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Originally part of one of the oldest Native American trails in Connecticut.


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Map Key

11.6

Miles

18.6

KM

96%

Runnable

596' 182 m

High

154' 47 m

Low

962' 293 m

Up

1,073' 327 m

Down

3%

Avg Grade (2°)

17%

Max Grade (9°)

Dogs Leashed

Features Fall Colors · Lake · River/Creek · Views · Waterfall · Wildflowers

A RWA permit is needed to follow the trail onto RWA land. Trail without a RWA (Regional Water Authority) permit must use roads (Dillon, Sperry, Cassaway, and route 63) to follow the greenway.

Description

Making up a large part of the Woodbridge Greenway, the Naugatuck Trail winds its way through Woodbridge and parts of New Haven. This 11.5 mile trail was originally part of one of the oldest Native American trails in Connecticut. Easily followed in sections with parking along the way, the trail features a mixture of easy sections and quite challenging ones.

Starting on the Woodbridge/New Haven line, roadside parking can be found along Fountain St. (Hwy 243), or more out of the way parking can be had about half way into the trip along Park Lane. Follow the blue or occasional blue/yellow blazes north through Race Brook Estates, Fitzgerald Tract, Alice Newton Street Memorial Park, and Elderslie Preserve. Then continue east following the Naugatuck Blue Trail along the Bladen's Brook area through Russell Swamp and climb Round Hill, through the Regional Water Authority (You'll need a pass from the RWA to continue into the RWA land between Amity Rd. (Hwy 63) and Dillon Rd.

To go around, head south on 63 and then east on Dillon Road, catching back up with the trail going south just after Blue Trail Dr.) Lastly, continue south along the east branch of the Naugatuck Trail through Bishop Estate to the parking lot at the Thomas Darling House (1907 Litchfield Turnpike, Woodbridge).

Contacts

Shared By:

Nate Laughton with improvements by Jeffrey M Vinocur

Trail Ratings

  5.0 from 1 vote

#1

in New Haven

#2033

Overall
  5.0 from 1 vote
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Trail Rankings

#1

in New Haven

#9

in Connecticut

#2,033

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1,738 Since Jan 26, 2019
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Photos

Meadow Trail
Jan 26, 2019 near Woodbridge, CT
Small rock formation indicating the start of the trail about 40 yards down the access road (which looks like a driveway) to 30 Coachman
Feb 23, 2022 near Woodbridge, CT

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