Boston is a city that never slows down. From world-class marathons to waterfront festivals, live music, and historic celebrations, every season brings something new to experience. Whether you’re here for a weekend or a longer stay, the city’s energy is nonstop—so having a great place to recharge is key. The Envoy Hotel offers just that, with bold, modern design, creative spaces, and rooftop views that set the stage for whatever comes next.  

Here’s what’s happening in Boston this year. 

Winter Festivities and Cozy Gatherings 

Boston Wine & Food Festival (January–March)

Wine lovers, rejoice! The Boston Wine & Food Festival is back, offering an indulgent mix of tastings, chef-led dinners, and educational wine seminars. With events spanning three months, it’s a must for foodies looking to sip and savor their way through the city. 

Lunar New Year Celebrations (February)

Boston’s Chinatown transforms into a vibrant spectacle of color, dance, and flavor during the Lunar New Year. Expect parades, night markets, and traditional performances as you ring in the Year of the Snake. It’s an unforgettable cultural immersion right in the heart of the city. 

Spring Spectacles and City Traditions 

Red Sox Opening Day (April 4)

Nothing says spring in Boston like the first crack of a bat at Fenway Park. Catch the Red Sox home opener and soak in the magic of one of baseball’s most iconic stadiums.

Boston Marathon (April 21)

A Boston tradition like no other, the Boston Marathon is one of the most prestigious road races in the world. Whether you’re visiting to cheer on a beloved athlete, soaking up the city’s electric atmosphere, or even running yourself, Marathon Monday is a day packed with energy and inspiration. 

Boston Calling Music Festival (May 23–25)

Get ready for three days of incredible music at Boston Calling, one of the city’s biggest festivals. With a lineup of top artists across multiple stages, plus local food vendors and art installations, this event is a must for music lovers. 

Summer Celebrations and Waterfront Fun 

Boston Harborfest (July 2–4)

Celebrate Independence Day in one of the most historic cities in the U.S.! Boston Harborfest is a multi-day celebration featuring fireworks, reenactments, harbor cruises, and family-friendly activities throughout the city, making it one of the most spirited events of the year. 

Shakespeare on the Common (July–August)

Pack a picnic and enjoy free, open-air theater performances of Shakespeare on the Common. Each summer, Boston Common transforms into a stage for classic plays, making for an idyllic warm-weather evening in the city. 

St. Anthony’s Feast (August 28–31)

Boston’s North End is famous for its Italian heritage, and St. Anthony’s Feast is its biggest celebration of the year. Enjoy live music, processions, and some of the best Italian food you’ll ever eat—all in a lively, festive atmosphere. 

Autumn Highlights and Holiday Cheer

Head of the Charles Regatta (October 17–19)

The Head of the Charles is the world’s largest two-day rowing event, drawing top athletes from around the globe. Even if you’re not a rower, the scenic banks of the Charles River make for a perfect spot to watch the action unfold. 

Boston Film Festival (September)

Film buffs, take note! The Boston Film Festival is your chance to catch indie gems, Hollywood premieres, and filmmaker Q&As in an intimate setting, making it a must for cinephiles visiting the city. 

Holiday Markets & Ice Skating at Boston Common (November–December)

As the year winds down, Boston turns into a winter wonderland. From festive holiday markets to ice skating at Frog Pond, the city is full of cozy and magical experiences to get you in the holiday spirit. 

Plan Your 2025 Boston Getaway

With so many events throughout the year, there’s never a bad time to visit Boston. Whether you’re here for a weekend or an extended stay, The Envoy is your waterfront hub for wanderlusters who crave creativity, culture, and connection. After a day of exploring, head up to the rooftop bar for craft cocktails and skyline views right at your fingertips—then rest up for whatever adventure comes next.

Book your stay, grab your itinerary, and get ready to experience the best of Boston in 2025.