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

Tinkerville Brook

★★☆☆☆

41.927542, -72.207901

Tinkerville Brook Joshua’s Trust Preserve 42 acres in Ashford, CT Parking: Small pull-off near 135 Armitage Rd, Ashford, CT Trail Map         Trails: 1.2 miles …

Bernard Church Woods

★☆☆☆☆

41.818962, -72.153062

Bernard Church Woods Joshua’s Trust 37 acres in Chaplin, CT Parking: Shoulder parking near 385 Bujak Rd, Chaplin, CT Trail Map        Trails: 0.5 miles   …

Walker Mountain

★★☆☆☆

41.975883, -72.140336

Yale Forest: Walker Mountain Connecticut Blue Blaze Trail in Ashford and Union, CT Parking: North end: Shoulder parking just east of the main entrance to Bigelow Hollow… Read more…

Yale Forest: Eastford Road

★★☆☆☆

41.924486, -72.162718

Yale Forest: Eastford Road Connecticut Blue Blaze Trail in Ashford, CT Parking: North end: Small pull-off near 253-77 Boston Hollow Rd Ashford, CT South end: Shoulder parking… Read more…

Nipmuck Trail: Marsh Road

★★☆☆☆

41.848349, -72.223530

Nipmuck Trail: Marsh Road Blue Blaze Trail in Willington and Ashford, CT Parking: North end – Shoulder parking near 298 CT-74 Ashford, CT South end – Spur…

Natchaug State Forest: Perry Hill

★★☆☆☆

41.880034, -72.194366

Natchaug State Forest: Perry Hill Connecticut State Forest and Blue Blaze Trail in Ashford, CT Parking: North end – Shoulder parking near 68-198 Oakes Rd Ashford, CT… Read more…

Putnam River Heritage Trail

★★☆☆☆

41.908118, -71.908057

Putnam River Heritage Trail Putnam Town Park Along the Quinebaug River in Putnam, CT Parking: There are a number of small open lots along Kennedy Drive Putnam, CT… Read more…

Allanach Wolf Woodlands

★★☆☆☆

41.709628, -72.137912

Allanach-Wolf Woodlands Joshua’s Trust 102.6 acres in Windham, CT Parking: Small lot near 164 Back Rd, Windham, CT Trail Map            Trails: 1.5 miles …

Old Furnace State Park

★★★★☆

450 S Frontage Rd, Danielson, CT 06239

Old Furnace State Park Connecticut State Park 367 acres in Killingly, CT Parking:  Medium lot available near 450 S Frontage Rd Danielson, CT Medium lot at the…