An anonymous opponent of the pastime and its practitioners has chiselled off parts of a kerb and installed bolts in the pavement to stop skaters indulging in their favourite recreation in the Somerfield car park - one of the town's most popular areas.
Anti-vandal tarmacadam has also been laid and dotted with stones.
The latest action has angered town resident Mick Hutchcox, whose son is a keen skateboarder.
He said: "This seems totally vindictive.
"The skateboarders are not causing any harm there. They have to go somewhere - there's nowhere else for them. People treat skaters as though they're the plague of the town, but most aren't bad kids.
"There doesn't seem to be anything else for them to do in the town. At least they're not getting involved in crime. The anti-skateboard people have gone too far now.
"It's also very dangerous for everyone else. Anyone can trip over the bolts - I've seen people having to take great care to avoid them.
"Everyone complains about the youths in the town, but no-one does anything for them."
The action follows much concern about facilities for young people in Kenilworth.
Many correspondents have contacted the Weekly News to criticise skateboarders, and there was anger last month when it turned out a planned ramp for enthusiasts in the town had been abandoned. There have also been complaints about boarders jumping off crates in the supermarket's car park.
Warwick District Council's operation services manager Tony Iwanikiw said: "We will have to get an inspector to look at this and see if it is on a public highway.
"By all accounts it is very dangerous, and could represent a tripping hazard. This is the first I have heard about it, and I haven't come across anything like this before."
District council leader Coun Bob Crowther said: "Compared with most parts of the country, skateboarders in Warwick District have an excellent choice of facilities.
"The district council has installed and maintains skateboarding equipment in Victoria Park, St Nicholas Park, Whitnash, and Castle Farm, Kenilworth.
"We are building a further facility at Newbold Comyn, a location which serves people from a wide area, not just Leamington. In addition there are superb facilities provided by local communities, such as at Barford.
"Naturally, we are always looking to improve our leisure provision, and skateboarding is certainly one part of this. Of course, we have to work within the constraints of limited budgets, increasingly tough insurance demands and the need to take proper account of concern from residents near suitable sites."