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 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

Harvey Preserve

★★☆☆☆

68 Federal Road, Chaplin, CT, USA

Harvey Preserve Joshua’s Trust 64 acres in Chaplin, CT Parking: Small lot near 68 Federal Rd, Chaplin, CT Trail Map          Trails: 1.4 miles …

Tower Hill Preserve

★★☆☆☆

122 Tower Hill Rd, Chaplin, CT, USA

Tower Hill Preserve Joshua’s Trust Property 236 acres in Chaplin, CT Parking: Medium sized pull-off near 122 Tower Hill Rd, Chaplin, CT Trail Map       Trails: 1.36 miles     Rating: ★★☆☆☆… Read more…

Pomfret Forest

★★★☆☆

118 Wolf Den Rd, Pomfret Center, CT 06259

Pomfret Forest Pomfret Town Park 150 acres in Pomfret, CT Parking: Large lot near 118 Wolf Den Rd, Pomfret Center, CT Trail Map        Trails:…

Ashford Memorial Park

★★☆☆☆

Ashford Memorial Park, Ashford, CT, USA

Ashford Memorial Park Ashford Town Park 33 acres in Ashford, CT Parking: Medium sized lot near 1 Pompey Hollow Park Access Road, Ashford, CT Trail Map   …

Brooklyn Riverside Park

★★☆☆☆

Brooklyn Riverside Little League Field, SW Brooklyn Ln, Brooklyn, CT, USA

Brooklyn Riverside Park & Maury Bowen Complex Brooklyn Town Park 36 acres in Brooklyn, CT Parking: Medium sized lot near SW Brooklyn Ln, Brooklyn, CT Trail Map … Read more…

Roseland Park

★★☆☆☆

205 Roseland Park Rd, Woodstock, CT 06281, USA

Roseland Park Private Park 390 acres in Woodstock, CT Parking: Several lots near 205 Roseland Park Rd, Woodstock, CT Trail Map       Trails: 0.25 miles   …

Black Pond Boat Launch

★★☆☆☆

215 Camp Road, Woodstock, Woodstock Valley, CT, USA

Black Pond Boat Launch Connecticut State Boat Launch 41 acres in Woodstock, CT Parking: Small lot down a driveway off Camp Road Trail Map     Trails: No…

Hampton Reservoir

★★☆☆☆

400 Kenyon Rd, Hampton, CT, USA

Hampton Reservoir Connecticut State Boat Launch 151 acres in Hampton, CT Parking: Small lot near 400 Kenyon Rd, Hampton, CT Trail Map       Trails: 0.5 miles …

Moosup Valley State Park Trail

★★☆☆☆

2-58 Withey Hill Rd, Moosup, CT, USA

Moosup Valley State Park Trail Connecticut State Park 62 acres in Plainfield and Sterling, CT Parking: West End – Few spots near 2-58 Withey Hill Rd, Moosup,…

Kimball Memorial Forest

★★☆☆☆

41.845082, -71.993506

Kimball Memorial Forest New England Forestry Foundation 173 acres in Pomfret, CT Parking: Shoulder parking near 175 Wolf Den Rd, Pomfret Center, CT Trail Map     …