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Find Medicare Insurance Agents Near You in Holyoke, MA

Browse medicare insurance agents serving Holyoke, Massachusetts. Updated 2026-07-14.

The top-rated medicare insurance agent in Holyoke, Massachusetts is The Dowd Insurance Agencies & Dowd Financial Services, rated 4.9 stars across 186 reviews. Other highly rated options include Lawler Insurance Agency, Gillis Insurance Inc, CHI Insurance Agency Inc.. This directory lists 18 medicare insurance agents serving Holyoke.

Showing 18 medicare insurance agents in Holyoke, MAListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1The Dowd Insurance Agencies & Dowd Financial Services14 Bobala Rd(413) 538-7444
2Lawler Insurance Agency1 Main St(413) 532-0305
3Gillis Insurance Inc290 High St(413) 536-1294
4CHI Insurance Agency Inc.416 Main St(413) 536-2685
5Rewarding Insurance Agency284 Maple St Suite 1(413) 359-2771
6PNCU Insurance Services270 Westfield Rd(413) 532-3615
7Goss & McLain Insurance Agency, Inc.59 Bobala Rd(413) 534-7355
8Webber and Grinnell Insurance, an Alera Group Company98 Lower Westfield Rd #301(413) 536-8380
9Bresnahan Insurance Agency, Inc.100 Whiting Farms Rd(413) 536-0536
10Estrella Insurance580 Appleton St(413) 306-5739
DI
14 Bobala Rd
The Dowd Insurance Agencies & Dowd Financial Services
Medicare Insurance Agent · Holyoke, MA

The Dowd Insurance Agencies & Dowd Financial Services serves the Holyoke, Massachusetts area, specializing in Medicare insurance guidance. The agency helps clients navigate plan options, including Medicare Advantage and Medicare Supplement plans, as well as Part D prescription drug coverage. It assists individuals with understanding enrollment periods and comparing plan benefits to find suitable coverage. The agency offers ongoing support for annual plan reviews and provides assistance with Medicare Advantage open enrollment.

LI
1 Main St
Lawler Insurance Agency
Medicare Insurance Agent · Holyoke, MA

Lawler Insurance Agency serves the Holyoke, MA area by assisting clients with selecting and enrolling in Medicare insurance plans. It provides guidance on plan options, helps with annual evaluations, and offers ongoing support for coverage changes or questions throughout the year. Regular policy reviews and consultation services are available to ensure beneficiaries understand their benefits. The agency services individual homeowners, residents in apartment complexes, and local retail and restaurant employees needing Medicare coverage.

GI
290 High St
Gillis Insurance Inc
Medicare Insurance Agent · Holyoke, MA

Serving Holyoke and the surrounding communities in western Massachusetts, Gillis Insurance Inc is an agency that handles Medicare insurance needs for local residents. It works with individuals navigating the complexities of Medicare plans, including Medicare Advantage and prescription drug coverage. The firm addresses the specific healthcare requirements of clients in the area. To manage a typical job, it first reviews a client’s current coverage and health needs, then researches plan options from available carriers to provide clear, side-by-side comparisons for an informed decision.

CI
416 Main St
CHI Insurance Agency Inc.
Medicare Insurance Agent · Holyoke, MA

Seniors and retirees in Holyoke turn to CHI Insurance Agency Inc. for their Medicare insurance needs. The agency helps clients navigate plan options including Medicare Advantage, supplements, and Part D drug coverage. Agents work to match individual health needs and budgets with suitable policies from available carriers. Understanding annual enrollment periods and plan changes is a key part of their client guidance. They also extend services to residents of nearby Chicopee, assisting with coverage transitions and questions about original Medicare throughout the year.

RI
284 Maple St Suite 1
Rewarding Insurance Agency
Medicare Insurance Agent · Holyoke, MA

For individuals seeking Medicare guidance, tasks such as initial enrollment differ from ongoing annual plan reviews. Rewarding Insurance Agency in Holyoke, MA, addresses both these one-time needs and recurring coverage adjustments. Licensed agents explain Medicare Advantage, Medigap, and Part D drug options, clarifying how each plan works. They assess current healthcare use to match clients with suitable policies that fit local provider networks and budgets. Service runs on a one-time, scheduled, or as-needed basis, with appointments available for seasonal enrollment windows or mid-year changes if a client’s health situation shifts unexpectedly.

PI
270 Westfield Rd
PNCU Insurance Services
Medicare Insurance Agent · Holyoke, MA

PNCU Insurance Services in Holyoke, MA offers personalized guidance on Medicare Advantage plans, supplement policies, and Part D prescription drug coverage. It assists local seniors in navigating the annual enrollment period by comparing options from multiple carriers to match individual health needs and budgets. The agency also helps beneficiaries throughout the year when unexpected life changes, such as a move outside the service area or a loss of employer coverage, require a Special Enrollment Period.

GM
59 Bobala Rd
Goss & McLain Insurance Agency, Inc.
Medicare Insurance Agent · Holyoke, MA

As Medicare open enrollment nears, seniors in Holyoke often face complex plan choices and coverage gaps. Goss & McLain Insurance Agency, Inc. provides local guidance through these decisions, helping clients compare Medicare Advantage, Supplement, and Part D options. Their agents explain differences in premiums, networks, and prescription coverage in straightforward terms. An initial needs assessment reviews current health care usage and budget to identify suitable plans.

WG
98 Lower Westfield Rd #301
Webber and Grinnell Insurance, an Alera Group Company
Medicare Insurance Agent · Holyoke, MA

Webber and Grinnell Insurance, an Alera Group Company, provides guidance on Medicare insurance options for individuals in Holyoke. Its work focuses on helping clients navigate plan selection, including coverage for hospital and medical needs. The agency specializes in adding on supplemental and prescription drug plans to fill gaps in Original Medicare. It serves a range of commercial sectors, including local offices, warehouses, and food service establishments, offering insurance solutions tailored to their employees’ benefit needs.

BI
100 Whiting Farms Rd
Bresnahan Insurance Agency, Inc.
Medicare Insurance Agent · Holyoke, MA

Bresnahan Insurance Agency, Inc. in Holyoke, MA provides residential Medicare insurance guidance, helping individuals select appropriate plans for their health needs. Commercial coverage options are also available for clients in western Massachusetts. The agency works with seniors to understand plan details, including enrollment periods and potential out-of-pocket costs. Regular follow-up services are offered to review policy changes, ensuring clients receive ongoing support between their annual plan updates.

EI
580 Appleton St
Estrella Insurance
Medicare Insurance Agent · Holyoke, MA

Estrella Insurance in Holyoke, MA is known for guiding Medicare beneficiaries through plan options. It serves local clients by helping them understand Original Medicare and the distinctions between Part D drug plans and Medicare Advantage. A typical consultation also evaluates whether a Medicare Supplement policy would provide suitable coverage. The company further assists with annual enrollment changes and can specialize in coordinating benefits for clients who also qualify for Medicaid.

JP
1793 Northampton St
A J Pijar Insurance Inc
Medicare Insurance Agent · Holyoke, MA
(413) 534-5343
pijarinsurance.com
LP
59 Bobala Rd
Lambert & Pryor Insurance
Medicare Insurance Agent · Holyoke, MA
(413) 788-4531
chaseins.com
CI
56-58 Suffolk St
Comprehensive Insurance Solutions
Medicare Insurance Agent · Holyoke, MA
(413) 307-0862
CI
1649 Northampton St
Clayton Insurance Agency, Inc.
Medicare Insurance Agent · Holyoke, MA
(413) 536-0804
claytoninsurance.net
BW
10 Sunset Rd
Brian W Powell - Aflac Insurance Agent
Medicare Insurance Agent · Holyoke, MA
(413) 241-5781
local.aflac.com/brian_powell/Agent
ML
330 Whitney Ave # 305
Met Life
Medicare Insurance Agent · Holyoke, MA
(413) 552-0000
CO
330 Whitney Ave # 600
Charter Oak Financial: The Holyoke Office
Medicare Insurance Agent · Holyoke, MA
(413) 539-2000
charteroakfinancial.com
MD
330 Whitney Ave # 600
Maloni Dominic
Medicare Insurance Agent · Holyoke, MA
(413) 539-2327

What Does a 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.

About medicare insurance agents in Holyoke

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.

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.

Medicare Insurance Agents in Other Massachusetts Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each medicare insurance agent's credentials and current standing with your state Department of Insurance.