Local Medicare Agents in Pittsfield MA

At MedicareAgentsHub.com, we understand the importance of finding the right Medicare coverage. That's why we have a vast network of licensed agents in Pittsfield, MA, and throughout Massachusetts to assist you in making informed decisions about your healthcare. Pittsfield is the largest city in Berkshire County and is known for its cultural attractions, including the Berkshire Museum and the Colonial Theatre, a historic venue that hosts plays, concerts, and other events throughout the year. Connect with a local Medicare insurance agent today to ensure that you're getting the coverage you need.

Top 8 Medicare Agents & Brokers Serving Pittsfield, MA

The following featured Medicare Experts are top rated in Pittsfield and throughout Berkshire County, MA. These local representatives are our picks as the best Medicare agents in Pittsfield, and are ready to help you navigate all of the most important parts of signing up for Medicare.

Lacey Hartman - Medicare Agent serving Pittsfield, MA
Lacey Hartman

#1 Top Rated Pittsfield Broker

518-750-1559
Contact Lacey
Tracey Twarog - Medicare Agent serving Pittsfield, MA
Tracey Twarog

#2 Top Rated Pittsfield Broker

518-757-7251
Contact Tracey
Springli Sage - Medicare Agent serving Pittsfield, MA
Springli Sage

#3 Top Rated Pittsfield Agent

860-506-0136
Contact Springli
Joan Mistretta - Medicare Agent serving Pittsfield, MA
Joan Mistretta

#4 Top Rated Pittsfield Agent

845-328-4107
Contact Joan
Clifford Moss - Medicare Agent serving Pittsfield, MA
Clifford Moss

#5 Top Rated Pittsfield Agent

203-920-0139
Contact Clifford
Katelyn Malotte - Medicare Agent serving Pittsfield, MA
Katelyn Malotte

#6 Top Rated Pittsfield Agent

978-672-4403
Contact Katelyn
Lynn Mut - Medicare Agent serving Pittsfield, MA
Lynn Mut

#7 Top Rated Pittsfield Broker

203-344-0143
Contact Lynn
David MacNiven - Medicare Agent serving Pittsfield, MA
David MacNiven

#8 Top Rated Pittsfield Agent

203-920-0942
Contact David

Local Pittsfield Medicare Insurance Representatives by Distance

Traci OBrien Medicare Agent Licensed in MA
Traci OBrien

Senior Insurance Consultants

  • Licensed in MA (83 mi.)
Top Rated
Dan Slattery Medicare Agent Licensed in MA
Dan Slattery

CNO Financial | Bankers Life

  • Licensed in MA (85 mi.)
Sonya Chandler Medicare Agent Licensed in MA
Sonya Chandler

Chandler Insurance Services

  • Licensed in MA (31 mi.)
William Steplar Medicare Agent Easthampton, MA 01027
William Steplar

  • Easthampton, MA 01027 (33 mi.)
Mary Smith-Brown Medicare Agent Granville, MA 01034
Mary Smith-Brown

Smith Brown Agency

  • Granville, MA 01034 (34 mi.)
Luzelenia Casanova Medicare Agent Chicopee, MA 01013
Luzelenia Casanova

Life Path Solutions

  • Chicopee, MA 01013 (40 mi.)
Keith Tatlock Medicare Agent Ludlow, MA 01056
Keith Tatlock

  • Ludlow, MA 01056 (45 mi.)
Peter Young Medicare Agent Longmeadow, MA 01106
Peter Young

www.safelyretire.com

  • Longmeadow, MA 01106 (45 mi.)
Rebecca Ward Medicare Agent Licensed in MA
Rebecca Ward

  • Licensed in MA (56 mi.)
Charles Lee Medicare Agent Licensed in MA
Charles Lee

  • Licensed in MA (56 mi.)
Dan Calabrese Medicare Agent Licensed in MA
Dan Calabrese

Sunrise Advisors Group Inc

  • Licensed in MA (59 mi.)
Jagmeet Jassal Medicare Agent Licensed in MA
Jagmeet Jassal

Universal Solutions Inc

  • Licensed in MA (64 mi.)
James Cutroni Medicare Agent Holden, MA 01520
James Cutroni

  • Holden, MA 01520 (72 mi.)
Zachary Rome Medicare Agent Holden, MA 01520
Zachary Rome

  • Holden, MA 01520 (72 mi.)

Refine Results Further by Zip Code

Looking for more specific results within Pittsfield or Massachusetts? Simply enter in your zip code for a full list of Medicare agents in your area.

Use our free online directory to find Medicare insurance agents in Pittsfield zip codes 01201, 01202 and 01203.

MedicareAgentsHub.com also features licensed Medicare insurance brokers in nearby communities Dalton, Lenox, Lee, Adams, Williamstown, North Adams, Nassau, Great Barrington, Valatie, and East Greenbush.

Local Medicare Insurance Agents in Pittsfield Massachusetts

Why work with a local Pittsfield Medicare Expert?

Working with a local Medicare representative has many advantages over direct enrollment or working with a nation-wide agent.

  • Familiar with Pittsfield: Local agents take extra time to understand your personal situation and understand what everyday life is like in Berkshire County.
  • Different Local Pricing: Medicare plan pricing can vary significantly by zip code. So the exact same plan in Pittsfield might be a totally different price in Dalton or Lenox. Local Medicare experts can provide accurate quotes and help you compare and choose a local Medicare plan in real time.
  • Intimate Medicare Knowledge: Representatives familiar with Pittsfield plans will be able to explain everything you need to know about Medicare, without having to spend countless hours doing your own research. If you wish to learn more about Medicare prior to meeting with your agent, be sure to check out our list of Pittsfield Medicare & Senior Resources.
Insurance Agents Offering Aetna Medicare Plans in Pittsfield, MA
Insurance Agents Offering Anthem Medicare Plans in Pittsfield, MA
Insurance Agents Offering Humana Medicare Plans in Pittsfield, MA
Insurance Agents Offering UnitedHealthcare Medicare Plans in Pittsfield, MA
Insurance Agents Offering Cigna Medicare Plans in Pittsfield, MA
Insurance Agents Offering Mutual Medicare Plans in Pittsfield, MA

Latest Medicare Insights From Agents

Helpful information and articles from top rated agents across the country to help you learn about Medicare as you are browsing for a Pittsfield Medicare agent.

A Family Guide to Hospice and Medicare: What I Learned From My Mom’s Experience
Written by Michael Ferraro Medicare Insurance Agent
A Family Guide to Hospice and Medicare: What I Learned From My Mom’s Experience

Written by Michael Ferraro

I wasn’t prepared for what hospice meant until my mom needed it. This article shares what I learned about hospice care and how Medicare helps cover it, in hopes it can make things clearer for you and your family.

Pay Now or Pay Later: The Real Cost of Medicare Advantage vs. Medigap
Written by Todd Bostic Medicare Insurance Agent
Pay Now or Pay Later: The Real Cost of Medicare Advantage vs. Medigap

Written by Todd Bostic

Medicare Advantage plans may seem like a great deal with all their extras, but they often come with hidden costs when you actually need care. With Medigap, you pay more upfront each month, but you usually walk into a doctor or hospital and owe nothing.

Medicare in 2025: Must-Know Changes and Challenges for New and Current Enrollees
Written by Douglas Carney Medicare Insurance Agent
Medicare in 2025: Must-Know Changes and Challenges for New and Current Enrollees

Written by Douglas Carney

In 2025, Medicare’s transformative changes are sparking discussions among new and current enrollees. From cost-saving measures to privatization concerns, these shifts are reshaping healthcare planning. Here are the top trending topics you need to know, based on recent updates.

Local Resources for Seniors in Pittsfield

Discover essential services for seniors in Pittsfield, Massachusetts. In addition to connecting seniors with Medicare insurance agents & brokers in Pittsfield, we've curated a selection of helpful links to local resources that provide information and community support for Pittsfield seniors.

Aging Resources from the Massachusetts Executive Office of Elder Affairs

Explore a plethora of helpful services and supports specially designed to assist older adults in Massachusetts. With a focus on programs that aid in aging within the community, this resource from the Massachusetts Executive Office of Elder Affairs provides information on home care, insurance assistance, housing support, advocacy services, and employment help. Accessible transportation, emergency housing assistance and other essential resources are also part of their comprehensive offerings.

Visit the Aging Resources from the Massachusetts Executive Office of Elder Affairs website »