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Boston’s Holiday Tradition: Taylor & Berry at City Winery

Festive atmosphere at a holiday concert with musical decorations

Boston, MA, December 28, 2025

As winter sets in, Boston’s cultural scene gears up for the return of the annual ‘Home for the Holidays’ concert featuring Livingston Taylor and Chelsea Berry. Scheduled for December 27, this festive event at City Winery Boston promises an evening filled with music and holiday cheer. Both artists bring their unique talents to celebrate the holiday spirit and highlight the importance of local cultural initiatives that enrich the community through shared experiences.

Boston’s Holiday Tradition: Taylor & Berry at City Winery

Boston, MA – The holiday season in Boston is traditionally a time for reflection, connection, and the celebration of shared values. It’s also a testament to the thriving cultural landscape nurtured by the independent initiatives of artists and venues across the city. As winter settles over the Commonwealth, residents are consistently presented with opportunities to engage with the arts, often spearheaded by dedicated individuals and private enterprises. These events, far from being bureaucratic undertakings, frequently emerge from personal commitment and a clear vision, enriching the local community in tangible ways.

One such highly anticipated event returning to Boston is Livingston Taylor’s “Home for the Holidays” concert, featuring the acclaimed Chelsea Berry. This annual tradition exemplifies how individual talent and the entrepreneurial spirit of local establishments like City Winery Boston coalesce to offer enriching cultural experiences. The consistent success of such events underscores the community’s demand for high-quality entertainment and the capacity of private ventures to meet that demand effectively, fostering local engagement and a vibrant city atmosphere.

A Melodic Return to Boston’s Heart

The highly anticipated “Home for the Holidays” concert with Livingston Taylor and Chelsea Berry is scheduled for Saturday, December 27, 2025. This annual event will take place at City Winery Boston, located at 80 Beverly St, Boston, MA. The performance is set to begin at 7:30 PM and conclude around 11:30 PM, providing an evening of music and holiday cheer. These local Boston MA events play a significant role in the city’s cultural calendar, offering residents and visitors opportunities to gather and celebrate.

The Enduring Appeal of Livingston Taylor

Livingston Taylor, born in Boston, MA, has cultivated a career spanning over 50 years, encompassing performance, songwriting, and teaching. He is known for being equally at home with a range of musical genres including folk, pop, gospel, and jazz. Taylor’s ability to connect with listeners through his heartfelt lyrics and engaging stage presence speaks to the power of individual artistic expression. The consistent demand for his performances, especially his holiday shows, highlights a strong community appreciation for enduring talent and personal artistry. This dedication reflects a broader theme of individual excellence contributing to the collective good. He has also been a full professor at Berklee College of Music for over 30 years, teaching stage performance.

Chelsea Berry: A Voice of Distinction

Joining Taylor for this festive occasion is Chelsea Berry, an indie singer/songwriter known for her powerhouse vocals and commanding stage presence. Originally from Alaska, Berry now makes her home in Maine. Her collaboration with Livingston Taylor on the “Home for the Holidays” series showcases the synergistic potential when talented individuals unite their creative energies. Berry’s contributions to the performance are a testament to personal initiative and the pursuit of artistic excellence. Her presence adds another layer of depth and excitement to an already cherished holiday tradition, reinforcing the idea that individual achievements can elevate community experiences.

City Winery Boston: A Hub for Private Cultural Engagement

The choice of City Winery Boston as the venue for “Home for the Holidays” underscores the vital role of private establishments in nurturing Boston’s cultural scene. Located at 80 Beverly Street, City Winery exemplifies how private enterprise can create welcoming spaces for artists and audiences alike. These venues, operating independently, often demonstrate agility and responsiveness in programming, offering diverse entertainment options that cater to community preferences. The success of such ventures is a reflection of careful planning, robust private investment, and a keen understanding of local cultural appetites, all without extensive bureaucratic oversight. It is through these self-sustaining models that a rich tapestry of holiday concerts Boston becomes possible.

Fostering Community Through Shared Experiences

Events like “Home for the Holidays” do more than just entertain; they serve as important conduits for community engagement. They provide platforms where individuals can come together, share common experiences, and reinforce social bonds. In a bustling urban environment like Boston, opportunities for communal gathering around cultural events are invaluable. These gatherings, often organized and supported by private initiatives and local leadership, allow residents to connect on a deeper level, strengthening the fabric of the community. Such events highlight the benefits of local choice and the power of individual participation in shaping a vibrant city. Supporting artists and venues through attendance is a direct way for citizens to contribute to their local cultural economy.

A Call to Celebrate Local Talent and Community Spirit

The return of Livingston Taylor’s “Home for the Holidays” with Chelsea Berry is more than just a concert; it’s an affirmation of Boston’s dynamic cultural landscape, propelled by individual initiative and smart private partnerships. As the holiday season progresses, we encourage all Bostonians to explore and engage with the rich array of Boston MA events available. By supporting local artists and venues, we collectively contribute to the city’s economic vitality and the continued flourishing of our unique community spirit. These aren’t just events; they are celebrations of individual achievement and the collective joy they bring to our neighborhoods.


Frequently Asked Questions

When is Livingston Taylor’s “Home for the Holidays” concert?
The concert is scheduled for Saturday, December 27, 2025.

Where will the concert take place?
The concert will take place at City Winery Boston, located at 80 Beverly St, Boston, MA.

What time does the concert start and end?
The performance is set to begin at 7:30 PM and conclude around 11:30 PM.

Who are the featured artists?
The featured artists are Livingston Taylor and Chelsea Berry.

What type of event is “Home for the Holidays”?
It is an annual holiday concert featuring a blend of folk, pop, gospel, and jazz music.


Key Features of “Home for the Holidays”

Feature Details
Event Name Livingston Taylor: “Home for the Holidays” featuring Chelsea Berry
Date Saturday, December 27, 2025
Time 7:30 PM – 11:30 PM
Venue City Winery Boston
Location 80 Beverly St, Boston, MA
Main Artist Livingston Taylor
Featured Artist Chelsea Berry
Genre Folk, Pop, Gospel, Jazz
Theme Holiday-themed concert

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STAFF HERE BOSTON WRITER
Author: STAFF HERE BOSTON WRITER

The BOSTON STAFF WRITER represents the experienced team at HEREBoston.com, your go-to source for actionable local news and information in Boston, Suffolk County, and beyond. Specializing in "news you can use," we cover essential topics like product reviews for personal and business needs, local business directories, politics, real estate trends, neighborhood insights, and state news affecting the area—with deep expertise drawn from years of dedicated reporting and strong community input, including local press releases and business updates. We deliver top reporting on high-value events such as Boston Marathon, Head of the Charles Regatta, and Boston Harborfest. Our coverage extends to key organizations like the Greater Boston Chamber of Commerce and Associated Industries of Massachusetts, plus leading businesses in finance, biotech, and insurance that power the local economy such as Fidelity Investments, Biogen, and Liberty Mutual Insurance. As part of the broader HERE network, we provide comprehensive, credible insights into Massachusetts's dynamic landscape.

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