Cape Pond

Hike the High Rock and Cape Pond loop in Rockport's South Woods, an easy 4.2-mile trail with forests, granite, and lake views.

Easy 4.5-mile hike through Rockport's South Woods, featuring forests, granite boulders, and scenic Cape Pond views.

The Old Garden Beach – Bearskin Neck Lookout loop from Salt Island offers a dynamic coastal experience, transitioning from serene shoreline paths to rugged granite outcrops and finally into the lively streets of Rockport. You'll traverse the Old Garden Path, enjoy sweeping views from Old Garden Beach, and navigate the uneven, boulder-strewn terrain of The Headlands, which lives up to its reputation as the "overlook capital of Cape Ann." The route then winds through the charming, cobblestone-like streets of Bearskin Neck, providing a unique blend of natural beauty and village atmosphere.

This moderate hike covers 9.9 miles (16.0 km) with 374 feet (114 metres) of elevation gain, typically taking around 4 hours and 10 minutes. While generally accessible, the varied terrain, including rugged sections, means good fitness and proper footwear are advisable. Parking is available in Rockport, but it's wise to arrive early, especially on weekends, to secure a spot before exploring this diverse coastal trail.

What makes this trail particularly notable is its seamless integration of Rockport's iconic natural and cultural landmarks. You get to experience the town's granite geology, observe marine life in tide pools, and immerse yourself in the historical fishing village charm of Bearskin Neck, complete with art galleries and seafood restaurants. It's a comprehensive way to appreciate the unique character of this Massachusetts coastal gem.