Rockport Harbor – Rockport Harbor loop from Gloucester

Bike touring routes & trails

Rockport Harbor – Rockport Harbor loop from Gloucester

Moderate

4.8

(4249)

15,985

riders

Rockport Harbor – Rockport Harbor loop from Gloucester

01:32

25.5km

170m

Cycling

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: August 4, 2026

Waypoints

Start point

Train Station

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4.17 km

Good Harbor Beach

Highlight • Beach

Good Harbor Beach is a beautiful, popular beach in Gloucester with white sand and deep blue water. At low tide, you can walk out to Salt Island, and at high …

Tip by

8.65 km

Rockport Harbor

Highlight • Beach

Rockport has miles of lovely beaches, boulder-strewn paths through woods and glades, and that uncommonly magical light that has inspired painters since Winslow Homer.

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8.87 km

Pebble Beach, a beautiful hidden gem, reveals itself along your run. With strong waves and breathtaking views, this peaceful spot adorned with rocks invites you. Enjoy the coastal breeze as you run along the road by the beach.

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13.6 km

Rockport Harbor

Highlight • Settlement

Rockport has miles of lovely beaches, boulder-strewn paths through woods and glades, and that uncommonly magical light that has inspired painters since Winslow Homer.

Tip by

14.2 km

Bearskin Neck Lookout

Highlight • Viewpoint

At the end of Bearskin Neck is an amazing lookout over the Rockport Harbor and Atlantic Ocean. There are several parking spots - although driving is not recommended because driving …

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14.2 km

View of Rockport Harbor and the Atlantic Ocean from Bearskin Neck

Highlight • Viewpoint

At the end of Bearskin Neck and the main downtown shopping area of Rockport is an amazing lookout over the Rockport Harbor and Atlantic Ocean. There are several parking spots …

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25.5 km

End point

Train Station

Way Types & Surfaces

Way Types