Medicare 2026
Medicare open enrollment 2026: your Webster Groves deadline guide
WEBSTER GROVES, Mo. — Medicare's Annual Enrollment Period opens Wednesday, Oct. 15, and runs through Sunday, Dec. 7. For the roughly seven weeks in between, people with Medicare in Webster Groves can review their coverage for 2027, switch plans, or move between Original Medicare and Medicare Advantage. Any changes you make take effect Jan. 1.
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Key takeaways
- The Annual Enrollment Period runs Oct. 15 through Dec. 7, 2026, with new coverage starting Jan. 1, 2027.
- The Part D out-of-pocket cap is $2,100 in 2026 and $2,400 in 2027. The maximum Part D deductible a plan can charge is $615 in 2026 and $700 in 2027.
- You can switch between Original Medicare and Medicare Advantage, change drug plans, or join a plan for the first time during this window.
- Free, unbiased help is available from Missouri's SHIP (called CLAIM) and from 1-800-MEDICARE.
This is the one window each year when almost every kind of Medicare change is on the table — and it lands as a few important program-level numbers are shifting for 2027.
What you can actually do between Oct. 15 and Dec. 7
The Annual Enrollment Period, sometimes called AEP or fall open enrollment, is broad on purpose. During these dates you can:
- Switch from Original Medicare to a Medicare Advantage plan, or the other way around.
- Change from one Medicare Advantage plan to another.
- Join, drop, or switch a stand-alone Part D prescription drug plan.
- Sign up for Part D for the first time if you skipped it when you first became eligible (a late-enrollment penalty may still apply).
Whatever you choose during this window starts Jan. 1, 2027. If you make more than one change before Dec. 7, the last choice is the one that counts.
Why 2027 is a year to actually look
Even if you like your current coverage, 2027 brings changes worth checking against your own situation.
The Part D out-of-pocket cap is $2,100 in 2026 and $2,400 in 2027. Once your covered drug spending hits that limit, you pay nothing for covered prescriptions for the rest of the year. The maximum Part D deductible a plan can charge is $615 in 2026 and $700 in 2027.
The old coverage gap — the "donut hole" — is gone. Part D now has three phases: deductible, initial coverage, and catastrophic. If paying for medications in big chunks is hard on your budget, you can also ask your plan about the Medicare Prescription Payment Plan, which spreads your drug costs into monthly bills across the year at no extra charge.
Higher-income beneficiaries should also know that IRMAA surcharges on Part B and Part D begin above $109,000 in income for a single filer in 2026.
How Webster Groves fits in
Webster Groves is in St. Louis County, and Medicare Advantage and Part D plan choices are set at the county level. That means every household here sees the same menu of plans as neighbors elsewhere in the county — but the plan that fits best still depends on your doctors, your prescriptions, and your budget.
Every fall, insurers can add plans, drop plans, change drug formularies, adjust provider networks, and change what they charge. Your "Annual Notice of Change" (ANOC) letter, which arrives in September, lays out what's different about your current plan for 2027. It's worth reading before you shop. The 2027 plan lineup is also detailed in each plan's ANOC and on Medicare.gov's Plan Finder.
A simple checklist before Dec. 7
- Pull out your ANOC and Evidence of Coverage from your current plan.
- Make a current list of your prescriptions, dosages, and pharmacies.
- List the doctors and hospitals you want to keep using.
- Use the Plan Finder at medicare.gov to compare plans available in St. Louis County side by side.
- If anything is confusing, call for free help before you enroll.
Where to get unbiased help in Missouri
You don't have to sort this out alone, and you don't have to talk to an insurance agent to get answers.
- Medicare.gov — the official Plan Finder and enrollment tool.
- 1-800-MEDICARE (1-800-633-4227) — 24/7, including TTY at 1-877-486-2048.
- CLAIM — Missouri's State Health Insurance Assistance Program (SHIP), which offers free, one-on-one Medicare counseling to Webster Groves residents. You can reach CLAIM at 1-800-390-3330.
By the numbers
Medicare Part B premium, 2006–2026
The standard monthly Part B premium has climbed from $88.50 in 2006 to $202.90 in 2026. Hover any point for that year’s premium.
Source: CMS. Standard premium shown; in some hold-harmless years many existing enrollees paid less. Confirm at Medicare.gov.
By the numbers
How people get Medicare in St. Louis County
(MA penetration in St. Louis County)
MA penetration from CMS enrollment data; Medigap share is an estimate. U.S. average is about 54% Medicare Advantage. These are area-level figures, not plan-specific.
Key dates
Medicare enrollment periods at a glance
- Around your 65thInitial Enrollment PeriodA 7-month window around the month you turn 65 — your first chance to sign up.
- October 15 – December 7Annual Enrollment PeriodAnyone with Medicare can join, switch, or drop a Medicare Advantage or Part D plan.
- January 1 – March 31Medicare Advantage Open EnrollmentIf you're already in a Medicare Advantage plan, you can make one change.
- January 1 – March 31General Enrollment PeriodFor people who missed their first chance to sign up for Part B.
- VariesSpecial Enrollment PeriodTriggered by life events like moving or losing other coverage.
Dates are set by Medicare and apply nationwide. Confirm your personal windows at Medicare.gov or 1-800-MEDICARE.
Explore
When can you enroll? An interactive year
Enrollment windows are federal and the same nationwide. Confirm your personal dates at Medicare.gov or 1-800-MEDICARE.
Explore
The parts of Medicare
Good to know
Frequently asked questions
What happens if I miss the Dec. 7 deadline?
Do I need to do anything if I want to keep my current plan?
Can I change my Medigap (Medicare Supplement) plan during this window?
When does my new coverage start?
- CMS — Medicare enrollment periods (medicare.gov)
For personalized answers, contact Medicare.gov, 1-800-MEDICARE, or your local SHIP.
Also for Webster Groves
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This page was last updated: October 7, 2026.