The Sikorsky Bridge carries the parkway across the Housatonic River to New Haven County. Exit 54 is for Connecticut Turnpike (I-95) and Boston Post Road (US 1). The exit leads to the Milford Parkway (SR 796), which in turn has exits for I-95 and US 1. The Merritt Parkway ends here. CT 15 continues straight ahead as the Wilbur Cross Parkway.

Photos taken October 2014.

Exit 55A is for Wheelers Farms Road. Exit 55B is for Wolf Harbor Road.

Photos taken September 2007.

There is a Mobil gas station between exit 55B and exit 56. Exit 56 is for Grassy Hill Road (CT 121).

Photos taken September 2007.

Exit 57 is for Derby Turnpike (CT 34) east. Exit 58 is for Derby Turnpike (CT 34) west.

Photos taken September 2007.

Exit 59 is for Whalley Avenue (CT 69) and Amity Road (CT 63).

Photos taken September 2007.

There is a short mountain tunnel between exit 59 and exit 60.

Photos taken September 2007.

Exit 60 is for Dixwell Avenue (CT 10).

Photos taken September 2007.

Exit 61 is for Whitney Avenue (SR 707).

Photos taken June 2008.

Exit 62 is for Dixwell Avenue (SR 717).

Photos taken June 2008.

Exit 63 is for Bishop Street (CT 22).

Photos taken June 2008.

In Meriden, the Wilbur Cross Parkway serves as a frontage road for I-91. Exit 68N-E is for I-91 north and CT 66 east. Exit 68W is for I-691 west.

Photos taken September 2022.