About hiking in Naugatuck Valley Planning Region

Naugatuck Valley Planning Region, Connecticut has 152 named trails tagged for hiking, covering 251 miles, an average of 1.7 miles each. The longest is hiking, at 74.5 miles. 7 run 5 miles or longer.

What the hiking trails in Naugatuck Valley Planning Region are like

By length, 107 are under a mile, 38 run 1 to 5 miles, and 7 are 5 miles or longer. 11 are loops, ending where they start; the longest is Finch Brook Trail, at 2.5 miles.

Of the 152 with measured elevation, hiking climbs the most, about 8,292 ft, and 11 gain 1,000 ft or more.

All 152 hiking trails, longest first

hikingHike74.5 mi Mission 22 TrailHike14.1 mi Blue TrailHike11.6 mi Red TrailHike9.6 mi Paugussett TrailHike9.0 mi Shelton Lakes Recreation PathHike8.3 mi White TrailHike5.3 mi Yellow TrailHike4.5 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 Derby GreenwayHikeMTB2.0 mi Trolly Bed Preserve TrailHike1.8 mi Peat Swamp LoopHike1.8 mi Beacon Falls Yellow TrailHike1.7 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 TrailHike0.9 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 TrailHike0.5 mi Beaver TrailHike0.5 mi Howard's RunHike0.5 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 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 TrailHike0.2 mi Compounce Connector TrailHike0.2 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 TrailHike0.2 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

← All Naugatuck Valley Planning Region trails

Trail geometry from OpenStreetMap contributors, licensed ODbL. Elevation from the USGS 3D Elevation Program. Compiled and published by Trailmonger · trail data last rebuilt October 4, 2026.