Hike Middletown, CT

If you’re looking for the best hiking trails in Middletown this is the complete guide to all the long trails, waterfalls, and history it has to offer.


Hiking |expand|

Town Parks

  • Brock Family Farm Conservation Area – Unexplored
  • Cucia Park – Unexplored
  • Daniels-Schwarzkopf Area – Unexplored
  • Guida Farm Conservation Area – Unexplored
  • Higby Mountain White Trail – Unexplored
  • Hubbard Park – Unexplored
  • Jablonski Property – Unexplored
  • Katchen-Coley Mountain Laurel Preserve
  • Long Hill Estate – Unexplored
  • Marino Property – Unexplored
  • McCutcheon Park & Wildlife Sanctuary – Unexplored
  • Pistol Creek – Unexplored
  • Ravine Park – Unexplored
  • Smith Park – Unexplored
  • Tynan Memorial Park – Unexplored

Land Trust

  • Middlesex Land Trust
    • Harris Preserve – Unexplored
    • Highland Pond Preserve – Unexplored
    • Longworth Preserve – Unexplored
    • Shailor Ledges Preserve – Unexplored
    • Spiderweed Preserve –★★★– 2.7 miles – Rugged trails lead to the ruins of Helen Lohman’s summer home and out to two overlooks

State Parks / Forest

Blue Blaze

  • Highlawn Forest – Unexplored
  • Mattabesett Trail
    • Mattabesett East Terminus — 4.8 miles (Parking Link)  — Unexplored, rock pile cave at 3.4 miles and a connection to the Asylum Reservoir trails
    • Bear Hill –★★– 4.2 miles – Sections are wet, muddy, and used by ATVs but lead up to a small overlook on the hill
    • Seven Falls –★★– 1.5 miles – Trails make the best use of a utility corridor and feature the namesake cascades
  • Scoville Loop Trail –★★★★– 3 miles – Trails lead down to the Connecticut River and up to a great overlook in this unique property

The Rest

Boating |expand|

Now go out and hike Middletown, CT!

Mattabesett East Terminus


1501 River Rd, Middletown, CT, USA

Mattabesett Trail: East Terminus Connecticut Blue Blaze Trail 508 acres in Middletown, CT Parking: East end: Small pull off near 1501 River Rd, Middletown, CT West end:…

Mount Higby


41.539191, -72.744306

Mount Higby / Tynan Park Blue Blaze Trail and The Nature Conservancy in Middlefield and Middletown, CT Parking: North End: Small lot near 644 Country Club Rd,…

Mattabesset River Cromwell Meadows WMA


24 Shunpike Road, Cromwell, CT, USA

Mattabesset River at Cromwell Meadows WMA River and Wildlife Management Area 548 acres in Cromwell and Middletown, CT Parking: North Boat Launch: from behind Dunkin’s parking lot… Read more…

Bear Hill


41.532457, -72.59797

Mattabesett: Bear Hill & Kätchen Coley Mountain Laurel Preserve CFPA Blue Blaze Trail and Middletown Town Park 100 acres in Middletown, CT Parking: North End: Shoulder parking… Read more…

Dart Island State Park


41.552445, -72.561355

Dart Island State Park Connecticut State Park / Scenic Reserve 19 acres in Middletown, CT Parking: Accessible from the water only Trail Map       Trails: Unknown …

Westfield Falls


41.580506, -72.714953

Westfield Falls Middletown Town Park 4 acres in Middletown, CT Parking: Shoulder parking near 267 Miner St Middletown, CT Trail Map           Trails: 0.3…

Spiderweed Preserve


41.518443, -72.599637

Spiderweed Preserve Middlesex Land Trust 157 acres in Middletown, CT Parking: Shoulder parking for about 5 cars near 80 Dripps Road, Middletown, CT Trail Map     …

Hubbard Brook Preserve


41.520788, -72.560650

Hubbard Brook Preserve / Scovill Loop Trails CFPA Blue Blaze Trail 75 acres in Middletown, CT Parking: Medium lot near 3606 River Rd, Middletown, CT  Trail Map …

Wadsworth Falls


721 Wadsworth St, Middletown, CT 06457

Wadsworth Falls State Park Connecticut State Park 285 acres in Middlefield and Middletown, CT Parking: Main park entrance at 770 Wadsworth St. Middletown, CT Easiest access to…

Seven Falls


41.509452, -72.576079

Seven Falls in Middletown and Haddam, CT Parking: Shoulder parking near 1 Saybrook Rd, Higganum, CT Trail Map             Trails: 2.5 miles     …