Wilbur Cross Parkway

Traveling north toward Exit 59 and the West Rock Tunnel, dubbed "Heroes Tunnel" by the Connecticut legislature in 2003

The tunnel is the only route through a natural obstacle in Connecticut

The four-lane Wilbur Cross Parkway begins as a direct continuation of the Merritt Parkway at the Sikorsky Bridge over the Housatonic River at the town line between Milford and Stratford. Immediately after is the exit for the Milford Parkway, which connects to the Connecticut Turnpike (I-95) and the Boston Post Road (US 1). The Wilbur Cross Parkway runs northeast through the towns of Milford, Orange, Woodbridge, and New Haven. At the town line between New Haven and Hamden, the parkway passes through the West Rock Tunnel, which was renamed "Heroes Tunnel" in 2003 by the State of Connecticut to honor first responders. The only road tunnel through a natural obstacle in Connecticut, it is lighted solely using low pressure sodium vapor lamps, rare in the United States. The parkway proceeds north through the towns of Hamden, North Haven, Wallingford, and Meriden. After connecting with I-91 in Meriden, the parkway ends, merging onto North Broad Street (US 5). North of Meriden, Routes 5 and 15 continue as the Berlin Turnpike.

Reflecting its history as a toll road, two pairs of service plazas lie opposite one-another along the parkway in Orange and North Haven. All were renovated since 2011, along with six further south on the Merritt Parkway. In addition to gas pumps and an Alltown convenience store at each plaza, they now include Dunkin' Donuts and Subway shops.[4] Prior to the renovations, no fast-food service had been available at any of the plazas. Three abandoned rest areas remain along the Parkway, in Woodbridge, New Haven, and Meriden.

The Wilbur Cross Parkway was originally planned in 1937 as route from US 1 in Milford to the Massachusetts state line in Union. The portion of the parkway south of Meriden was built largely as planned. Construction began in 1939 when federal funds were secured. The first section of the parkway to open was the Milford to Orange segment, from the Housatonic River (Exit 54) to Route 34 (Exit 57-58) at the end of 1941. Subsequent construction was delayed by World War II. After the war, two more sections of the parkway opened: the segment from US 5 in Wallingford (Exit 66) to US 5 in Meriden (Exit 68), bypassing the city center opened in 1946; and the segment from Route 10A in Hamden (Exit 61) to US 5 in Wallingford opened in 1947.

In 1948, the parkway was designated as part of a new Route 15, connecting New York to Massachusetts. Because the New Haven segment had not yet been completed, motorists were directed to temporarily follow Route 34, US 5, and Route 10A. In November 1949, the New Haven segment, from Exit 57-58 to Exit 61, including the West Rock Tunnel opened. The entire parkway was a toll road when it opened in 1941. Tolls were removed from both the Merritt and Wilbur Cross Parkways in 1988.

Mileposts and exit numbers listed below continue from the Merritt Parkway. The entire route is in New Haven County.

Location	mi[1]	km	Exit	Destinations	Notes
Milford	37.67	60.62	–	Route 15 south / Merritt Parkway south – New York City	Route 15 continues south as the Merritt Parkway into Fairfield County
			54	To I-95 / US 1 – Milford, New London	Access via Milford Parkway
	38.14– 38.66	61.38– 62.22	55A	Wheelers Farms Road	Signed as exit 55 southbound
			55B	Wolf Harbor Road	Northbound exit only
Orange	41.32	66.50	56	Route 121 – Orange
	42.69– 43.00	68.70– 69.20	57-58	Route 34 – New Haven, Derby	Cloverleaf interchange; signed as exits 57 (east) and 58 (west)
New Haven	46.57– 46.70	74.95– 75.16	59	Route 69 / Route 63 – New Haven, Woodbridge
Woodbridge	47.20– 47.43	75.96– 76.33	Heroes Tunnel (formerly West Rock Tunnel)
Hamden	50.00	80.47	60	Route 10 – Hamden, New Haven	No northbound signage for New Haven
	51.72	83.24	61	Whitney Avenue – Hamden, New Haven	Signed for Hamden exit 61 northbound and 62 southbound, New Haven exit 61 southbound
	51.82– 52.15	83.40– 83.93	62	Dixwell Avenue	Northbound exit and entrance
North Haven	53.45	86.02	63	Route 22 – North Haven
Wallingford	58.17	93.62	64	Wallingford	Access via South Turnpike Road / Quinnipiac Street
	58.55	94.23	65	Route 150 – Yalesville
	61.12– 61.26	98.36– 98.59	66	US 5 – Wallingford, Meriden
Meriden	63.02	101.42	—	ConnDOT Maintenance Facility	Also serves Miller Avenue
	64.05	103.08	67S	I-91 south – New Haven, New York City	Southbound exit and northbound entrance; exit 17 on (I-91) north
	64.33	103.53	67W	East Main Street	Signed as exit 67 northbound
	64.63	104.01	68N-E	I-91 north to Route 66 east – Hartford, Middletown	Northbound exit and southbound entrance, signed as exits 68N (I-91) and 68E (Route 66)
	64.95	104.53	68W	I-691 west – Meriden, Waterbury	No southbound exit; exits 9-10 on I-691
	66.89	107.65	–	Route 15 north / US 5 north (Berlin Turnpike)	Continuation north
1.000 mi = 1.609 km; 1.000 km = 0.621 mi       Incomplete access

• Connecticut state highway route log, 2006
• kurumi.com – Wilbur Cross Parkway
• nycroads.com – Wilbur Cross Parkway