


By Gretchen Webster
WESTPORT — Debate over downtown parking is not new. But a plan to re-impose limits on parking, revised from a stalled plan last month, is primed to hit the road.
On Wednesday, the Board of Selectwomen is scheduled to discuss a new version of plans to set time limits on parking since they were lifted during the height of the COVID-19 pandemic in June 2020. The board is scheduled to meet at 9 a.m. in the Town Hall auditorium.
The plan, postponed from the selectwomen’s meeting last month when questions arose, now proposes three-hour time limits for parking in the downtown area, as well as introducing a uniform plan for the town’s municipal parking lots.

Downtown merchants, residents who live in the area, the Downtown Plan Implementation Committee and others over the last several months have wrestled with varied — often unpopular — parking scenarios, an issue that has been debated for years.
Recent suggestions, in addition to imposing the pre-pandemic parking time limits, have included removing parking spaces to make existing lots safer and greener, requiring paid parking with meters or kiosks and designating lots for downtown employees.
Signs point to parking confusion
But no wonder there is confusion and disagreement over parking downtown when a look at municipal parking lots around the business district shows that anyone coming to park in downtown Westport faces a multitude of different signs and parking policies, even within a single lot.
For example, a sign at the Bay Street municipal lot across from Police Department headquarters, says there is a two-hour parking limit and that all-day parking is available “BEHIND LYMAN BUILDING,” with no mention of what and where the Lyman building is. And immediately next to that sign are warning signs on each side: “NO PARKING, RESERVED PARKING BY PERMIT ONLY” and that “UNAUTHORIZED VEHICLES WILL BE TOWED.” So what’s a driver to do?
Delivery vehicles in the downtown area will also note signs in the Parker Harding Plaza lot stating they can park in a loading zone there between 8 a.m. and 6 p.m. Monday through Saturday, while just around the block on Main Street in front of the same buildings they can park in a loading zone only from 8 a.m. to noon.
And across the Main Street area, “Enjoy Open Parking” signs can be found.
The Imperial Avenue parking lot — farthest from the core commercial district but often mentioned as the best site for employee parking — stands completely empty most of the time. The only signs note, “NO PARKING FARMERS MARKET THURSDAYS,” and three signs limiting spaces to “SHUTTLE PARKING ONLY,” even though shuttle service to the lot from downtown no longer exists.
Lengthier parking limits proposed, but other issues loom
Reinstituting time-limited parking in downtown Westport was on the agenda of the selectwomen’s July 26 meeting when legal issues postponed the vote. The plan had then called for renewing the pre-pandemic two-hour limit, which would be expanded to three hours under the revised proposal up for a vote Wednesday.
Meanwhile, another meeting on issues of parking and broader downtown plans is scheduled for Aug. 22. The forum on “Reconnecting the Riverfront” is planned for “public review and feedback” on the DPIC’s master plan for downtown parking and pedestrian areas, and will take place at 7 p.m. Tuesday, Aug. 22, in the Westport Library.
A key element of those plans — a proposal to redesign Parker Harding’s parking lot — encountered stiff opposition, prompting First Selectwoman Jennifer Tooker to “pause” the plan in June.
Controversy over the Parker Harding project and related issues has grown over the last several months, highlighting longterm issues over the often-competing interests of downtown businesses, their patrons, their employees and area residents.
Business owners and residents sounded off at several meetings in opposition to the Parker Harding redesign, focusing on the proposed elimination of 44 spaces as well as the cut-through road between Main Street and Post Road East. (Read about some of their concerns here and here.)
A Special Services District for downtown?
Another recently discussed topic is a Special Services District that could potentially levy a tax for extra maintenance downtown, the costs of which some merchants fear would be passed on to them by landlords.
Creation of a Special Services District came up Aug. 7 when several merchants, Representative Town Meeting members Sal Liccone and Matthew Mandell, who also is the executive director of the Westport-Weston Chamber of Commerce, and a few residents met informally at Rye Ridge Deli. That issue, however, has not been up for discussion at DPIC meetings in recent months, even though it is listed as a “Key Initiative” of the master plan on the DPIC website.
Another concern mentioned at the informal gathering is that six spaces in the public parking lot behind Bedford Square are marked “Reserved Parking” for the private company Logicsource.
However, Tom Kiely, town operations director for Tooker, said last Friday those spaces had been acquired by the business in a property swap with the town several years ago. Kiely was reviewing signs in the town’s municipal lots Friday morning in preparation for the selectwomen’s Wednesday meeting.
Another concern raised at the deli gathering was that both the Wednesday selectwomen’s meeting and the Aug. 22 downtown forum should be postponed until September when more people will be back in town after their vacations.
Those meeting dates, however, have not been changed.
Freelance writer Gretchen Webster, a Fairfield County journalist and journalism teacher for many years, was editor of the Fairfield Minuteman newspaper for 10 years and teaches journalism at Southern Connecticut State University.


I have personally emailed the First Selectwoman and District 9’s 4 RTM members on this matter and, sadly, only received a response from one, Sal Liccione.
This agenda item should be postponed from the BOS mtg this week as well as the important mtg on Parker Harding (PH) next week. To do this now in the “dog days of August” when so many impacted community stakeholders are away is a clear sign of disingenuousness by the Administration.
First Selectwoman Tooker, once again, I urge you to officially postpone the vote on the proposed new rules on downtown parking enforcement as well the discussion about the fate of the connector road and the PH lot until September when all members of the community have returned and are available to be involved. Also release all the requested documentation well in advance of the eventual community meeting. Unlike mushrooms, a safe, healthy and vibrant community does not grow in the dark.
John F. Suggs
I have two suggestions, both are not original; first we must stripe Main Street to mark parking spaces. The lack of designated spaces allows people to wastefully park wherever they please resulting in an excessive amount of space between vehicles, not large enough to fit additional cars, simply 6′- 8′ of open pavement between vehicles. Second, I am not sure why we are not providing metered parking in the Downtown, accessible through kiosks, similar to West Hartford. Given the departure of the family owned, grocery – retail stores that attracted locals to shop Main Street, the chain stores bring in more out-of-town shoppers, who spend money yet, clog our roads and pollute our air. I am sure the Chamber of Commerce is the entity pushing back hard on this change but currently it is deeply unfair to Westporters.
Thank you Gretchen for taking the time to write such a thorough piece on the trials and tribulations of parking and Parker Harding., etc…
I know I sound like a broken record, and I apologize… for doing so but these issues are of utmost importance to downtown residences and merchants.
I’ll address to just push it to the side for now the special services district… this is the white rabbit the DPIC is waiting to pull out of their hat…
Merchants are not going to pay for it and we will do huge extensive work sessions on this to educate all merchants, corporate or mom n pop how it will work…. This is the mafia style business I refer to regularly….
Next on to timed parking, timed parking should be a minimum of 4 hours, reason being dining and shopping.
Not to float our boat too extensively here but it was nômade that brought back Main Street…we are the most frequented restaurant in the entire town.
We put Main Street back on the map, as somewhere to even bother going to.
Nobody travels here specifically for other restaurants. But they do for nômade.
And by virtue of that they come and shop at the stores in our vicinity…
Now if they have 3 hours to come and eat, and shop… they will eat then shop with the hour or less they have left….
The merchants in town are going to struggle with 3 hours…
It’s just not long enough except of course if you are a deli then that works for you….
But for 95% of downtown it does not work..
incidentally nômade is going to start doing breakfast from 7am in the coming months.. just to avail of the lesser parking times.. beautiful zen venue we will offer full breakfast from 7-10 am.
Next the staff,
Where will the staff park ?
Open to all suggestions that take into account weather, walkability, safety, cameras etc…
Imperial is one suggestion.. and with a frequent shuttle it could possibly work as the best of a bad lot..
but when will it be renovated ? With sufficient lights, cameras, shuttles.. where will farmers market move to so we have what will no longer be overflow parking there but constant parking.
Might I remind all who do not own businesses on Main Street Thursday is one of our busiest days.
The same goes for the remarkable theatre… and let me say I am a huge supporter of both the market and the theatre.. but we can have anything but not everything..
we are focused on opening the downtown… on having parking for our staff without whom we cannot open and on making the farmers market and remarkable theatre work. We just need a definitive answer on those days… where will staff park.
The imperial lot remains empty today because it is viewed as a farmers market, theatre, show ground… if the town puts back on the shuttles that took people from there to downtown , I’m sure we would see an uptick of parking there.
At some point we will need an acknowledgment of staff numbers before the 16th of august along with designated staff parking 7 days a week and sufficient to not incur tickets… after all businesses cannot open without staff. Are we shutting businesses down or are we not..
The cut through road… I aplogise
for ever referring to it as a cut through… it is a major road in downtown…
One that first selectwoman chose to flip all of us other than the beneficiaries the bird on… might have been premature… that was the third major artery out of town….
Now gone half the year…. 🤔
Next on to the 6 spaces part of a Baldwin land swap… while statements excuse these as a given? We are actively listening to videos, reading articles and assertaining whether or not the promised EXTRA 9 spots were provided…. Right now it appears they were not….
If they were we will rest our case… if they were not, we plan on upending that swap… after all both ends of the swap need to have fulfilled their end of the deal… right now that appears to have NOT happened…
Getting incredibly tired of the “BLIND EYE””
( watching closely longshore inn and what might be a tempted there, as a group eminently more qualified than those that got it.. )
Back to the cut thru ROAD,
An absolute necessity, a no contest no matter what happens has to stay… by all means bluster about its size… etc… make it wider… but it stays !!!!! And if we lose parking for the cut through road I think merchants and residents will be on board… cut through is non negotiable…