Mark Your Calendar: Boston’s Biggest Events in 2025

Boston is a city that knows how to celebrate—whether it’s a world-class sporting event, a music festival, or a centuries-old tradition that brings people together. In 2025, the city’s calendar is packed with can’t-miss events that highlight the best of Boston’s culture, history, and community spirit. Whether you’re visiting for a weekend or a longtime local looking for something new, there’s no shortage of events all year round. And with The Boxer as your home base—just steps from TD Garden, storied neighborhoods, and the best of the city—you’ll be perfectly positioned to experience it all.

St. Patrick’s Day Parade | March 16

Boston’s Irish heritage takes center stage in March with the annual St. Patrick’s Day Parade. South Boston—affectionately called “Southie”—comes alive with bagpipes, floats, and plenty of green as thousands gather to celebrate. Expect lively pubs, traditional Irish music, and festive energy all weekend long. 

Fourth of July Fireworks & Boston Pops Concert | July 4

Boston knows how to do the Fourth of July right. The Boston Pops Fireworks Spectacular is one of the most iconic Independence Day celebrations in the country. The evening kicks off with a moving performance from the Boston Pops Orchestra at the Hatch Shell, followed by the crack of fireworks as they light up over the Charles River. Make sure to arrive early to secure a good spot along the Esplanade! 

Fenway Park & Red Sox Season | April–September

No trip to Boston is complete without catching a game at Fenway Park, the oldest Major League Baseball stadium still in use. The 2025 season promises plenty of excitement, and even if you’re not a die-hard baseball fan, the energy inside Fenway is contagious. Grab a Fenway Frank, sing along to “Sweet Caroline,” and soak in the magic of one of baseball’s most legendary franchises. 

Swan Boats Reopening | April 19

A beloved Boston pastime, the Swan Boats return each year, bringing a touch of charm to the Public Garden lagoon. Operating for over 140 years, these pedal-powered boats offer a peaceful ride through the park’s scenic surroundings. Whether it’s a nostalgic favorite or a first-time experience, a Swan Boat ride is a classic way to welcome spring in Boston. 

The Boston Marathon | April 21

Few sporting events capture the heart of the city like the Boston Marathon. Every Patriots’ Day, thousands of runners from around the world tackle the famed 26.2-mile course, cheered on by roaring crowds along the route. Even if you’re not running, the energy in the city is palpable. The best spots to watch? The infamous Heartbreak Hill for a test of endurance or Boylston Street for an unforgettable view of the final sprint to the finish line. 

Boston Calling Music Festival | May 23–25

One of New England’s biggest music festivals returns in 2025 with a powerful lineup of artists. Boston Calling is known for blending top-tier headliners with rising talent across rock, indie, hip-hop, and electronic music. Beyond the music, festival-goers can enjoy gourmet food vendors, craft beer gardens, and interactive art installations. If you’re looking for an energizing way to kick off summer, this three-day festival is it. 

Boston Film Festival | September 

Film lovers won’t want to miss the Boston Film Festival, an annual event that spotlights independent films, documentaries, and major premieres. It’s a great opportunity to see fresh storytelling from emerging and established filmmakers, with many screenings featuring Q&As with directors and actors. 

Head of the Charles Regatta | October 17–19

Every fall, rowers from around the world descend on the Charles River for the prestigious Head of the Charles Regatta. This two-day event is the largest of its kind, offering thrilling races and picturesque autumn views. Whether you’re a rowing enthusiast or just looking for an excuse to enjoy the fall foliage, this is a quintessential Boston occasion. 

Winter Holiday Markets & Festivities | November–December

As the holiday season rolls in, Boston transforms into a winter wonderland. The European-style holiday markets at Snowport and City Hall Plaza are perfect for finding unique gifts, sipping hot cocoa, and savoring seasonal treats. End your evenings at Boston Common, where the twinkling lights and ice skating at Frog Pond create a magical winter outing. 

Where to Stay for Boston’s Biggest Events

With so much happening in the city, you’ll want a home base that puts you in the heart of the action. The Boxer, housed in a beautifully restored 19th-century building in Bulfinch Triangle, features industrial-chic design, cozy accommodations, and an inviting atmosphere that feels distinctly Bostonian. 

Big events call for big experiences, and there’s no better place to be than Boston in 2025. Whether you’re here for the races, the festivals, or just the fun, make sure you have a retreat that’s as exciting as the city itself. The Boxer puts you right in the action—why stay anywhere else?