Restaurants & Dinersin Pleasantville, NY
16 grandparent-friendly restaurants & diners in Pleasantville. Family-friendly spots for a meal together.
- Menu Guessing Game — Before the food arrives, each person secretly guesses what the others ordered.
- Napkin Tic-Tac-Toe — Old school, never fails. All you need is a pen and the paper napkin.
- Story Starter — One person says a sentence, everyone takes turns adding to the story.
- Early bird menus (5–6pm) often cut 15–20% off the bill — and they usually apply on weeknights too, even if the sign only says weekend.
- Kids eat free or half-price at many diners on weeknight evenings. Ask at the host stand before sitting down — it's not always posted.
🍽️ All Restaurants & Diners in Pleasantville (16)
Typical for this kind of place — not recorded for this venue. Usually about 1hr
Typical for this kind of place — not recorded for this venue. Usually about 1hr
Typical for this kind of place — not recorded for this venue. Usually about 1hr
Typical for this kind of place — not recorded for this venue. Usually about 1hr
Typical for this kind of place — not recorded for this venue. Usually about 1hr
Typical for this kind of place — not recorded for this venue. Usually about 1hr
Typical for this kind of place — not recorded for this venue. Usually about 1hr
Typical for this kind of place — not recorded for this venue. Usually about 1hr
Typical for this kind of place — not recorded for this venue. Usually about 1hr
Typical for this kind of place — not recorded for this venue. Usually about 1hr
Typical for this kind of place — not recorded for this venue. Usually about 1hr
Typical for this kind of place — not recorded for this venue. Usually about 1hr
Typical for this kind of place — not recorded for this venue. Usually about 1hr
Typical for this kind of place — not recorded for this venue. Usually about 1hr
Typical for this kind of place — not recorded for this venue. Usually about 1hr
Typical for this kind of place — not recorded for this venue. Usually about 1hr
Make this restaurants & diners trip unforgettable →
The best restaurant memories have nothing to do with the food.
More to do in Pleasantville
Explore all of Westchester County
Browse restaurants & diners across the entire county — not just Pleasantville.
Is your venue missing?
Get listed free or upgrade for featured placement and reach grandparents planning their next outing.
List Your Venue →