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Find Medicare Insurance Agents Near You in Westfield, MA

Browse medicare insurance agents serving Westfield, Massachusetts. Contact information and addresses listed below.

13 agents listed
Updated May 2026
Westfield, MA
Important: Listings are compiled from publicly available sources and have not been independently verified by BeforeInsuranceUSA.com. We do not endorse any agent or guarantee outcomes. Verify licensing and disciplinary status with the Department of Insurance of Massachusetts before hiring.
Showing 13 medicare insurance agents in Westfield, MA Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
William J. Mis Insurance Agency
156 Elm St, Westfield, MA 01085
(413) 568-6111 billmisinsurance.com
Greylock Insurance Agency
5 Court St, Westfield, MA 01085
(413) 562-2304 greylockinsurance.com
Wilcox - Dowd Insurance Agency
75 Broad St, Westfield, MA 01085
(413) 538-7444 dowd.com
Blue Cross Blue Shield in Westfield
3 Spring St, Westfield, MA 01085
(833) 961-0561 bcbs.com
CHI Insurance Agency Inc.
72 Franklin St, Westfield, MA 01085
(413) 562-3604 chiagency.com
Anthony Martinez: Allstate Insurance
30 Court St Ste 3, Westfield, MA 01085
(413) 642-2828 agents.allstate.com
SafecoShield Insurance LLC
5 E Silver St, Westfield, MA 01085
(413) 345-2122
Lawler Insurance Agency
420 Union St unit e, Westfield, MA 01085
(413) 450-1150 lawlerinsurance.com
Bamford Insurance
162 Elm St, Westfield, MA 01085
(413) 568-7890
Berkshire Insurance Group
31 Court St #2, Westfield, MA 01085
(866) 636-0244 berkshirebank.com
Wilcox Insurance: Clem Jr Carl E
75 Broad St # 1, Westfield, MA 01085
(413) 562-9601 wilcoxagency.com
Great Term Quotes
130 Southampton Rd Ste. 4, Westfield, MA 01085
(800) 931-3229
Allstate Life Insurance Specialist: DJEISON ABREU
30 Court St Ste 3, Westfield, MA 01085
(774) 433-3972 agents.allstate.com

Medicare insurance agents in Westfield, Massachusetts help residents navigate Original Medicare, Medicare Advantage, and Part D prescription drug plans. Massachusetts state law requires agents to be licensed and to follow strict marketing and sales guidelines. Working with a local agent can help you understand plan options specific to Hampden County and the Westfield area.

What Does a Medicare Insurance Agent in Westfield Cost?

Medicare insurance agents in Massachusetts typically do not charge you directly for their services. They are paid commissions by insurance companies. These commissions are built into the plan premiums and do not increase your cost. However, Medigap plan premiums in Massachusetts can range from about $100 to $300 per month depending on your age, gender, and tobacco use. Medicare Advantage plans often have low or zero monthly premiums but may have copays and deductibles. This is general information and not insurance advice.

* Cost estimates are general ranges based on publicly available data and compiled using automated research tools. Actual fees vary by agent and case complexity. This is not insurance advice — consult directly with an agent for fee specifics.

Frequently Asked Questions

What does a Medicare insurance agent in Westfield do?
A Medicare insurance agent in Westfield helps you compare plans, enroll in Medicare Part A and Part B, and choose Medicare Advantage or Medigap policies. They also assist with annual enrollment periods and special enrollment periods under Massachusetts rules.
When can I enroll in Medicare in Massachusetts?
Your Initial Enrollment Period starts three months before your 65th birthday month and ends three months after. Massachusetts also has an annual Open Enrollment Period from October 15 to December 7 each year. If you miss these windows, you may qualify for a Special Enrollment Period.
Are there state-specific Medicare rules in Massachusetts?
Yes. Massachusetts has a Medigap open enrollment period that guarantees issue of a Medigap policy for six months starting when you turn 65 and enroll in Part B. Outside this window, insurers may use medical underwriting. Also, Massachusetts requires all Medicare plans to meet state consumer protection standards.