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Routes
Running Trails
United States
Maine
Cumberland County

Westbrook

The best running trails around Westbrook

4.4

(13)

1,696

runners

113

runs

Jogging around Westbrook offers diverse routes along scenic riverfronts and through natural landscapes. The region features a mix of paved surfaces, gravel paths, and natural trails, providing varied terrain for runners. Elevation changes can be found on some routes, while others offer flatter options. Westbrook's extensive trail network connects urban areas with preserves and green spaces.

Best jogging routes around Westbrook

  • The most popular jogging route is East Coast Greenway: Back Cove to Pine Grove Preserve, a 13.1 miles…

Last updated: June 25, 2026

33

runners

#1.

East Coast Greenway: Back Cove to Pine Grove Preserve

21.1km

02:12

90m

90m

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

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Hard

11

runners

4.19km

00:30

20m

20m

Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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

Hard

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

Hard

Hard run. Very good fitness required. Mostly accessible paths. Some sure footedness required.

Hard
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Popular around Westbrook

Hiking around Westbrook

Cycling around Westbrook

Road Cycling Routes around Westbrook

MTB Trails around Westbrook

Gravel biking around Westbrook

Tips from the Community

Chris
November 17, 2025, Baxter Boulevard Bike Route

Wide streets, usually with courteous drivers.

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A place with a nice overlook. Good to have a short stop.

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The Atlantic bay off Portland is called 'Casco Bay'. The approximately 520 sq km bay is part of the Gulf of Maine and lies between Cape Elizabeth south of Portland and Cape Small, a peninsula in eastern Maine that extends far into the Atlantic. Six inhabited islands lie in the bay and can be reached by ferry all year round. You can find detailed information about the bay on the website of the 'Friends of Casco Bay - Casco BAYKEEPER'. https://www.cascobay.org/casco-bay/

Translated by Google

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Gilman Road takes you past Fels-Grove Farm Preserve. The natural woodlands make this a shaded stretch of road, much appreciated in the warmer summer months.

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mtm05005
February 14, 2024, Back Cove Trail

The Back Cove Trail is one of the oldest and most popular trails in Portland. As the name suggests, it encircles Back Cove.

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Scott
February 14, 2024, Canco Woods

The woods boast a network of trails that are perfect for walking, hiking, running, and biking. There's even a wheelchair-accessible loop, making it enjoyable for everyone.

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Gilman Road takes you past Fels-Grove Farm Preserve. The natural woodlands make this a shaded stretch of road, much appreciated in the warmer summer months.

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Anette
November 18, 2023, Cherry Hills Trail

The Cherry Hills Trail System is mostly flat and built with gravel. It was completed only a few years ago. You'll hike through woods and along some large fields. Along the way, benches cut from fallen trees invite you to take a break.

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Frequently Asked Questions

How many running routes are available around Westbrook?

Westbrook offers a wide variety of running experiences, with over 100 routes documented on komoot. These range from easy strolls to more challenging runs, ensuring options for all fitness levels.

What kind of terrain can I expect on Westbrook's jogging trails?

The running routes around Westbrook feature a diverse mix of terrains. You'll find paved surfaces, gravel paths, and natural trails winding through woods and fields. Some trails, like sections of the East Coast Greenway, offer significant elevation changes, while others, such as the Burleigh Lovett Trail, provide easier, flatter options.

Are there any scenic riverfront running paths in Westbrook?

Absolutely! The River Walk in downtown Westbrook is a central feature for runners, offering picturesque views along the Presumpscot River. The River Walk Loop extends this experience, crossing the river and leading into the Frenchtown neighborhood, providing a mix of urban and natural scenery.

Are there any long-distance running trails that pass through Westbrook?

Yes, the Sebago to the Sea Trail is a significant route that forms part of a larger system connecting Sebago Lake to Casco Bay. This extensive trail winds through both downtown Westbrook and natural areas along the river, providing diverse scenery for longer runs.

What do other runners enjoy most about jogging in Westbrook?

The running routes in Westbrook are highly rated by the komoot community, with an average score of 4.3 stars from over 10 reviews. Runners often praise the diverse terrain, the beautiful riverfront paths, and the variety of options available for different ability levels.

Are there any family-friendly or stroller-friendly running routes in Westbrook?

Yes, Westbrook Recreational Park offers a tranquil environment with well-maintained, wheelchair-friendly paths that are ideal for walking and running with a stroller. For easier, flatter options, the Burleigh Lovett Trail is also a great choice for families.

Can I bring my dog on the running trails in Westbrook?

Many of Westbrook's trails are dog-friendly, allowing you to enjoy a run with your canine companion. Trails like the River Walk and those in the Mill Brook Preserve are popular choices, but always remember to keep your dog on a leash and clean up after them.

Are there any notable landmarks or attractions I can see while running in Westbrook?

While jogging, you might encounter various points of interest. The River Walk itself offers views of the Presumpscot River. For broader attractions nearby, consider exploring Portland Harbor or the Eastern Promenade Trail, which are accessible from some of the longer routes connecting Westbrook to Portland.

Where can I find parking for Westbrook's running trails?

Parking is generally available at various access points for Westbrook's trails. For instance, you can often find parking near the River Walk behind restaurants on Bridge Street or near Fraser Softball Field. For specific trailheads, it's advisable to check local signage or the Westbrook city website for detailed parking information: westbrookmaine.gov/482/Trails.

Are there any circular running routes in the Westbrook area?

Yes, Westbrook offers several circular running routes. A popular option is the Canco Woods – Pine Grove Preserve loop from Cheverus High School, which provides a substantial 15.9-mile (25.6 km) circuit through natural areas. The River Walk Loop also offers a shorter, scenic circular experience.

What is the best time of year for running in Westbrook?

Westbrook offers great running opportunities throughout the year. Spring and fall provide pleasant temperatures and beautiful foliage. Summer is excellent for early morning or evening runs to avoid the heat, while winter running is possible on cleared paths, though some natural trails may be snowy or icy. Always check local conditions before heading out.

Are there any running routes that connect Westbrook to other areas?

Yes, Westbrook's trail system is well-connected. The Sebago to the Sea Trail links Westbrook to Sebago Lake and Casco Bay. Additionally, the Stroudwater Trail extends the system, connecting to the Fore River Sanctuary in Portland, offering opportunities for longer runs and exploration into broader natural areas.

Most popular routes around Westbrook

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