Location #1: The railway station

198 Elm Street, New Canaan, Connecticut, United States

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Location #2: The library

151 Main Street, New Canaan, Connecticut, United States

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Location #3: The park — Football game

Waveny Park, New Canaan, Connecticut, United States

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Location #4: Riding the bike down the street

Main Street (near East Avenue), New Canaan, Connecticut, United States

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Location #5: Wendy bumps into Sandy

East Avenue & Forest Street, New Canaan, Connecticut, United States