A Boston for All Seasons – Things to Do Year-Round Near Newbury Guest House

Other places may have their tropics, their amusements, their resorts. Boston has its seasons, and each one offers something special.

At Newbury Guest House, located in the heart of Back Bay, we get a front-row seat to the beauty, fun, and wonder of Boston all year long. Below are some of the best things to do in Boston during winter, spring, summer, and fall

WINTER IN BOSTON – Cozy Activities, Breweries & Theater

Winters can be tough in New England—cold weather, snowstorms, and icy roads.

Fortunately, Boston stays cozy and full of life, no matter the temperature. A winter stroll through downtown with a hot drink in hand feels like a warm blanket on a brisk night.

If you’re in the mood to explore Boston’s pub scene, the city’s many taverns and breweries are perfect winter hideaways. You can even join the organized Ale Trail (via MeetBoston.com) to sample Boston’s award-winning craft breweries like Samuel Adams and Harpoon.

If you prefer entertainment over brewery tours, the Boston Theater District offers Broadway shows and acclaimed local productions in venues such as the iconic Wang Theatre. It’s a perfect way to warm up your evening.

As winter nears its end, Boston gears up for one of its biggest celebrations: the St. Patrick’s Day Parade in South Boston. With nearly one million attendees, this historic parade dates back to 1737 and also honors Evacuation Day, marking the British retreat in 1776. Boston’s Irish pubs are especially lively on this day—Slainte! 

SPRING IN BOSTON – Art, Culture & Historic Landmarks

One of Boston’s year-round treasures is the Museum of Fine Arts. Spring is an especially ideal time to visit, thanks to its special exhibitions alongside a world-class collection of nearly half a million works.

When Boston’s crisp spring air rolls in, it’s also the perfect time to explore historic sites. The Freedom Trail takes you past more than a dozen major landmarks tied to early American history.

Choose a self-guided tour or join a costumed guide for an immersive experience. Another option is the Old Town Trolley Tour, which covers over 100 points of interest and is a great way to see all of Boston’s historic neighborhoods.

SUMMER IN BOSTON – Music, Waterfronts & Outdoor Adventures

Summer in Boston is full of energy, festivals, and outdoor fun. Highlights include major seasonal gatherings like the Boston Pops Fireworks Spectacular.

Food, sports, art, music, and coastal scenery all come alive this time of year. Stop by Wally’s Cafe, one of Boston’s oldest jazz clubs, to enjoy live music on a warm night.

For a coastal escape, head out to Provincetown and enjoy seaside New England at its best. Or simply wander the incredibly walkable streets of Boston on a midsummer night and take in the city’s vibrant atmosphere.

FALL IN BOSTON – Foliage, City Views & Culinary Comforts

Fall in New England is legendary, and Boston offers the perfect blend of autumn foliage and urban charm.

Start with a panoramic view from the Prudential Tower, where you can admire Boston’s skyline and plan your next destination—Fenway Park, Boston Harbor, the Public Garden, and more.

To pair the crisp fall air with something delicious, stroll through Chinatown and enjoy a bowl of noodles or dim sum. The neighborhood’s street art and cultural landmarks make it a great walking destination.

Another beloved stop is Quincy Market, one of America’s earliest public markets. With street performers, local shops, seasonal treats, and countless food options, it’s a lively place to explore and people-watch.

Your Back Bay Home Base for Every Season

No matter when you visit Boston—winter, spring, summer, or fall—Newbury Guest House is the perfect Back Bay hotel to anchor your trip.

From our unbeatable location on Newbury Street, you can easily explore seasonal attractions, historical sites, and the city’s most iconic neighborhoods.

Whatever season calls to you, Boston has something unforgettable waiting.