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Top 10 Insurance Agencies in Massachusetts 2022 (Personal and Commercial)
Originally uploaded: May 25 , 2021 | Updated: Aug 3, 2026
If you live or work in Massachusetts and need insurance, it could be hard to know where to begin. If you Google “Best insurance agencies in MA,” you will pull up hundreds of potential agencies in the state. (Hey, that’s probably why you’re here in the first place.)
At Berry Insurance, we want to help you narrow it down for you a bit by picking out some of what we consider the best agencies in the state. We’ve been offering business and personal insurance in the area for 100 years, so we definitely know who is providing the top services around here.
I know what you’re thinking. “If you're also an insurance agency in Massachusetts, why would you be writing an article praising your competition?”
Well, for one, we already know we’re awesome (and we’ve written about that plenty before), but we also know there are so many other fantastic insurance options across the state.
Secondly, we don’t really see other local agencies as “competition.” This is the way we look at it: if you’re the right fit for us at Berry Insurance -- awesome! But if you think you are a better match with another local independent agency, then we would rather you work with them. There are plenty of individuals, families, and businesses in need of insurance out there to go around, and we would rather everyone be paired with their best match.
So today we want to shine the spotlight on our favorite agencies in the area who are helping the community in similar ways we are. By getting to know all of your options for local insurance agencies, you will feel more confident in choosing which agency is right for you (which we’ll give you more tips on at the end). So in no particular order, here are our ten favorite insurance agencies in Massachusetts.
Table of contents:
- HUB International
- Cross Insurance Agency
- C&S Insurance
- Risman Insurance Agency
- Greylock Insurance Agency
- Murphy Insurance Agency
- FBinsure
- Deland Gibson
- Phipps Insurance
- Hilb Group Insurance
1. HUB International
The only international agency on the list, HUB International has 470 locations across the world, including in 40 states. In Massachusetts, they have 17 locations.
In fact, they were named the largest insurance broker in 2025 by the Boston Business Journal.
Aside from just business and personal insurance, they also provide solutions for employee benefits, financial services, human resources consulting, and risk services. They specialize in various industries for business insurance.
2. Cross Insurance Agency
Founded in 1954, Cross Insurance Agency now has expanded to 40 branches across New England.
Cross Insurance Agency is the definition of a one-stop-shop. In addition to personal and business insurance, they also offer employee benefits services such as health insurance, dental insurance, voluntary and non-voluntary life insurance, short- and long-term disability insurance, and vision insurance; and bonds and specialty products such as surety and bonding, student health, construction practice, healthcare practice, and higher education.
As big Boston Sports fans over here, we love that Cross is the official Insurance broker of the Red Sox, Bruins, Patriots, and Revolution.
3. C&S Insurance
Cavallo and Signoriello Insurance Agency, established in 1959, has four locations between Boston and Providence: Dedham, Mansfield, Bridgewater, and Attleboro.
On their website, they say, “here at C&S, we are the perfect combination of old and new-school insurance. We’re still a local, neighborhood agency (staffed by people who know your name and sponsor your kids’ sports teams). But we’re also a fast-growing, statewide agency with a vast set of resources and capabilities. We offer best-in-class personal insurance and business insurance, because we’re able to leverage our many carrier relationships and talented team members. All this spells better coverage and pricing for you.”
We love that they offer several niche services for specific commercial industries and participate in a lot of community involvement.
4. Risman Insurance Agency
Established in 1925, Risman Insurance now has 9 locations in the Boston area.
Licensed in 20 states, Risman works with 40 carriers, meaning they can provide insurance options to a wide variety of personal and business insurance clients.
And on Google, those clients praise Risman’s customer service.
Risman is also a highly rate agency.
5. Greylock Insurance Agency
In the western part of the state, Greylock Insurance is prominent, with locations in North Adams, Adams, Pittsfield, Williamstown, Great Barrington, and Westfield.
A subsidiary of Greylock Federal Credit Union, Greylock Insurance Agency provides business and personal insurance needs to the local area.
According to their website, “GIA is proudly the only truly county-wide insurance network in the Berkshires, serving over 10,000 personal and commercial customers through 7 offices and 29 insurance professionals. Greylock Insurance Agency has been recognized as a leader in the industry and is highly regarded by their carrier partners, reaching top achievement levels with many and serving as representatives on several of our Agent's Councils.”
6. Murphy Insurance Agency
Well known in the Central MA/Worcester area, Murphy Insurance has locations in Bolton, Groton, Harvard, Hudson, Marlborough, and Medway.
Murphy Insurance started as a family-owned company in 1937 and is still very much family-owned.
As such, they’ve built close relationships with local businesses and families. According to their website they now work with third and fourth generations of client families.
We also love that they have a page on their website specifically outlining their values. Our values are super important to us at Berry Insurance, so we love to see other agencies with similar motivations.
7. FBinsure
Located in Taunton, FBinsure commits their team to continually improve their products and services to meet their clients' needs.
Specializing in home, auto, and business insurance for homeowners and renters, FBinsure prides themselves on being client focused and giving back to their community! Every year they support causes and events that connect with their community - which they refer to as the "heartbeat" of their business.
We also appreciate their blog, which helps to breakdown insurance topics and provide local tips!
8. Deland Gibson
With over 125 years of experience, Deland Gibson provides their clients with quality service and peace of mind knowing they're fully covered.
Located in Wellesley, Deland Gibson has grown to be one of the largest independent insurance advisors in Massachusetts.
According to their website, they are "sector focused, proactive, and committed to our mission: to provide you peace of mind."
9. Phipps Insurance
A smaller agency located in Hopkinton, Phipps Insurance offers compettive prices and quality service to their clients.
Family owned and operated for over 75 years, they specialize in home, auto, businees, condo, and renters insurance. They are deeply rooted in their community and committed to providing only the best!
10. Hilb Group Insurance
Formerly G&N Insurance, Hilb Group offers great service and tools to their clients.
Having recently celebrated their 15th anniversary, Hilb Group likes to stay on to of modern trends to aid their clients - with live chat tools and helpful videos all across their website.
Their website highlights the ease in buying insurance through them, and they even offer helpful downloadable offers and guides for business owners!
Insure yourself with confidence with a local agency
As you can see, living or working in Massachusetts, you have the perk of plenty of great insurance agencies to choose from.
Whether you need to insure your personal needs, business, or both, you should be in good hands with any of the agencies we listed above.
So how do you choose?
Each agency has its pros and cons, so you’ll want to make sure you know what your top priorities are when it comes to an insurance agency. Do you want an agency that is responsive? One that is educational? Or serves the local community? The place with the cheapest price?
Check out this article, What to Look for When Selecting an Insurance Company or Agency, to help you figure out what is most important to you and how to select the best fit.