sledding down Boston Common’s rolling Hills, enjoying a Historic Trolley Ride, or hunkering down in an outdoor igloo – the city has it all.

The Langham Boston
Langham Hotel Boston

A Central Hub

With a slew of public transportation options, Boston is the ideal hub for exploring other parts of Massachusetts during the winter too. 

Board the purple line to Rockport, Gloucester, or Newburyport as you explore the local charm of coastal New England. Historic Concord and Lexington are also within driving distance if you’re looking to rent a car – the possibilities are endless!

Charming Neighborhoods

For a U.S. city, Boston’s various neighborhoods are different in many ways.

Some can be found lined with impressive brownstones, flower boxes, and uneven streets, while others showcase narrow townhouses, coastal walks, and yacht ports – You’ll feel as though you’re exploring several cities in one trip.

Langham Boston Exterior
Langham Hotel Boston

Best Areas to Stay in the Winter

Financial District

Close to Boston's most famous sights and attractions, The Langham Boston is the perfect hub for your winter adventure.

Sophisticated luxury meets city vibes, the hotel draws inspiration from its iconic London location, with hints of New England design and charm. 

Treat yourself to a home-cooked meal or craft cocktail inspired by Boston’s vibrant culinary scene.

Set in the former Federal Reserve Bank's hall, Grana is truly a blend of modern meets old-school charm. The Dishes are just as impressive as the restaurant's interior design. 

Indoor Pool Langham Boston

Hanging chandeliers, family-style shareables, timely portraits, and hues of blue and beige – you’ll feel as though you’ve been transported to another era entirely.

Designed to portray a British pub with a New England twist, pop on over to the Fed for a snack and an evening nightcap. 

Snowing outside? Take a few laps in the heated pool, hunker down in the sauna, or unwind in the whirlpool.

The pavilion area at the Langham is an ideal winter-escape to relax. 

Omni Hotel Seaport Lobby
Omni Boston at the Seaport

Seaport District

In a modern part of the city surrounded by must-visit sites, the Omni Boston Hotel at the Seaport is your gateway to harbor views, happening restaurants, quirky bars, and beautiful winter installations. 

With seven dining options available without ever having to leave the hotel, it’s the best option if you’re looking to cozy up indoors during a chilly Boston winter.

With an inviting warmth in its design, Kestra is the spot to indulge in a big breakfast or evening drink. 

Omni Hotel Rooms

In the evening, enjoy a hearty meal by the light of the high-definition televisions at the Sporting Club: A sanctuary for sports-lovers to congregate.

This buzzing restaurant has one of the best lobster rolls I’ve tried in Boston thus far! 

No matter where you choose to eat or drink, you’ll feel a part of the Omni family in no time.

And if the weather’s really bad out there, why not indulge in the 24-hour fitness center or Breve Spa? Nothing says snowy day like views of the Seaport or a relaxing massage!

Kestra Boston

Safety First

As one of the safest U.S. cities for solo travelers, Boston is a top contender year-round.

Like any major city, it’s important to stay vigilant, but for the most part, the city is extremely safe to walk around. With so many tourists out and about, you’ll never feel alone as you wander around.

**Hayley was a guest of Omni Boston and Langham Hotel Boston, who helped with the creation of this itinerary by hosting some of our accommodations and attractions. Her opinions, recommendations, and suggestions remain her own.**

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Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post.