Bearskin Neck Lookout – Rockport Harbor loop from Rockport

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Hiking trails & Routes

Bearskin Neck Lookout – Rockport Harbor loop from Rockport

Easy

2.7

(25)

hikers

Bearskin Neck Lookout – Rockport Harbor loop from Rockport

00:43

2.65km

30m

Hiking

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Last updated: September 16, 2026

Waypoints

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532 m

Bearskin Neck, Rockport

Highlight • Settlement

Established in the 1600s, Rockport was a fishing and quarry town - hence the name. Today the area is known for it's tourism and art work, jewellery and seafood restaurants.

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894 m

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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907 m

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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948 m

Downtown Rockport (Bearskin Neck)

Highlight (Segment) • Settlement

Rockport's downtown area along Main Street and Bearskin Neck is a great place to spend the afternoon. There are many independent, local shopping boutiques, art galleries, restaurants (be sure to …

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1.99 km

T-Warf

Highlight (Segment) • Viewpoint

T-Warf is one of the most iconic places in Rockport, if not all of Cape Ann. From here, across the moored boats, you can see the world-famous Motif #1, a …

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2.11 km

Motif Number 1

Highlight • Monument

2.15 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.

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