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!

Burnt Hill Park

★★☆☆☆

41.682602, -72.387645

Burnt Hill Park Hebron Town Park 171 acres in Hebron, CT Parking: Several lots near 148 East St Hebron, CT Trail Map         Trails: 1…

Gay City State Park

★★★☆☆

386 North St, Hebron, CT 06248

Gay City State Park Connecticut State Park 1,569 acres in Hebron, CT Parking: Large lot at 386 North St Hebron, CT year round with additional parking open…

Bishop Swamp

★★☆☆☆

41.722671, -72.396840

Bishop Swamp Connecticut Wildlife Management Area 752 acres in Andover and Hebron, CT Parking: Small lot near 236 State Hwy 603, Andover, CT for hiking and small pull off… Read more…

Grayville Falls

★★★☆☆

41.612828, -72.368980

Grayville Falls Town Park Hebron Town Park 20 acres in Hebron, CT Parking: Medium sized lot near 142 Grayville Rd Hebron, CT Trail Map        Trails:…