Middletown

Hike Middletown, CT

Part of Middlesex County

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.

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Hiking

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 – Unexplored
  • 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)  – Rough trails to a 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 & Fishing
Town History

What's Nearby

Now go out and hike Middletown, CT!

Wesleyan Woods Conservation Area

★★☆☆☆

647 Country Club Rd, Middletown, CT 06457, USA

Wesleyan Woods Conservation Area / Tynan Memorial Park Middletown Town Park 590.25 acres in Middletown, CT Parking: Large lot near 644 Country Club Rd, Middletown, CT Trail…

Highland Pond Preserve

★★☆☆☆

261 Bell St, Middletown, CT

Highland Pond Preserve Middlesex Land Trust 30 acres in Middletown, CT Parking: Shoulder parking near 261 Bell St, Middletown, CT Trail Map           Trails:…

Wilcox Woods

★★☆☆☆

313 Footit Dr, Middletown, CT, USA

Wilcox Woods Conservation Area Middletown Town Park 151 acres in Middletown, CT Parking: Small pull off near 313 Footit Dr, Middletown, CT Trail Map       …

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 Blue Blaze Trail and The Nature Conservancy in Middlefield and Middletown, CT Parking: Middle: Shoulder parking at the end of Preston Ave, Meriden, CT South… Read more…

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

Unexplored

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     …