Medicare Guidance

You Can Count On.

Medicare Enrollment
Medicare Plan Selection
On Going Support, Year after Year

Visit our historic office on Concord’s Main Street

Schedule a Free Medicare Review

  • Turning 65 or new to Medicare
  • Reviewing your current coverage
  • Exploring better options

Schedule a Meeting

About us

What We Do

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We are full service

  • Medicare Part A and Part B enrollment
  • MediGap Supplement Plans
  • Medicare Advantage Plans
  • Part D Drug Plans
  • Stand-alone Dental and Vision Plans

About us

Who We Are

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We are an Independent, licensed insurance agency

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We solely focus on Medicare in New Hampshire

  • We have an office on Concord’s Main Street
  • We believe in old fashioned customer service
  • You don’t pay for our help. Insurance companies compensate us, at no extra cost to you
  • We stay with you year after year to help you manage your Medicare

About us

Who We Are

R

We are an Independent, licensed insurance agency

R

We solely focus on Medicare in New Hampshire

  • We have an office on Concord’s Main Street
  • We believe in old fashioned customer service
  • You don’t pay for our help. Insurance companies compensate us, at no extra cost to you
  • We stay with you year after year to help you manage your Medicare

Our Services

Let’s Select Your Medicare Options for 2026

Turning 65? Get NH Medicare Assistance Now!

If you’re turning 65, book a consultation with us to help you navigate New Hampshire Medicare with confidence. When you become eligible for Medicare at 65, you have a seven-month window to enroll: three months before your birthday, the month you turn 65, and three months after.

During this time, we can guide you in choosing the best option for your needs—whether it’s keeping Original Medicare with a Medicare Supplement Plan (Medigap) or enrolling in a Medicare Advantage Plan (Part C). We’re here to help you make the right choice.

Paying too much for NH Medicare Plans?
Book a consultation to review your current plan, understand your New Hampshire Medicare coverage options, and maximize your healthcare benefits. After the review, we may suggest transitioning you to Original Medicare with a Medicare Supplement Plan or switching to a Medicare Advantage Plan that best fits your coverage needs. Alternatively, we might confirm that your current plan is already the best fit for you.

We’ll work closely with you to review your options, ensuring your coverage aligns with your health, lifestyle, and financial needs—so you can feel confident in your health insurance decisions.

Need more coverage?

It’s important to be prepared for changes in your health as you age. New conditions or diagnoses may require more doctor visits and tests. Anticipating these needs is key to managing potential costs. To ensure you’re fully covered, it’s crucial to identify your specific needs and have a plan in place to handle any potential increased expenses.

Book a consultation with us to review your current health plan. We’ll work with you to provide personalized service and help you find a plan that fits both your health needs and budget.

Need help on how to enroll in Medicare in NH?

We’ve got you covered and will help you sign up for Original Medicare. It’s a good idea to start the process early, as it can take a few weeks to receive your Medicare number from the Social Security Office. We want to make sure you don’t miss your enrollment deadline or face any unnecessary penalties. But don’t worry—together, we’ve got this!

Once you’re enrolled in Medicare, we’ll help you decide on the right plan for your needs and budget. You can either add a Medicare Supplement (Medigap) Plan, or choose a New Hampshire Medicare Advantage Plan (Part C). As independent, licensed insurance agents, our job is to find the best plan for you by considering your doctors, medications, and future medical needs. We are local, licensed insurance agents in New Hampshire and know the ins and outs of each carrier’s plans, including their formularies and networks of doctors and hospitals.

Woodpecker Insurance

Our office is located at the historic Farrington House.

30 South Main Street
Concord, NH 03301

Monday – Friday
9:00am – 5:00pm

care@woodpeckermedicare.com

Newsletter

You don’t want to miss the Woodpecker newsletter!

Sign up for our wildly popular Woodpecker newsletter and get the latest New Hampshire Medicare updates with a side of clarity—and maybe even a chuckle or two. We know Medicare can be a maze, but we’re here to guide you through it with clear, no-nonsense advice that our Granite Staters can appreciate. Stay in the know, stay confident, and hey, we’ll even make you smile along the way!

  • Such an amazing group! They are so thoughtful.

    Martha Edgar Avatar Martha Edgar
    July 8, 2026

    Hands down the best to help navigate the complexities of signing up for retirement SS benefits and Medicare. Their depth of knowledge is beyond compare and will spend as much time as needed for you to gain an understanding of the process.

    cheryl bussiere Avatar cheryl bussiere
    June 6, 2026

    I feel I am a reasonably intelligent person. Trying to navigate medicare is the most frustrating thing I have done. After 6 months of trying to figure this out and talking with others, I came across Woodpecker insurance. In one hour I understood everything! I felt completely confident in my choice and I know we will have no issues going forward.

    Robert NELSON Avatar Robert NELSON
    February 28, 2026
  • Fantastic people Larissa & Christian. Very knowledgeable yet friendly and caring. They take the time to listen and offer great customer service. I walked into their office and was greeted by welcoming professionals. They spent the time I needed to select the Delta Dental plan I wanted Who could ask for anything more? Considerate, appropriate & polite. I plan on returning to select more insurance. They connect well with others and make you feel comfortable. A million stars stars ✨✨✨ ✨✨✨✨✨✨✨✨✨✨✨✨✨ Thank you ♥️ Thank you for making my insurance selection so easy ♥️

    S W Brown Avatar S W Brown
    February 2, 2026

    I have NEVER seen people who work as hard as Larissa & Christian. They’re fantastic Entrepreneurs with a very successful Busniess. They helped me get leads for my business and I can’t be more thankful. Amazing people.

    Lily Laduke Avatar Lily Laduke
    December 12, 2025

    We could not have asked for a better experience than what we had with Woodpecker Insurance. Larissa and Christian Troy explained all our Medicare options, including dental and vision, and helped find the best plan for us as well as finding coverage for our daughter. Navigating Medicare options for the first time can be confusing and Larissa and Christian did a great job of “uncomplicating” it. I would highly recommend Woodpecker Insurance for others navigating Medicare options.

    Les Stanley Avatar Les Stanley
    December 9, 2025

Woodpecker Medicare in New Hampshire

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