Windham County

Explore Windham County

Explored: 100%

The Quiet Corner of Connecticut.

Most Popular Locations

My Recommendations

Best Overlook: Old Furnace State Park but the Lem Walker Loop is a hidden gem

Best Waterfall: Cargill Falls is powerful but my pick is the man-made falls of Cat Hollow

Other Highlights: Wolf Den at Mashamoquet Brook

Boating/Fishing

Regional Land Trusts

Town Guide List

  • Ashford (17 hiking areas for 42 miles of trails, 1 fishing/boating)
    • Highlight is Boston Hollow
  • Brooklyn (7 hiking areas for 10 miles, 1 fishing/boating area)
    • Highlight Davis Forest
  • Canterbury (2 hiking areas for 2.5 miles, 1 fishing/boating area)
    • Highlight is Kinne Preserve
  • Chaplin (8 hiking areas for 16.5 miles, 3 fishing/boating areas, and a disc golf course)
    • Highlight is Diana’s Pool
  • Eastford (6 hiking areas for 23.5 miles, 1 fishing/boating area)
    • Highlight is Halls Pond
  • Hampton (13 hiking areas for 31.2 miles, 2 fishing/boating areas)
    • Highlight is Goodwin State Forest
  • Killingly (15 hiking areas for 20.6 miles, 5 fishing/boating areas)
    • Highlight is Old Furnace State Park
  • Plainfield (3 hiking areas for 10 miles, 1 fishing/boating area)
    • Highlight is Sugar Brook
  • Pomfret (13 hiking areas for 43.2 miles, 1 fishing/boating area)
    • Highlight is Wolf Den
  • Putnam (3 hiking areas for 3.1 miles, 1 fishing/boating area)
    • Highlight is Cargill Falls
  • Scotland (5 hiking areas for 11.5 miles, 0 fishing/boating areas)
    • Highlight is Rock Spring
  • Sterling (2 hiking areas for 6.1 miles, 1 fishing/boating area)
    • Highlight is Pharisee Rock
  • Thompson (12 hiking areas for 28.5 miles, 2 fishing/boating areas)
    • Highlight is the Tri-State Marker
  • Windham (5 hiking areas for 10 miles, 2 fishing/boating areas)
    • Highlight is Allanach Wolf Woodlands
  • Woodstock (11 hiking areas for 11.5 miles, 4 fishing/boating areas)
    • Highlight is the Lem Walker Loop

Langhammer Trail

★★☆☆☆

41.899796, -72.211855

Langhammer Trail Ashford Town Open Space 73 acres in Ashford, CT Parking: Small lot near 100 Lustig Rd, Ashford, CT 06278 Trail Map The Langhammer Trail was…

Cat Hollow

★★★☆☆

41.833971, -71.870985

Cat Hollow Killingly Town Park 25 acres in Killingly, CT Parking: Room for 4-5 cars at the west end near 25 Cat Hollow Rd, Dayville, CT Room…

Sugar Brook

★★☆☆☆

41.716444, -71.941710

Sugar Brook / Quinebaug River Wildlife Management Area / Tillinghast Preserve Sugar Brook Field Trial and Wildlife Management Area and Wyndham Land Trust Estimated 400 acres in…

Nipmuck Trail: Pixie Falls

★★☆☆☆

41.902388, -72.164776

Nipmuck Trail : Pixie Falls / Natchaug Trail: North Terminus Connecticut State Forest and Blue-Blaze Trail in Ashford, CT Parking: South End: Small pull-off near 32 Iron Mine…

Nipmuck: Boston Hollow

★★★☆☆

41.935958, -72.161613

Nipmuck Trail : Boston Hollow Connecticut Blue Blaze Trail in Ashford, CT Parking: North end: Shoulder parking along Barlow Mill Rd Ashford, CT South end: Small pull-off… Read more…

Diana’s Pool

★★★★☆

20 Dianas Pool Rd, Chaplin, CT, USA

Diana’s Pool State Designated Water Access 15 acres in Chaplin, CT Parking: Small lot at 20 Dianas Pool Rd Chaplin, CT Trail Map       Trails: Less than…