Depending where you are downtown these might be too far to incorporate into a 10k or less from your place but most have parking! -scalzi park, inner loop is 1/4 mile but there are also some meandering paths you can take that make it more interesting (plenty of parking, no sticker/fee) -woodland park on Stamford/Darien border (entrances off maple tree Ave or west Ave, west Ave has ~8 parking spots no sticker/fee) has very wide/nice main paths that you can use as a quick cut thru if you’re not into trail running -cove island park has paved and sanded/dirt paths and nice water views, plenty of parking off season -Cummings park has paved and dirt trails, some nice rolling hills and plenty of parking as well -also I found that Google earth (or satellite view on Apple Maps) has been a great tool when mapping out running routes in and around parks that im not familiar with as I’m a Stamford transplant !