About trails in Naugatuck Valley Planning Region, Connecticut

Naugatuck Valley Planning Region has 159 named trails on the map, covering 290 miles in total, an average of 1.8 miles per trail. That is the 7th largest mapped trail network among 9 counties in Connecticut. 152 of them are tagged for hiking and 16 for mountain biking.

The longest single trail is hiking, at 74.5 miles. 10 trails run 5 miles or longer. Mapped points of interest in the county include 2 trailheads, 34 campsites, 24 waterfalls, 21 boat launches, and 2 rapids. The nearest towns to these trails are Sandy Hook, Shelton, and Heritage Village.

What the trails in Naugatuck Valley Planning Region are like

By length, 109 are under a mile, 40 run 1 to 5 miles, and 10 are 5 miles or longer. 11 are loops, ending where they start; the longest is Finch Brook Trail, at 2.5 miles.

Of the 159 with measured elevation, hiking climbs the most, about 6,539 ft, and 10 gain 1,000 ft or more.

Explore by activity

290Total miles

34Campsites

21Boat launches

24Waterfalls

2Trailheads

2Rapids

hikingHike74.5 mi Larkin State Park TrailMTB16.3 mi Mission 22 TrailHike14.1 mi Blue TrailHike11.6 mi Red TrailHike9.6 mi Paugussett TrailHike9.0 mi Shelton Lakes Recreation PathHike8.3 mi Naugatuck River GreenwayMTB7.7 mi New Haven & Northampton Canal GreenwayMTB7.5 mi White TrailHike5.3 mi Yellow TrailHike4.5 mi Middlebury GreenwayMTB4.5 mi Pomperaug TrailHike4.4 mi Pomparaug TrailHike4.3 mi Miller TrailHike3.7 mi Foote PathHike3.3 mi Jericho TrailHike3.3 mi Hancock Brook TrailHike2.6 mi Finch Brook TrailHike2.5 mi Orange TrailHike2.4 mi Crest TrailHike2.3 mi Woverine TrailHike2.1 mi Wallace Barnes Accessible Nature TrailHike2.1 mi Turkey Trot TrailHike2.0 mi Steele Brook GreenwayMTB2.0 mi Derby GreenwayHikeMTB2.0 mi Trolly Bed Preserve TrailHike1.8 mi Peat Swamp LoopHike1.8 mi Beacon Falls Yellow TrailHike1.8 mi Oak Valley TrailHike1.7 mi Nell's Rock TrailHike1.6 mi Birchbank TrailHike1.6 mi Woodtick TrailHike1.5 mi White-Yellow TrailHike1.5 mi Black TrailHike1.4 mi Creat TrailHike1.4 mi Whitestone Cliffs TrailHike1.4 mi Sachem's Ridge LoopHike1.4 mi Nichols Trail (Blue)Hike1.3 mi LallementHike1.3 mi Rolling CoalHike1.3 mi Glacier trailHike1.2 mi Meshattuck TrailHike1.2 mi Mellow Yellow TrailHike1.1 mi Pootatuck RoadHike1.1 mi South LoopHike1.1 mi Ives Blue TrailHike1.1 mi Green-Yellow TrailHike1.1 mi Raptor Woods TrailHike1.0 mi Woodsend TrailHike1.0 mi Brooke Blue TrailHike1.0 mi The Valley TrailHike0.9 mi French's Hill TrailHike0.9 mi Mead School TrailHike0.9 mi The Lake TrailHike0.9 mi Basil Brook BypassHike0.9 mi Mitchell Farm Trail LoopHike0.9 mi Green TrailHike0.8 mi Tahmore TrailHike0.8 mi South Pool TrailHike0.8 mi Cedar Field TrailHike0.8 mi Ansonia RiverwalkHikeMTB0.8 mi Branch Brook TrailHike0.8 mi Cascade TrailHike0.7 mi Old colonial roadHike0.7 mi Old Milan TrailHike0.7 mi North LoopHike0.7 mi Stockmal Trail (White)Hike0.7 mi Riverbound Orange TrailHike0.7 mi Pearmain Path (Yellow)Hike0.6 mi Poet PathHike0.6 mi Blue-Yellow TrailHike0.6 mi Jeremy Swamp RoadHikeMTB0.6 mi Three Rivers Park Walking PathHike0.6 mi River RoadHike0.6 mi Zig Zag TrailHike0.6 mi Bluff WalkHike0.6 mi Tulip Tree TrailHike0.6 mi Glen/Rt. 34 TrailHike0.6 mi Old Coram RoadHikeMTB0.6 mi Fire TrailHike0.6 mi Roaring Brook Falls TrailHike0.6 mi Dark Green TrailHike0.6 mi Beaver TrailHike0.6 mi Howard's RunHike0.5 mi Edmonds RoadMTB0.5 mi Ives Yellow TrailHike0.5 mi MisgnomerHike0.5 mi Weasel Swamp TrailHike0.5 mi On The RocksHike0.5 mi Town Hill Road ConnectorHike0.5 mi Tower Trail0.5 mi Old Kings HighwayHikeMTB0.5 mi Seymour GreenwayHikeMTB0.5 mi Eager Beaver TrailHike0.5 mi Redwing Pond TrailHike0.4 mi Oxford Loop TrailHike0.4 mi Oxford TrailHike0.4 mi Overlook Loop TrailHike0.4 mi Lake LoopHike0.4 mi Athea's Meadow LoopHike0.4 mi Jerry Stomski WayHike0.4 mi Shady Dell roadHike0.4 mi Beaver Meadow LoopHike0.4 mi Bird Watching TrailHike0.4 mi Meadow LoopHike0.4 mi Red LineHike0.4 mi Overlook TrailHike0.4 mi Beacon Falls RiverwalkHikeMTB0.4 mi Ives Red TrailHike0.3 mi Eagle OverlookHike0.3 mi River TrailHike0.3 mi Lemon Squeezer TrailHike0.3 mi Gristmill TrailHike0.3 mi Beach Cutoff TrailHike0.3 mi Collier TrailHike0.3 mi Self-Guided TrailHike0.3 mi Riverbound Blue TrailHike0.3 mi King StreetHike0.3 mi Brooke Yellow TrailHike0.3 mi Willis Trail (Red)Hike0.3 mi Manquash GapHike0.3 mi Boulder DashHike0.3 mi Birchbank ConnectorHike0.3 mi Three RiversHike0.3 mi Purple TrailHike0.3 mi Compounce Connector TrailHike0.3 mi Hoop Pole Hill RoadHike0.2 mi Flower PathHike0.2 mi Blue-White-DotHike0.2 mi Red Triangle TrailHike0.2 mi White-Purple-DotHike0.2 mi Indian TrailHike0.2 mi Burritt's BypassHike0.2 mi rock scramble hiking pathHike0.2 mi Riverbound Red TrailHike0.2 mi Shelton Cove Public Access TrailHike0.2 mi Lane StreetHikeMTB0.2 mi Red Square TrailHike0.2 mi Dog Paw PathHikeMTB0.2 mi Upper Beaver TrailHike0.2 mi Camp Ground TrailHike0.2 mi Fern Hollow PathHike0.2 mi Ives Green TrailHike0.1 mi White Triangle TrailHike0.1 mi French's Hill Trail (White)Hike0.1 mi Red X TrailHike0.1 mi Kestrel TrailHike0.1 mi Gosinski ParkHike0.1 mi Riverview Park Walking PathHike0.1 mi The Nature TrailHike0.1 mi Kay Hill RoadHike0.1 mi Orchard TrailHike0.1 mi Cayuga RoadHike0.1 mi Maple ShortcutHike0.1 mi White-Red-DotHike0.1 mi Well TrailHike0.1 mi Orange Circle TrailHike0.1 mi Turkey Trot Cutoff (White Triangle)HikeMTB0.1 mi

Trails by town in Naugatuck Valley Planning Region

More Connecticut counties

Capitol Planning Region

490 trails · 1,117 mi

Greater Bridgeport Planning Region

57 trails · 88.5 mi

Lower Connecticut River Valley Planning Region

206 trails · 499 mi

Northeastern Connecticut Planning Region

138 trails · 301 mi

Northwest Hills Planning Region

243 trails · 556 mi

South Central Connecticut Planning Region

243 trails · 524 mi

Western Connecticut Planning Region

262 trails · 458 mi

Southeastern Connecticut Planning Region

169 trails · 238 mi

← All of Connecticut

Trail geometry from OpenStreetMap contributors, licensed ODbL. Elevation from the USGS 3D Elevation Program. Compiled and published by Trailmonger · trail data last rebuilt September 24, 2026.