Parking is a perennial topic of discussion in downtown Charlottesville. The city has repeatedly grappled with the difficulty of balancing the competition for limited downtown parking among shops and restaurants and their customers, commuting workers, residents, students, tourists, government and court personnel, and others.
City Council has been wrestling with complaints about downtown parking since the 1930’s. Charlottesville’s trolley (animal drawn in the 1880’s, electrified by 1895) displaced horses, wagons, and carriages—but was itself displaced by the automobile. By 1915 it was clear the greater convenience of the gasoline powered “jitney” would doom the trolley; by 1935 Charlotesville began paving over trolley track, making room for increasing numbers of cars.
By 1939 automobile congestion had reached the point that Charlottesville’s Chief of Police attempted to regulate parking by installing a newly invented mechanical device called the parking meter, on Main Street—now the Downtown Mall. “Then as now, Charlottesville’s business owners argued that business suffered when parking spots were taken up by the same car all day.” The original 100 meters were for a ‘trial period only’, five cents for sixty minutes.” The original 100 grew to 1000, and the three month trial extended into the next several decades.
On September 8, 1953 City Council approved parking meters in the city-owned parking lots on High Street, Water Street, Seventh Street, and Williams Street. Meters were also approved for Jefferson Street with a two-hour limit.  These meters were purchased at a cost of $21,000 but they were not installed until after the holiday shopping season that year.  The Chamber of Commerce petitioned for the right to place nickels in the meters but Council denied this later that year. 
Meters to regulate parking notwithstanding, complaints about parking as the “number one problem for downtown Charlottesville” recurred throughout the next decades—and continue to this day. Proposed and rejected solutions included a 1951 proposal to dig up Lee Park and turn it into underground parking. The recurring theme is that ”everybody wants a parking space, but very few want to pay for one;” and that “a shortage of free parking in the area makes the nearby shopping centers with their abundance of free parking more attractive.” In particular the point is repeatedly raised that “increasing parking meter rates, raising parking fines, and stepping up measures to collect fines—are punitive measures that will make the mall less attractive. . .” 
The city subsidized free parking, including building the Market Street garage in the 1980's, and later the Water Street Parking garage which opened in 1995, to relieve pressure on the free public spaces. The city has commissioned at least five parking studies since the 1970’s—though more often than not it ignores the results.
After converting Main Street to the Downtown Pedestrian Mall in the 1970's, City Council removed most parking meters Downtown, primarily in response to downtown business owners concerned about competing with free parking at surrounding suburban shopping malls.
Parking situation as of 2015
A 2008 parking study found that downtown Charlottesville has about 6,000 parking spaces. 5,000 are off-street and 1,000 are on-street. Council opted not to create a new system of zones in February 2009. 
The following parking spots are managed by the private Charlottesville Parking Center, in a public/private partnershp with the city: i
- Market Street Parking Garage - 500 spaces (450 public)
- Water Street Parking Garage - 1019 (843 public)
- Water Street Parking Lot
- City Market lot
Downtown parking reconsidered
In 2014 business owner Mark Brown, after buying the Charlottesville Parking Center (two downtown parking garages and part of a parking lot) as well as Charlottesville's Yellow Cab company, advocated eliminating free parking on downtown streets. Mr. Brown proposed bringing all public on- and off- street parking management under a new parking authority. Mr. Brown attempted to remove downtown parking management from city control through a self-taxing "community business district," but withdrew the proposal in March 2015 after encountering opposition.
At Mr. Brown's instigation in 2014 Charlottesville's Office of Economic Development obtained from City Council funding to update a 2008 consultant's study that recommended metered parking (after a series of public hearings in 2009 and 2010 City Council had rejected the 2008 study recommendation). The resulting 2015 consultant's study, unveiled at an October 1, 2015 work session, recommended installing meters where parking is most in demand, while at the same time keeping some spaces free. City Council has asked for an implementation plan including cost estimates for a new city parking department and so-called "smart meters", and will hold public hearings on the proposal.
- City repeatedly grappling with parking issues
- Web. City Council backs downtown park-and-ride - The Daily Progress: News, Rachana Dixit, February 3, 2009, retrieved October 2, 2015.
- Web. Off-mall businesses lament parking - The Daily Progress: News, Rachana Dixit, November 10, 2010, retrieved October 2, 2015.
- Web. City officials: More downtown parking not a priority - The Daily Progress: News, Rachana Dixit, January 12, 2009, retrieved October 2, 2015.
- Web. Downtown parking: On-street spaces in high demand - The Daily Progress: News, Rachana Dixit, October 30, 2008, retrieved October 2, 2015.
- Web. Albemarle Supervisors still open to moving courts from Charlottesville, Sean Tubbs, Charlottesville Tomorrow, June 4, 2014, retrieved June 19, 2014.
- Jefferson Randolph Kean, Charlottesville’s Street Railway System and its Entrepreneurs, 1866-1936 (1980)(George Mason University) (Master’s Thesis, on deposit Albemarle Historical Society)
- David Maurer, Sooners dropped the coin heard across the U.S., The Daily Progress, May 1, 1994 (Albemarle Historical Society clippings file) (Parking meters had been invented in Oklahoma only four years before.)
- John Hammond Moore, Albemarle: Jefferson’s County 1727-1976 (1976) (University of Virginia Pres) |isbn 0-8139-0645-8 }}
- Web. Charlottesville City Council meeting minutes, .pdf, Council Chambers, City of Charlottesville, September 8, 1953.
- Web. Charlottesville City Council meeting minutes, .pdf, Council Chambers, City of Charlottesville, November 16, 1953.
- Web. Charlottesville City Council meeting minutes, .pdf, Council Chambers, City of Charlottesville, December 7, 1953.
- Eliot Clark (letter-to-the-editor) The Greater Value, The Daily Progress, September 18, 1951 (Albemarle Historical Society clippings file)(after calling parking the number one problem, the letter opposes digging up Lee Park for a parking lot)
- Staff, Garden Club Revives Proposal for Auto Lot Under Lee Park, The Daily Progress, May 22, 1951 (Albemarle Historical Society clippings file)(defeated in part because it appeared to be illegal under the deed by which Paul Goodle McIntyre gave the property to the city.)
- Kathleen Brunet, City Looks At Parking Shortages, The Daily Progress, July 6 1986 (Albemarle Historical Society clippings file)
- Editorial, City parking plan should slow down, The Daily Progress, September 16, 1993 (Albemarle Historical Society clippings file)
- Charlotte Crystal, Water Street Garage Takes Pressure off Parking, The Daily Progress, May 7, 1995(Claiming that the opening of the garage has provided the downtown with ample parking for the foreseeable future.)(Albemarle Historical Society clippings file)
- City commissions study; declines to implement it (examples)
- Sherri Nee, Disputed parking proposals stall, Daily Progress October 13, 1993, (Planning Commission rejects study recommending reduction from two hours parking to one, and rejects $15 a month commuter-tag parking; recommends reconstituting parking commission so it represents residents and merchants)
- Staff, City’s Parking Plan Draws Sharp Criticism,Daily Progress September 15, 1993 (“residents, employes and business owners blasted a proposed parking plan. . . [reducing 2 hours parking to one, charging commuters, and raising meter rates])
- Catherine Wray, City ignores report of its own task force in sale of ‘civic resource,’ Letter-to-the- editor, Daily Progress June 24, 1996 (citing sale of Jefferson Street parking lot to law firm Maguire Woods contrary to 1995 study)(Albemarle Historical Society clippings file).
- Jake Mooney, Merchants oppose parking restrictions, Daily Progress January 16, 2001 (opposing study recommendations of reducing free parking time from two hours to one; opposing higher fines- though fines were later raised).
- Web. Council modifies downtown parking; keeps 2 hour spots, Fania Gordon, Charlottesville Tomorrow, retrieved June 19, 2014.
- Web. Owner of city garages proposing radically new approach for downtown ⋅ Charlottesville Tomorrow, Sean Tubbs, January 18, 2015, retrieved October 1, 2015.
- Web. Charlottesville economic development authority might pay for more parking ⋅ Charlottesville Tomorrow, Sean Tubbs, September 8, 2015, retrieved October 2, 2015.
- Web. Downtown business association withdraws tax district request ⋅ Charlottesville Tomorrow, Sean Tubbs, March 2, 2015, retrieved October 2, 2015.
- Web. Parking Study Consultant Says Metered Parking a Solution, WVIR staff, October 1, 2015, retrieved October 2, 2015.