Things to Do with Grandkids
in Westport, CT
101 grandparent-friendly spots in Westport — curated for grandparents planning a great day out.
Grandparent tip: Weekday mornings are the least crowded time at most Westport attractions. Many spots are walk-in friendly — no reservations needed for a spontaneous great day.
Browse by activity in Westport
Browse by occasion
Top picks in Westport
101 total
Photo: Google Maps
Beaches & Waterfront 📍 Westport, CT
Sherwood Island State Park
CT's first state park — 1.5 miles of Sound shoreline
Walk-in OK Accessible Shaded seating ~ 3hr
4.5 (3,163 Google)
Photo: Google Maps
Photo: Google Maps
Beaches & Waterfront 📍 Westport, CT Verified
Sherwood Island State Park
Connecticut's first state park — beach, fields, and picnic areas
Walk-in OK Accessible Quiet Shaded seating ~ 2hr Opens May 25 (49d)
4.7 (2,100 Google)
Photo: Google Maps
Restaurants & Diners 📍 Westport, CT
bartaco Westport
Waterfront tacos, coloring books & a kids menu
Walk-in OK Accessible ~ 1.25hr
4.4 (1,604 Google)
Photo: Google Maps
Restaurants & Diners 📍 Westport, CT
Shake Shack Westport
Juicy burgers, crinkle fries & hand-spun milkshakes
Walk-in OK Accessible ~ 45min
4.2 (1,299 Google)
Exploring all of Fairfield County?
Browse the full directory — 9 categories, 1,600+ grandparent-friendly venues.
Browse All Fairfield County Activities →Own a family-friendly venue in Westport?
Get in front of grandparents planning their next outing. Featured Partners get a free window decal + top placement — at no charge.