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Running trails & routes
United States
Massachusetts
Essex County
Rockport

South Woods loop

Moderate

4.9

(7021)

12,704

runners

South Woods loop

00:52

7.01km

60m

Running

The South Woods loop offers a delightful escape into nature, winding through varied wooded terrain that keeps your run interesting. You'll encounter natural surfaces, from tree roots to rocks, and enjoy views of Crystal Creek as you pass through areas like Annie Starr Woods. It's a dynamic route that feels far removed from urban hustle, perfect for those who enjoy a bit of challenge underfoot.

This moderate 4.4-mile (7.0 km) jogging route features 193 feet (59 metres) of elevation gain, typically taking about 51 minutes to complete. The trail is open year-round, allowing dogs on leashes, and is exclusively for pedestrian activities, ensuring a tranquil experience. Be prepared for potentially muddy sections, especially after rain, and wear appropriate footwear for the natural terrain.

What makes the South Woods loop notable is its network of interconnecting trails, providing options for different preferences and fitness levels within its approximately two miles of core paths. The Red Trail, for instance, offers the most challenging footing and elevation. Its connection to the Ripon College Ceresco Prairie trails further expands running possibilities in the South Woods area.

Last updated: June 9, 2026

Waypoints

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1

4.56 km

Rockport 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 it or not, the South Woods are also a very popular rock climbing spot; there are large granite boulders strewn about, which also speak to Rockport's history as a granite quarry town.

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7.01 km

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Way Types & Surfaces

Way Types

4.03 km

2.89 km

< 100 m

Surfaces

4.08 km

2.00 km

892 m

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Elevation

Elevation

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Weather

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Today

Monday 6 July

22°C

17°C

42 %

Additional weather tips

Max wind speed: 13.0 km/h

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Frequently Asked Questions

Where can I park to access the South Woods loop?

Parking is available at the trailheads for the Rockport South Woods. While the park is accessible year-round, be aware that parking areas may not be plowed in winter.

Is the South Woods loop suitable for beginners?

The difficulty of jogging the South Woods loop ranges from easy to challenging. Some paths are easily accessible with minimal elevation, making them suitable for various fitness levels. However, other sections feature rugged terrain, tree roots, rocks, and significant elevation changes, requiring good to very good fitness for continuous jogging.

What is the terrain like on this jogging route?

You can expect a natural surface with tree roots, rocks, and areas that can be muddy after rain. The trails are often narrow and winding through deep woods. Notable features include large 'whalebacks' and granite boulders, reflecting Rockport's quarry history. Some sections are quite technical and rooty.

What natural features or landmarks will I see along the route?

The route takes you through attractive, deep woodlands. You'll pass by scenic spots like Cape Pond and Rum Rock Lake. The area also features natural woodlands with vernal pools and offers stunning viewpoints of the surrounding landscape. The entire route is within the protected area of Rockport South Woods.

Does the South Woods loop connect with other trails?

Yes, the route is part of a larger network of interconnecting trails. It includes sections of trails such as Spiderman, Old Joppa Road, Coyote, and Pipeline. The area also forms part of a 'woods to sea' connection with other local trails like Andrews Woods and the Atlantic Path.

Is the South Woods loop dog-friendly?

Yes, dogs are permitted on the trails within the Rockport South Woods, but they must be kept on a leash at all times.

Are there any permits or entrance fees for Rockport South Woods?

The Rockport South Woods is a protected area, and there are no specific permits or entrance fees required to access the trails for jogging.

What is the best time of year to jog this loop?

The park is accessible year-round. However, conditions can vary significantly. Spring and fall offer pleasant temperatures and beautiful scenery. In winter, parking areas may not be plowed, and trails can be icy or muddy. Summer can be warm, so an early start is advisable.

How long does it typically take to jog the South Woods loop?

The average jogging time for this 7 km loop is approximately 51 minutes, though this can vary based on your pace and the specific trail conditions.

What should I wear or bring for jogging the South Woods loop?

Given the varied terrain with roots and rocks, sturdy trail running shoes with good grip are recommended. Depending on the season, layers of clothing are advisable. Always bring water, especially on warmer days, as there is no water available on the trail itself.

Is the South Woods loop family-friendly?

While some sections are easier and suitable for families, the presence of technical sections, steep elevation changes, and uneven surfaces means that parts of the loop might be challenging for younger children or those not accustomed to rugged terrain. It's best to assess the specific path chosen.

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