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Find Medicare Insurance Agents Near You in Holyoke, MA

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

18 agents listed
Updated May 2026
Holyoke, 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 18 medicare insurance agents in Holyoke, 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.
The Dowd Insurance Agencies & Dowd Financial Services
14 Bobala Rd, Holyoke, MA 01040
(413) 538-7444 dowd.com
Lawler Insurance Agency
1 Main St, Holyoke, MA 01040
(413) 532-0305 lawlerinsurance.com
CHI Insurance Agency Inc.
416 Main St, Holyoke, MA 01040
(413) 536-2685 chiagency.com
Gillis Insurance Inc
290 High St, Holyoke, MA 01040
(413) 536-1294 gillisinsuranceagency.com
Rewarding Insurance Agency
284 Maple St Suite 1, Holyoke, MA 01040
(413) 359-2771 rewardingagency.com
PNCU Insurance Services
270 Westfield Rd, Holyoke, MA 01040
(413) 532-3615 pncu.com
Goss & McLain Insurance Agency, Inc.
59 Bobala Rd, Holyoke, MA 01040
(413) 534-7355 chaseins.com
Webber and Grinnell Insurance, an Alera Group Company
98 Lower Westfield Rd #301, Holyoke, MA 01040
(413) 536-8380 webberandgrinnell.com
Bresnahan Insurance Agency, Inc.
100 Whiting Farms Rd, Holyoke, MA 01040
(413) 536-0536 bresnahaninsurance.com
Estrella Insurance
580 Appleton St, Holyoke, MA 01040
(413) 306-5739 agents.estrellainsurance.com
A J Pijar Insurance Inc
1793 Northampton St, Holyoke, MA 01040
(413) 534-5343 pijarinsurance.com
Lambert & Pryor Insurance
59 Bobala Rd, Holyoke, MA 01040
(413) 788-4531 chaseins.com
Comprehensive Insurance Solutions
56-58 Suffolk St, Holyoke, MA 01040
(413) 307-0862
Clayton Insurance Agency, Inc.
1649 Northampton St, Holyoke, MA 01040
(413) 536-0804 claytoninsurance.net
Brian W Powell - Aflac Insurance Agent
10 Sunset Rd, Holyoke, MA 01040
(413) 241-5781 local.aflac.com
Met Life
330 Whitney Ave # 305, Holyoke, MA 01040
(413) 552-0000
Charter Oak Financial: The Holyoke Office
330 Whitney Ave # 600, Holyoke, MA 01040
(413) 539-2000 charteroakfinancial.com
Maloni Dominic
330 Whitney Ave # 600, Holyoke, MA 01040
(413) 539-2327

Medicare insurance agents in Holyoke, Massachusetts help residents compare Medicare Advantage, Medigap, and Part D plans. Massachusetts law requires agents to be licensed by the state and follow strict marketing guidelines. Local agents understand the specific network options available in Hampden County.

What Does a Medicare Insurance Agent in Holyoke Cost?

Medicare insurance agent services in Massachusetts are generally free to consumers. Agents receive commissions from insurance companies. Plan costs vary widely: Medicare Advantage plans may have $0 monthly premiums, while Medigap plans can cost between $100 and $300 per month depending on age and plan type. Part D prescription drug plans average around $30 to $80 per month. 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 Holyoke do?
A Medicare insurance agent helps you review and enroll in Medicare plans. They explain the differences between Original Medicare, Medicare Advantage, and Medigap. Agents in Holyoke can also assist with annual enrollment periods and special enrollment situations.
Do I have to pay a fee for a Medicare insurance agent in Massachusetts?
No. Medicare insurance agents in Massachusetts are typically paid by insurance carriers, not by you. Their services are free to you. Always confirm that the agent is licensed and appointed by the carriers they represent.
When can I enroll in a Medicare plan in Holyoke?
The Initial Enrollment Period starts three months before you turn 65 and ends three months after. The Annual Enrollment Period runs from October 15 to December 7 each year. Massachusetts also has a Medicare Supplement Open Enrollment period that lasts six months from when you first enroll in Part B.