Annapolis Residents Raise Concerns Over $200 Parking Fines

Residents say tickets came without warning, targeted long-standing parking practices in neighborhoods.

Mar. 29, 2026 at 7:08pm

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A serene, cinematic painting of a residential street in Annapolis, Maryland, with parked cars lining the curb and modest homes bathed in warm, diagonal sunlight and deep shadows, conceptually representing the tensions over the city's new parking enforcement practices.The quiet, residential streets of Annapolis have become the unexpected battleground over the city's aggressive new parking enforcement policies.Annapolis Today

Some Annapolis residents are questioning a recent round of $200 parking fines issued in residential neighborhoods, saying the tickets came without warning and targeted a long-standing parking practice in at least one cul-de-sac where families have parked second vehicles along the curb blocking their own driveways for years.

Why it matters

The situation has added to frustration among some residents, particularly those who say the parking arrangement has long been treated as normal in their neighborhoods. The incident also raises broader questions about enforcement, notice, and whether residents are fully aware that partially blocking a sidewalk can trigger a steep fine.

The details

In an email shared with Eye On Annapolis, one resident said three neighbors were each fined $200 after parking a second vehicle along the curb blocking their OWN driveway, a setup the resident said had been common in the neighborhood for years. The concern appears to be two-fold, as vehicles blocking their own driveway have been ticketed, as have vehicles parked IN the driveway but partially overhanging the sidewalk.

  • The tickets were issued around 10 a.m. on a workday.

The players

Jared Littmann

The mayor of Annapolis who said the city's contracted parking enforcement company was not proactively patrolling neighborhoods to issue such citations, but would respond when requested by neighbors or after a complaint was filed.

Park Annapolis

The organization that declined the resident's appeal of the $200 parking fine, though a second appeal is in progress.

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What they’re saying

“What we suspect is happening is that it might be increasing in certain parts of the city, based on customer responsiveness. So if you happen to call for more enforcement on your street, there's gonna be more enforcement on your street. Not because it's city-driven, but because you happen to live in a neighborhood and you called in, and they're not just gonna come in looking for this specific instance that you saw, but anything else they see while they're there.”

— Jared Littmann, Mayor

What’s next

The resident said they had appealed for help to both their Alderman and Mayor Jared Littmann. According to the email, the alderman responded but said there was little that could be done about the fine, while the mayor did not respond directly. They appealed the ticket and fine to Park Annapolis, but their appeal was declined. A second appeal is in progress.

The takeaway

This incident highlights the need for better communication and clarity around parking enforcement policies in Annapolis neighborhoods, as well as the potential for unintended consequences when enforcement is increased without proper notice to residents.