Hike Eastford, CT

(Part of Windham County)

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

Eastford has six hiking locations with 23.5 miles of trails, one boating/fishing option, and a disc golf course.



My Highlights |expand|

Hiking |expand|

Town Parks

  • Boston Turnpike Trail –★★★– 1.6 miles – A surprisingly nice hike on this section of the Old Connecticut Path
  • Crystal Pond Park –★★★– 2.5 miles – Hiking trails and a section of the Old Connecticut Path along the pond amidst a disc golf course
  • George Askew Nature Trail – 1 mile trail behind the elementary school ball fields down to the Still River

Land Trust

  • Five land trusts hold property in town, but none are hikeable as far as I can tell

State Parks / Forest

  • Bigelow Brook Wildlife Area – Adjacent to Natchaug State Forest parcel
  • Natchaug State Forest –★★★– 16 miles – Huge forest along the Natchaug River with hiking, swimming, and horse trail options
  • Nathaniel Lyon State Park –★★– <1 mile – Preserved chimney of the first general to die in the Civil War, with access to the Natchaug Trail and a backpacking campsite

Blue Blaze

The Rest

  • Yale Forest Camp –★★– 2+ miles – Part of Yale Myers Forest there are mill ruins, the modern camp, and hidden structures in the woods

Boating/Fishing |expand|

Town History |expand|

Eastford was originally the east parish of Ashford until it was incorporated in May 1847 from lands in Ashford making it the 145 oldest town in Connecticut.

Now go out and hike Eastford, CT!

Yale Forest Camp


41.969302, -72.112422

Yale Forest Camp Yale Forest in Union, CT and Eastford, CT Parking: Shoulder parking near 98 Bigelow Hollow Rd Union, CT Trail Map        Trails:…

Halls Pond


92 Kennerson Rd, Eastford, CT, USA

Halls Pond Connecticut State Boat Launch 1.5 acres in Eastford, CT Parking: Small lot and shoulder parking near 92 Kennerson Rd, Eastford, CT Boat Launch Map   …

Boston Turnpike Trail


145-101 CT-198, Pomfret Center, CT 06259, USA

Boston Turnpike Trail Eastford Town Park / Connecticut State Forest 104 acres in Eastford, CT Parking: Small lot near 145-101 CT-198, Pomfret, CT Trail Map     …

Natchaug Trail: Lyon Rd


41.8716650, -72.0878170

Natchaug Trail – Lyon Rd Connecticut Blue Blaze Trail in Eastford, CT Parking: Shoulder parking across from the cemetery at Lyon Rd (41.8716650, -72.0878170) Trail Map    …

Crystal Pond Park


41.913346, -72.095686

Crystal Pond Park Eastford and Woodstock Community Park 120 acres in Eastford and Woodstock, CT Parking: Large lot near 305 Crystal Pond Road, Woodstock, CT Trail Map        Trails:… Read more…

Natchaug State Forest Main Block


41.841980, -72.095569

Natchaug State Forest Connecticut State Forest 13,438 acres in Chaplin, Eastford, and Hampton CT Parking: Plenty of parking down the road near 243 Chaplin Rd Eastford, CT Trail Map     … Read more…

Nathaniel Lyon Memorial State Park


41.847478, -72.083341

Nathaniel Lyon Memorial State Park Connecticut State Park 5 acres in Eastford, CT Parking:  Small lot along Kingsbury Rd Eastford, CT Trail Map        Trails:…

Natchaug Trail : Morey Rd


41.8214610, -72.0970840

Natchaug Trail – Morey Rd CFPA Blue Blaze Natchaug Trail Natchaug State Forest through Chaplin and Eastford, CT Parking: Shoulder parking at 41.8214610, -72.0970840 Trail Map     …