Explore Eastford, CT

Chaplin at a Glance

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

Hiking

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

Disc Golf

    • Crystal Pond Park –★★★– 2.5 miles – Hiking trails and a section of the Old Connecticut Path along the pond amidst a disc golf course

N/A

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.

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