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United States
Maine
Cumberland County

Westbrook

The best walks and hikes around Westbrook

4.5

(15)

608

hikers

87

hikes

Hiking trails around Westbrook, Maine, are primarily shaped by the Presumpscot River and its surrounding preserves. The landscape features a mix of riverine paths, dense forests, and wetlands, with some routes passing historic mill buildings and small waterfalls. Elevation changes are generally gentle, making many trails accessible for various fitness levels. The region offers opportunities for observing local wildlife and diverse plant life.

Best hiking trails around Westbrook

  • The most popular hiking route is Mill Brook Preserve Trail, a…

Last updated: June 23, 2026

3

hikers

#1.

Stroudwater Trail

14.9km

03:52

100m

100m

Embark on a moderate hike along the Stroudwater Trail, a 9.2 miles (14.9 km) route that offers continuous views of the winding Stroudwater River. You will experience a densely wooded…

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Moderate

Embark on an easy hike along the Thompsons Point via Fore River White Trail, a 3.3-mile (5.3 km) route that offers a pleasant escape within Portland. You will gain a…

Easy
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The Mill Brook Preserve South Trail offers a refreshing, easy 1.2-mile (1.9 km) loop through a surprisingly diverse natural landscape in Westbrook, Maine. You'll wander through mature forests with old-growth…

Easy

The Mill Brook Preserve Trail offers a captivating journey through a hilly forest valley, where narrow paths wind past majestic old-growth oaks and maples. You'll follow the Mill Brook, a…

Moderate

The Entrance, White Loop, and Waterfall Trail offers a peaceful journey through a natural preserve. You will find yourself on forest paths, enjoying the sounds of flowing water from the…

Easy
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Tips from the Community

Hubert Trapp
August 26, 2024, Jewell Falls

The 'Jewel Falls' is a natural waterfall in Portland's 'Fore River Sanctuary'. The waterfall is located on the 'Portland Trails' network in the nature reserve. At the end of May 2024, the water will only flow as a trickle over the rocks down into the wetland. https://www.newenglandwaterfalls.com/me-jewellfalls.html

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The Cumberland and Oxford Canal was built between 1827 and 1892 to connect Long Lake and Sebago Lake with the seaport of Portland in southeastern Maine and to transport mainly lumber and agricultural products by boat. The canal followed the Presumpscot River from Sebago Lake and branched off the river at Westbrook to the Fore River and the port of Portland. The navigable distance was about 61 km from Harrison at the northern end of Long Lake to Portland. Horses on the shore path pulled the boats along the canal. After the completion of the railroad from Boston to Portland in 1842, the canal company was no longer economically competitive and went bankrupt in 1857. The canal was closed in 1870. The canal was added to the National Register of Historic Places in 1974. https://www.mrlakefront.net/newsdetails.taf?date=01/21/2009&link=cumberland--oxford-canal-played-big-role-in-regions-history- https://en.wikipedia.org/wiki/Cumberland_and_Oxford_Canal

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The Fore River Sanctuary is an 85-acre nature reserve that includes Jewell Falls, a natural waterfall and site of the historic Cumberland and Oxford Canal. Small parking lots are located at the Stroudwater Trailhead and the Jewel Falls Rowe Trailhead. Parking is also available at the Southern Maine Pediatric Dentistry parking lot, but only in the five marked spaces near Frost Street. The sanctuary provides important wildlife habitat, particularly in the lowland area of the Fore River, where saltwater and freshwater wetlands meet. Red oak and white pine dominate the higher elevations. The Fore River Sanctuary is owned by Portland Trails, a Portland-area nonprofit. https://www.trails.org/our-trails/fore-river-sanctuary/ Railroad tracks from the former Portland-Lunenburg (Vermont) railway line, which is now largely closed, run through the protected area. Today, only freight traffic runs from Portland to Cumberland Mills. Interestingly, the tracks of the ‘Conway Scenic Railroad’ tourist train in the ‘White Mountains’ are part of this historic railway line.

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Anette
February 15, 2024, Jewell Falls

The picturesque Jewell Falls, with its two main steps and small cascades, are the only natural waterfalls in Portland. They are accessible through the Portland Trail System trails, and you'll quickly forget that you're in the city.

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Anette
February 14, 2024, Thompsons Point

From Thompson's Point you have a great view of the Fore River. Occasionally, concerts or other events like a Maker's Market take place here. But you can always find a spot for a short break.

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Ricci
October 13, 2023, Jewell Falls

A really beautiful idyllic place. But you shouldn't go at low tide. The waterfall is definitely more impressive at high tide.

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Anette
December 19, 2022, Thompsons Point

From Thompsons Point you have a great view of the Fore River. Occasionally, concerts or other events like a Maker's Market take place here. But you can always find a spot for a short break.

1

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Anette
December 16, 2022, Jewell Falls

The picturesque Jewell Falls, with its two main steps and small cascades, are the only natural waterfalls in Portland. They are accessible through the Portland Trail System hiking trails, and you'll quickly forget that you're in the city.

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0

Frequently Asked Questions

What kind of terrain can I expect on hiking trails in Westbrook, Maine?

Hiking trails in Westbrook, Maine, primarily feature riverine paths along the Presumpscot River, dense forests, and wetland areas. You'll find a mix of quiet forest trails, some following old woods roads, and others with boardwalks through riparian habitats. Elevation changes are generally gentle, making many routes accessible for various fitness levels.

Are there hiking trails suitable for beginners or those looking for an easy walk?

Yes, Westbrook, Maine offers many easy hiking options. For instance, the Mill Brook Preserve South Trail is an easy route, and the Thompsons Point via Fore River White Trail is another accessible option, leading through riparian habitats with gentle elevation changes. Overall, 72 of the 90 available routes are classified as easy.

How many hiking trails are available in Westbrook, Maine?

There are over 90 hiking trails available in Westbrook, Maine, offering a wide range of options from easy strolls to more moderate excursions through forests and along rivers.

Are there any notable natural features or landmarks to see while hiking in Westbrook, Maine?

Yes, many trails offer views of the Presumpscot River, which is a central feature of the area. You might also encounter historic mill buildings, and some trails, like the Entrance, White Loop, and Waterfall Trail, lead to small waterfalls in the downtown area. The Mill Brook Preserve is known for the alewife fish migration in spring. For broader attractions, you can explore areas like Portland Harbor or the Eastern Promenade Trail nearby.

Can I find trails that follow the Presumpscot River?

Absolutely. The Presumpscot River is a defining feature of Westbrook, Maine's hiking landscape. Trails such as the Presumpscot River Trail and the Westbrook River Walk offer scenic routes directly along its banks, providing opportunities to enjoy the river's beauty and observe local wildlife.

Are the hiking trails in Westbrook, Maine dog-friendly?

Many trails in Westbrook, Maine, are dog-friendly, especially those in preserves like Mill Brook Preserve and Pride Preserve. It's always recommended to keep dogs on a leash and follow local regulations to ensure a pleasant experience for all hikers and to protect wildlife.

Are there family-friendly hiking options in Westbrook, Maine?

Yes, Westbrook offers several family-friendly hiking options. The gentle terrain and well-maintained paths in areas like the Mill Brook Preserve and Rivermeadow Nature Preserve are suitable for families with children. These trails often provide opportunities for wildlife observation and easy exploration.

What is the best time of year to go hiking in Westbrook, Maine?

Spring brings vibrant wetlands with birds and wildflowers, and the notable alewife fish migration in May or June. Summer offers shaded forest hikes and coastal breezes. Fall is spectacular with colorful foliage, especially in forested areas. Winter provides clearer views through bare woods and fewer crowds, though conditions may vary.

Is parking available at the trailheads in Westbrook, Maine?

Parking is generally available at the main trailheads for preserves and river walks in Westbrook, Maine. Specific parking information can often be found on local land trust websites or detailed trail maps for each preserve.

Can I reach hiking trails in Westbrook, Maine using public transport?

While some areas of Westbrook are served by public transport, direct access to all trailheads via public transport might be limited. It's advisable to check local bus routes and schedules for specific trail access points, or consider a combination of public transport and a short walk or ride-share.

Are there any circular hiking routes in Westbrook, Maine?

Yes, many of the preserves in Westbrook, Maine, offer circular hiking routes. For example, the Mill Brook Preserve features a 1.5-mile loop through old forest, and other preserves often have interconnected trail systems that allow for various loop configurations.

What do other hikers enjoy most about the trails in Westbrook, Maine?

The hiking trails in Westbrook, Maine, are highly rated by the komoot community, with an average score of 4.7 stars from around 18 reviews. Hikers often praise the quiet woodlands, scenic river views, and the accessibility of the paths, making them enjoyable for various skill levels.

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