Things to Do in Westport, CT
with Grandkids
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.
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Top picks in Westport
101 total Guide's Pick
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 Open May 25–Sep 1
4.7 (2,100 Google)
Photo: Google Maps
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
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)
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