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Routes
Running Trails
United States
Massachusetts
Essex County

Gloucester

The best running trails around Gloucester

5.0

(1)

150

runners

33

runs

Jogging around Gloucester offers a diverse landscape characterized by a rugged rocky coastline, pristine sandy beaches, and hilly forests. The region provides a mix of urban waterfront paths and more natural trails through wooded areas. Runners can explore routes that feature ocean views, harbor scenery, and unique natural features like quarry ponds. This variety ensures options for different preferences and fitness levels.

Best jogging routes around Gloucester

  • The most popular jogging route is Atlantic Road to East Main Street loop, a 4.6 miles (7.4 km) trail that takes 45 minutes to complete. This moderate route offers scenic views along the coastline.
  • Another top favourite among local runners is Leonard Street to Brierwood Street loop, a moderate 3.4 miles (5.5 km) path. This route features varied terrain with some elevation gain.
  • Local runners also love the Babson Boulder, Tarr Trail and Common Road, a 6.3 miles (10.1 km) trail leading through natural areas, often completed in about 1 hour 13 minutes.
  • Jogging around Gloucester is defined by rugged coastlines, sandy beaches, and hilly forests. The network offers options for different ability levels, from easy waterfront runs to more challenging trails with elevation.
  • The routes in Gloucester are highly rated by the komoot community with an average score of 4.75 stars from over 3 reviews. More than 140 runners have used komoot to explore Gloucester's varied terrain.

Last updated: April 25, 2026

12

runners

#1.

Atlantic Road to East Main Street loop

7.41km

00:46

30m

30m

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Moderate run. Good fitness required. Mostly accessible paths. Some sure footedness required.

Moderate

Moderate run. Great for any fitness level. Mostly accessible paths. Some sure footedness required.

Moderate

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Tips from the Community

Christopher
February 6, 2024, Annisquam Footbridge

There is a scenic wooden bridge here that takes you over Lobster Cove. The 440-foot bridge was built in 1861 and initially had a drawbridge in the middle with a hand winch. Over the years, this bridge has been subject to many safety closings and restorative work, as one would imagine.

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Goose Cove Reservoir is an attractive freshwater pond and is one of the main sources of water for Gloucester. From this spot on the north end of Goose Cove Reservoir, on top of an earthen dam, you get great views across the clear water; these views are exceptionally nice in the fall when the changing leaves are reflected on the pond's surface. There is a great running loop around the entirety of the pond; it is a popular trail for locals and visitors alike. There are numerous trails off of the semi-paved loop leading into the Dogtown Woods.

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Will
January 5, 2024, Whales Jaw

This is a granite boulder that was named “Whales Jaw” because it looked like an open whale's mouth when it was complete. It is one of many glacial erratics in the area. Be aware that the path leading up to this is a bit narrow, so be considerate of others on the trail.

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Jamie S.
December 15, 2023, Dogtown Commons

Although this area is perhaps better known for the Babson Boulders and their quirky phrases, Dogtown's history extends far past the Great Depression. Dogtown was originally known as the Common Settlement when it was settled in 1693. Within a few decades, there were about 60 to 80 homes in Dogtown, and by the mid-1700s through the American Revolution, there were as many as 100 families in Dogtown. Although none of these early homes remain, you can still make out cellar holes from this period in this area. Babson mapped and numbered these holes in the 1930s with caved rocks that you can see today.

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Jamie S.
December 15, 2023, Whales Jaw

The Whales Jaw is a massive granite boulder that once resembled an open whale's mouth. Like the other massive boulders in Dogtown Woods, this boulder was deposited by retreating glaciers eons ago. Unfortunately, 1989, a piece of the Whales Jaw boulder broke off but the majority of it still stands as it has for centuries and is a popular destination for locals and visitors alike.

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Will
December 11, 2023, Plum Cove

This small local beach is a beautiful spot to stop and enjoy the bay. It is a particularly nice spot to stop along a longer route, since parking in the area is resident only, which can make car access nearby difficult.

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Will
December 11, 2023, Folly Cove

Folly Cove is a popular site for scuba diving and a nice place to take a rest or admire as you pass by. The cove was originally named after the “folly” of a skipper who thought the cove was a harbor and crashed on the rocks here.

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This smaller beach is peaceful and charming, providing stunning views of the water. The pristine sand and surf-worthy waves make it a popular spot for surfing enthusiasts.

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Frequently Asked Questions

How many running routes are available in Gloucester?

There are over 30 dedicated running routes around Gloucester, offering a variety of experiences from easy coastal paths to more challenging hilly trails. You can find options for all fitness levels, including 6 easy, 22 moderate, and 5 difficult routes.

Are there any easy jogging routes suitable for beginners in Gloucester?

Yes, Gloucester offers several easy jogging routes perfect for beginners. These routes typically feature flatter terrain and shorter distances, allowing for a comfortable introduction to running in the area. For example, the Atlantic Road to East Main Street loop is a moderate 4.6-mile route that offers scenic coastal views without excessive elevation.

What kind of scenery can I expect on Gloucester's running trails?

Gloucester's running trails boast diverse scenery, from rugged rocky coastlines and pristine sandy beaches to hilly forests. Many routes offer stunning ocean views, harbor vistas, and unique natural features like quarry ponds. You can experience a mix of urban waterfront paths and more natural, wooded areas.

Are there any circular running routes in Gloucester?

Yes, many of Gloucester's running routes are circular, providing convenient starting and ending points. Examples include the Atlantic Road to East Main Street loop, the Leonard Street to Brierwood Street loop, and the Goose Cove Reservoir loop, all designed for a continuous running experience.

What do other runners say about the trails in Gloucester?

The running routes in Gloucester are highly regarded by the komoot community, holding an impressive average rating of 4.75 out of 5 stars. Runners frequently praise the varied terrain, scenic coastal views, and the opportunity to explore both urban waterfronts and natural landscapes.

Are there any challenging running routes for experienced runners?

Absolutely. For experienced runners seeking a challenge, Gloucester offers several difficult routes with significant elevation gain and longer distances. The Folly Cove – Plum Cove loop from Gloucester is a notable example, covering approximately 15.5 miles with considerable ascents and descents, providing a demanding and rewarding experience.

What points of interest can I see along the running routes in Gloucester?

Many running routes in Gloucester pass by interesting points of interest. You can discover natural features like Babson Farm Quarry Pond and scenic viewpoints such as Ocean View Point and Shore Road - Magnolia Point. Trails also lead past beautiful beaches like Stage Fort Park, Mingo Beach, and Singing Beach.

Are there any running routes that go through parks or natural reserves?

Yes, Gloucester's running environment includes routes through parks and natural areas. For instance, you can explore trails that incorporate parts of Stage Fort Park, offering a nearly 2-mile run along a sidewalk/boardwalk with great harbor views. The wider region also features areas like Halibut Point State Park, which showcases a unique blend of historical quarrying and natural beauty.

Can I find routes that offer ocean views?

Absolutely. Gloucester is renowned for its coastal beauty, and many running routes offer fantastic ocean views. The Atlantic Road to East Main Street loop is a prime example, providing scenic vistas along the coastline. The Back Shore also offers a popular 1.5-mile route with stunning ocean scenery.

Are there any routes that pass by historical sites?

Yes, some routes in Gloucester offer a glimpse into the area's history. For example, the Babson Boulder, Tarr Trail and Common Road route leads through natural areas that may have historical significance. Additionally, Dogtown Commons is a notable historical site that can be explored in the region.

What is the longest running route available in Gloucester?

For those looking for a long-distance run, the Folly Cove – Plum Cove loop from Gloucester is one of the longest options, stretching approximately 15.5 miles (24.9 km). This difficult route offers an extensive exploration of the area's diverse landscapes.

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