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Essex County
Gloucester

Old Garden Beach – Bearskin Neck Lookout loop from Salt Island

Routes
Hiking trails & Routes
Essex County
Gloucester

Old Garden Beach – Bearskin Neck Lookout loop from Salt Island

Moderate

1

hikers

Old Garden Beach – Bearskin Neck Lookout loop from Salt Island

04:11

16.0km

110m

Hiking

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: April 7, 2026

Waypoints

A

Start point

Bus stop

Get Directions

3.87 km

Beach

Beach

2

8.38 km

Old Garden Path (Cliffwalk)

Highlight (Segment) • Trail

The Old Garden Path Cliff Walk is a short popular trail that spans approximately half a mile along a plant-covered coastal bank, and offers amazing views of the shoreline. The …

Tip by

3

8.94 km

Old Garden Beach

Highlight • Beach

Lovely beach that looks great for swimming. Zero parking available so it's definitely a bike highlight

Tip by

4

10.3 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 …

Tip by

5

10.4 km

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 …

Tip by

6

13.0 km

South Woods

Highlight • Forest

The Rockport South Woods is a large swath of protected lands in the center of Rockport. There are popular hiking, running, and mountain biking trails through this attractive forests. Believe …

Tip by

7

14.4 km

Cape Pond

Highlight • Lake

Cape Pond is a small freshwater pond located in the South Woods Reservation in Rockport. This is a great place to look for songbirds, waterfowl, and other animals at its shore as you hike.

Tip by

B

16.0 km

End point

Bus stop

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Way Types & Surfaces

Way Types

8.88 km

3.44 km

2.81 km

871 m

Surfaces

7.55 km

3.72 km

3.58 km

1.14 km

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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Weather

Powered by Foreca

Today

Thursday 9 July

27°C

19°C

20 %

Additional weather tips

Max wind speed: 22.0 km/h

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Description

If you're looking for a hike that perfectly blends coastal beauty with charming New England village life, the Old Garden Beach – Bearskin Neck Lookout loop from Salt Island is a fantastic choice. This moderate hiking route covers 9.9 miles (16.0 km) with 374 feet (114 metres) of climbing, taking about 4 hours and 10 minutes to complete. It's ideal for those who want a diverse day out, combining serene ocean views with a lively town experience.

What to expect on Old Garden Beach – Bearskin Neck Lookout loop from Salt Island

The journey begins on the Old Garden Path, a well-worn dirt trail offering amazing views of the shoreline. As you continue, you'll reach Old Garden Beach with its sweeping Atlantic vistas. The Headlands section is where the terrain gets more rugged, with uneven paths and loose boulders, so proper footwear is a must. This area is known as the "overlook capital of Cape Ann," providing spectacular views of Rockport Harbor and Sandy Bay. Finally, the loop takes you through Bearskin Neck, a vibrant area with narrow, cobblestone-like streets, bustling with shops and restaurants. While generally moderate, the varied terrain means you'll get a good workout, making it suitable for hikers with good fitness who appreciate diverse landscapes.

Planning your visit

This loop is accessible year-round, but the best time to hike Rockport MA coastal trails is often during the shoulder seasons to avoid summer crowds. Parking for Old Garden Beach loop trail and Bearskin Neck Rockport MA parking can be found in town, though spaces fill up quickly on busy days, so an early start is recommended. There are no specific permits required for hiking in Rockport MA for individuals on this trail. Remember to wear proper footwear, especially for the rugged sections of The Headlands.

Trail details

  • Distance: 9.9 miles (16.0 km)
  • Elevation gain: 374 feet (114 metres)
  • Difficulty: moderate
  • Estimated time: 4 hours and 10 minutes

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