Hebron

Hike Hebron, CT

Part of Tolland County

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

Explore

My Highlights

Hiking

Town Parks

  • Bernstein Property – (Parking) No trails as of November 2024
  • Burnt Hill Park –★★– 1 mile – Mainly sports fields, but a well kept trail leads around the outskirts of the park
  • Cardillo Property – (Parking) No trails as of November 2024
  • Chesnut Hollow –★– 1 mile – A forgotten park starts next to the historical “old town pound”. Trails are short, overgrown, and fade away the further in you go
  • Grayville Falls –★★★– Less than a mile – Long sloping waterfall just off the Air Line Trail
  • Harasimowitz Property –★– Less than a mile – Unblazed path to a small pond, then trail fades away
  • Hebron Center Trail –★– Less than a mile – Simple and good for casual strolls along an access road, the back of private property, and a loop along Rt. 66 if you’re so inclined
  • Niles Road Open Space –★– Less than a mile – Old woods road, but path to Pepperbush Drive appears to be missing
  • Old Hibbert Property –★★– 1.1 miles – One clear short loop, other rough trails, nice view of Raymond Brook
  • Raymond Brook Preserve –★★– 1.5 miles – Flat easy trail for casual strolls and nice picnic area view of the pond
  • St. Peter’s Preserve –★– Less than a mile – The loop has been forgotten but has a fire pit built by Hebron’s first female Eagle Scout

Land Trust

  • None

State Parks / Forest

Blue Blaze

  • None

The Rest

  • Prophet’s Rock –★★– 0.1 miles – Short trail to a large split erratic

Boating & Fishing

Town History

Hebron was settled in 1704 and incorporated in May 1708 as the 41st oldest town in Connecticut. It was named in 1707 from Heb. Hebron (derivation doubtful); “an association,” “a league,” and “confederacy,” are meanings given this word by various authorities.

Now go out and hike Hebron, CT!

Holbrook Pond

★★☆☆☆

Holbrook Pond Boat Launch, Hebron, CT, USA

Holbrook Pond Connecticut Boat Launch and State Forest 288 acres in Hebron, CT Parking: Two medium-sized lots down the access road at 142 Gilead St, Hebron, CT…

Jagger Lane Open Space

★★☆☆☆

177 Jagger Ln, Hebron, CT, USA

Jagger Lane Open Space Hebron Town Park 31.6 acres in Hebron, CT Parking: Small pull-off near 177 Jagger Ln, Hebron, CT Trail Map         Trails:…

Harasimowitz Property

★☆☆☆☆

575 Old Colchester Rd, Amston, CT, USA

Harasimowitz Property Hebron Town Park 20 acres in Hebron, CT Parking: Shoulder parking near 575 Old Colchester Rd, Amston, CT Trail Map        Trails: 0.25…

St Peter’s Preserve

★☆☆☆☆

35 Church St, Hebron, CT 06248, USA

St Peter’s Preserve Hebron Town Park 20.2 acres in Hebron, CT Parking: A couple parking spots at the back of 25 Pendleton Dr, Hebron, CT Medium sized… Read more…

Niles Road Open Space

★☆☆☆☆

60 Niles Rd, Amston, CT

Niles Road Open Space Hebron Town Park acres in Hebron, CT Parking: Shoulder parking near 60 Niles Rd, Amston, CT Trail Map     Trails: 0.3 miles   …

Old Hibbert Property

★★☆☆☆

298 Old Colchester Rd, Amston, CT, USA

Old Hibbert Property Hebron Town Park 66 acres in Hebron, CT Parking: Shoulder parking near 298 Old Colchester Rd, Amston, CT Trail Map         Trails:…

Prophet’s Rock

★★☆☆☆

166 Burrows Hill Road, Amston, CT, USA

Prophet’s Rock Hebron Town Park 1.5 acres in Hebron, CT Parking: Small pull off near 166 Burrows Hill Road Hebron, CT Trail Map       Trails: 0.15…

Raymond Brook Preserve

★★☆☆☆

168 Church St, Hebron, CT 06248, USA

Raymond Brook Preserve Hebron Town Park 107 acres in Hebron, CT Parking: Small lot near 168 Church St, Hebron, CT Medium sized lot near 52 Kinney Rd,…

Hebron Center Trail

★☆☆☆☆

41.663975, -72.362267

Hebron Center Trail Hebron Town Park 42.6 acres in Hebron, CT Parking: Medium sized lot near 66 Wall St Hebron, CT Trail Map         …

Chestnut Hollow

★☆☆☆☆

41.657415, -72.372151

Chestnut Hollow Preserve Hebron Town Park 24 acres in Hebron, CT Parking: Small lot near 7 Chestnut Hill Road, Hebron, CT Trail Map          …