Here's a New England landmark

Does anyone recognize this landmark, or have a memory to share?
I first remember going there about 19 years ago to a "classic car" night, which featured live music (from the 50s and 60s) out in the parking lot and "50-50 raffles". Cars from a bygone era were all lined up, row after row. Hoods were opened up for better viewing of engines. Many car owners posted photos on a board next to their cars, showing the stages of restoration that had taken place and/or trophies the car had captured in various shows. Lots of motor heads would go from car to car, talking to the owners and oohing and ahhing about the dual carbs, overhead cams and layer after layer of paint the cars sported. Discussions swirled regarding whether a car was "original" or had after-market parts. Some "numbers" matched and some were "made to match". (wink, wink, you motor heads know what I mean.) Observers and participants in these car shows munched on tasty onion rings, hot dogs or burgers as they surveyed the classic cars. Oh, and everyone knew better than to lean over a fender to view the engine while wearing a jacket. You couldn't risk having a jacket button or zipper scratch the paint!
Since then, it has been a favorite place for us to stop after soccer games and let the little kids have a cold ice cream cone after running all over the soccer field, which is just down the street. My husband said that the ice cream cone sign on the pole used to light up. Click on the photos to get a better look.