You'll recognize Cherry & Webb by the line of cars angled into the sand itself, bumpers facing Buzzards Bay like spectators at a drive-in. The beach takes its name from the department store that once owned this stretch, and though the retailer shuttered decades ago, the families who've been coming here since childhood haven't budged. Grandmothers still arrive at eight in the morning to stake out the same weathered picnic benches their daughters once climbed on.
“One of the few Massachusetts beaches where you can park your car directly in the sand and tailgate from your trunk all day.”
Long-tail boats moored in clear water
The water is the main event: shallow and calm, protected from ocean swells, ideal for toddlers who teeter in knee-deep pools while older siblings hunt for hermit crabs near the rocks at low tide. Bring water shoes—the bottom shifts from soft sand to patches of smooth stone. Kite-flyers claim the grassy area behind the beach on breezy afternoons, their nylon tails snapping against a sky that turns peach and lavender by seven-thirty in summer.
The beach operates without pretense. No snack shacks, no chair rentals, no lifeguard towers. You bring what you need, you leave with what you brought, and if you're lucky, you leave with a sunburn that smells faintly of Coppertone and low tide.