South Portland Trails and Maps

113 Reviews

Looking for the best trails around South Portland?

Find the top rated trails in South Portland, whether you're looking an easy walking path or a long bike trail, you'll find what you're looking for. Click on a trail below to find trail descriptions, trail maps, photos, and reviews.

  • Relevance
  • Name
  • Length
Activities
Length
Surfaces
Type
18 Results
Activities
Length
Surfaces
Type

Auburn Riverwalk

1.2 mi
State: ME
Asphalt

Back Cove Trail

3.6 mi
State: ME
Asphalt

Bayside Trail

1 mi
State: ME
Asphalt

Conway Branch

21 mi
State: NH
Ballast, Gravel

Cotton Valley Rail-Trail

8.1 mi
State: NH
Crushed Stone

Dover Community Trail

3.8 mi
State: NH
Asphalt, Crushed Stone

Eastern Promenade Trail

2.1 mi
State: ME
Asphalt

Eastern Trail

28.4 mi
State: ME
Asphalt, Crushed Stone

Farmington Recreational Rail-Trail

6 mi
State: NH
Ballast, Cinder, Dirt, Gravel, Sand

Fore River Parkway Trail

2.6 mi
State: ME
Asphalt

Kennebec River Rail Trail

6.5 mi
State: ME
Asphalt

Mountain Division Trail

10.3 mi
State: ME
Asphalt

Old Narrow Gauge Volunteer Trail

1.25 mi
State: ME
Ballast, Dirt

Papermill Trail

3.8 mi
State: ME
Asphalt

Riverton Rail Trail

1.5 mi
State: ME
Concrete, Dirt, Sand

Sanford Railroad Trail

4.8 mi
State: ME
Cinder, Dirt, Gravel

West Foss Farm Trail

1.6 mi
State: NH
Dirt

Whitman Spring Road Trail

2 mi
State: ME
Gravel
Trail Image Trail Name States Length Surface Rating
Located in the heart of downtown Auburn, the Auburn Riverwalk features scenic views of the adjacent waterfront and the Lewiston skyline on the opposite shore. Start your journey in the north at the...
ME 1.2 mi Asphalt
The paved Back Cove Trail rings its namesake tidal basin and offers lovely views of the Portland skyline. You also might spot great blue herons or other birds along the tree-lined waterfront. A...
ME 3.6 mi Asphalt
Portland’s Bayside Trail packs a lot into its 1-mile length. The paved pathway provides a pleasant route between commercial and residential areas in the Bayside and East Bayside neighborhoods. Once an...
ME 1 mi Asphalt
The Conway Branch trail runs for 21 miles along an old rail corridor between State Route 113 in Conway and Polly's Crossing in Ossipee. The trail is popular with snowmobiles and rail car clubs; the...
NH 21 mi Ballast, Gravel
On the banks of Lake Winnipesaukee in central New Hampshire, Wolfeboro bills itself as "America's Oldest Summer Resort." Vacationers have been escaping to this quaint village since passenger rail...
NH 8.1 mi Crushed Stone
Dover Community Trail, which will one day stretch 8 miles along the former Newington Branch Railway, is currently half-way complete. It begins at Fisher Street and heads north, connecting residents...
NH 3.8 mi Asphalt, Crushed Stone
Portland is Maine's largest city, and the Eastern Promenade Trail along Casco Bay offers an ideal introduction to this coastal town and its trail network. The "East Prom" begins in Old Port, a...
ME 2.1 mi Asphalt
Maine’s Eastern Trail will eventually extend from Casco Bay in South Portland to the Piscataqua River in Kittery, partially along the former Eastern Railroad. Three off-road segments of the trail are...
ME 28.4 mi Asphalt, Crushed Stone
The Farmington Recreational Rail-Trail runs for 6 miles between the towns of Rochester and Farmington. The trail parallels the Cocheco River and State Route 11 through a wooded corridor. The trail is...
NH 6 mi Ballast, Cinder, Dirt, Gravel, Sand
Portland’s Fore River Parkway Trail provides an important transportation link in the community while at the same time offering sweeping views of the Fore River. At the north end of the trail, you’ll...
ME 2.6 mi Asphalt
A stunning gateway to Maine's capital city, the Kennebec River Rail-Trail follows the railroad right-of-way that once connected Portland to Augusta. The trail parallels the inactive railroad tracks,...
ME 6.5 mi Asphalt
Named for the railroad line it parallels, the Mountain Division Trail will one day span 52 miles between Fryeburg and Portland. Two sections of the trail are currently open. A 6-mile segment between...
ME 10.3 mi Asphalt
The Old Narrow Gauge Volunteer Trail occupies a portion of the old Kennebec Central Railroad right-of-way in the town of Randolph, ME. As of 2012, the trail runs for 1.25 miles between Water Street in...
ME 1.25 mi Ballast, Dirt
The paved Papermill Trail follows the Sabattus River from Mill Street south to its confluence with the Androscoggin River and beyond. At its northern end, the trail parallels Mill Street then Upland...
ME 3.8 mi Asphalt
The scenic Riverton Rail Trail—also known as “Sandy Road” by residents of Portland’s Riverton neighborhood—follows the former corridor of the Portland-Lewiston Interurban Railroad, which stopped...
ME 1.5 mi Concrete, Dirt, Sand
The Sanford Railroad Trail goes by two other names: the Deering Pond Trail or just plain "Railroad Trail." The trail runs for nearly 5 miles between the town of Lebanon and the University of Southern...
ME 4.8 mi Cinder, Dirt, Gravel
The 83 acre West Foss Farm is one of the properties owned by the University of New Hampshire, Durham. The property was purchased from the Boston & Maine Railroad company, and features a 1.6 stretch of...
NH 1.6 mi Dirt
The trail sits on the northwestern shore of Lake Auburn. A former roadway, the wide gravel path can accommodate various kinds of uses including, running, biking, walking dogs. And in the winter, the...
ME 2 mi Gravel

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 30,000 of trail maps
  • Share your trail photos
  • Save your own favourite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Trails by activity

Whitman Spring Road Trail

ME - 2 miles

The trail sits on the northwestern shore of Lake Auburn. A former roadway, the wide gravel path can accommodate various kinds of uses including, running, biking, walking dogs. And in the winter, the...

Dover Community Trail

NH - 3.8 miles

Dover Community Trail, which will one day stretch 8 miles along the former Newington Branch Railway, is currently half-way complete. It begins at Fisher Street and heads north, connecting residents...

West Foss Farm Trail

NH - 1.6 miles

The 83 acre West Foss Farm is one of the properties owned by the University of New Hampshire, Durham. The property was purchased from the Boston & Maine Railroad company, and features a 1.6 stretch of...

Mountain Division Trail

ME - 10.3 miles

Named for the railroad line it parallels, the Mountain Division Trail will one day span 52 miles between Fryeburg and Portland. Two sections of the trail are currently open. A 6-mile segment between...

Accordion

Fore River Parkway Trail

ME - 2.6 miles

Portland’s Fore River Parkway Trail provides an important transportation link in the community while at the same time offering sweeping views of the Fore River. At the north end of the trail, you’ll...

Auburn Riverwalk

ME - 1.2 miles

Located in the heart of downtown Auburn, the Auburn Riverwalk features scenic views of the adjacent waterfront and the Lewiston skyline on the opposite shore. Start your journey in the north at the...

Bayside Trail

ME - 1 miles

Portland’s Bayside Trail packs a lot into its 1-mile length. The paved pathway provides a pleasant route between commercial and residential areas in the Bayside and East Bayside neighborhoods. Once an...

Riverton Rail Trail

ME - 1.5 miles

The scenic Riverton Rail Trail—also known as “Sandy Road” by residents of Portland’s Riverton neighborhood—follows the former corridor of the Portland-Lewiston Interurban Railroad, which stopped...

Cotton Valley Rail-Trail

NH - 8.1 miles

On the banks of Lake Winnipesaukee in central New Hampshire, Wolfeboro bills itself as "America's Oldest Summer Resort." Vacationers have been escaping to this quaint village since passenger rail...

Old Narrow Gauge Volunteer Trail

ME - 1.25 miles

The Old Narrow Gauge Volunteer Trail occupies a portion of the old Kennebec Central Railroad right-of-way in the town of Randolph, ME. As of 2012, the trail runs for 1.25 miles between Water Street in...

Kennebec River Rail Trail

ME - 6.5 miles

A stunning gateway to Maine's capital city, the Kennebec River Rail-Trail follows the railroad right-of-way that once connected Portland to Augusta. The trail parallels the inactive railroad tracks,...

Eastern Promenade Trail

ME - 2.1 miles

Portland is Maine's largest city, and the Eastern Promenade Trail along Casco Bay offers an ideal introduction to this coastal town and its trail network. The "East Prom" begins in Old Port, a...

Papermill Trail

ME - 3.8 miles

The paved Papermill Trail follows the Sabattus River from Mill Street south to its confluence with the Androscoggin River and beyond. At its northern end, the trail parallels Mill Street then Upland...

Back Cove Trail

ME - 3.6 miles

The paved Back Cove Trail rings its namesake tidal basin and offers lovely views of the Portland skyline. You also might spot great blue herons or other birds along the tree-lined waterfront. A...

Eastern Trail

ME - 28.4 miles

Maine’s Eastern Trail will eventually extend from Casco Bay in South Portland to the Piscataqua River in Kittery, partially along the former Eastern Railroad. Three off-road segments of the trail are...

Bayside Trail

ME - 1 miles

Portland’s Bayside Trail packs a lot into its 1-mile length. The paved pathway provides a pleasant route between commercial and residential areas in the Bayside and East Bayside neighborhoods. Once an...

Eastern Trail

ME - 28.4 miles

Maine’s Eastern Trail will eventually extend from Casco Bay in South Portland to the Piscataqua River in Kittery, partially along the former Eastern Railroad. Three off-road segments of the trail are...

Mountain Division Trail

ME - 10.3 miles

Named for the railroad line it parallels, the Mountain Division Trail will one day span 52 miles between Fryeburg and Portland. Two sections of the trail are currently open. A 6-mile segment between...

Auburn Riverwalk

ME - 1.2 miles

Located in the heart of downtown Auburn, the Auburn Riverwalk features scenic views of the adjacent waterfront and the Lewiston skyline on the opposite shore. Start your journey in the north at the...

Accordion

Papermill Trail

ME - 3.8 miles

The paved Papermill Trail follows the Sabattus River from Mill Street south to its confluence with the Androscoggin River and beyond. At its northern end, the trail parallels Mill Street then Upland...

Riverton Rail Trail

ME - 1.5 miles

The scenic Riverton Rail Trail—also known as “Sandy Road” by residents of Portland’s Riverton neighborhood—follows the former corridor of the Portland-Lewiston Interurban Railroad, which stopped...

Eastern Promenade Trail

ME - 2.1 miles

Portland is Maine's largest city, and the Eastern Promenade Trail along Casco Bay offers an ideal introduction to this coastal town and its trail network. The "East Prom" begins in Old Port, a...

Whitman Spring Road Trail

ME - 2 miles

The trail sits on the northwestern shore of Lake Auburn. A former roadway, the wide gravel path can accommodate various kinds of uses including, running, biking, walking dogs. And in the winter, the...

Back Cove Trail

ME - 3.6 miles

The paved Back Cove Trail rings its namesake tidal basin and offers lovely views of the Portland skyline. You also might spot great blue herons or other birds along the tree-lined waterfront. A...

Old Narrow Gauge Volunteer Trail

ME - 1.25 miles

The Old Narrow Gauge Volunteer Trail occupies a portion of the old Kennebec Central Railroad right-of-way in the town of Randolph, ME. As of 2012, the trail runs for 1.25 miles between Water Street in...

West Foss Farm Trail

NH - 1.6 miles

The 83 acre West Foss Farm is one of the properties owned by the University of New Hampshire, Durham. The property was purchased from the Boston & Maine Railroad company, and features a 1.6 stretch of...

Conway Branch

NH - 21 miles

The Conway Branch trail runs for 21 miles along an old rail corridor between State Route 113 in Conway and Polly's Crossing in Ossipee. The trail is popular with snowmobiles and rail car clubs; the...

Cotton Valley Rail-Trail

NH - 8.1 miles

On the banks of Lake Winnipesaukee in central New Hampshire, Wolfeboro bills itself as "America's Oldest Summer Resort." Vacationers have been escaping to this quaint village since passenger rail...

Kennebec River Rail Trail

ME - 6.5 miles

A stunning gateway to Maine's capital city, the Kennebec River Rail-Trail follows the railroad right-of-way that once connected Portland to Augusta. The trail parallels the inactive railroad tracks,...

Farmington Recreational Rail-Trail

NH - 6 miles

The Farmington Recreational Rail-Trail runs for 6 miles between the towns of Rochester and Farmington. The trail parallels the Cocheco River and State Route 11 through a wooded corridor. The trail is...

Dover Community Trail

NH - 3.8 miles

Dover Community Trail, which will one day stretch 8 miles along the former Newington Branch Railway, is currently half-way complete. It begins at Fisher Street and heads north, connecting residents...

Fore River Parkway Trail

ME - 2.6 miles

Portland’s Fore River Parkway Trail provides an important transportation link in the community while at the same time offering sweeping views of the Fore River. At the north end of the trail, you’ll...

Sanford Railroad Trail

ME - 4.8 miles

The Sanford Railroad Trail goes by two other names: the Deering Pond Trail or just plain "Railroad Trail." The trail runs for nearly 5 miles between the town of Lebanon and the University of Southern...

Whitman Spring Road Trail

ME - 2 miles

The trail sits on the northwestern shore of Lake Auburn. A former roadway, the wide gravel path can accommodate various kinds of uses including, running, biking, walking dogs. And in the winter, the...

Sanford Railroad Trail

ME - 4.8 miles

The Sanford Railroad Trail goes by two other names: the Deering Pond Trail or just plain "Railroad Trail." The trail runs for nearly 5 miles between the town of Lebanon and the University of Southern...

Mountain Division Trail

ME - 10.3 miles

Named for the railroad line it parallels, the Mountain Division Trail will one day span 52 miles between Fryeburg and Portland. Two sections of the trail are currently open. A 6-mile segment between...

West Foss Farm Trail

NH - 1.6 miles

The 83 acre West Foss Farm is one of the properties owned by the University of New Hampshire, Durham. The property was purchased from the Boston & Maine Railroad company, and features a 1.6 stretch of...

Accordion

Farmington Recreational Rail-Trail

NH - 6 miles

The Farmington Recreational Rail-Trail runs for 6 miles between the towns of Rochester and Farmington. The trail parallels the Cocheco River and State Route 11 through a wooded corridor. The trail is...

Riverton Rail Trail

ME - 1.5 miles

The scenic Riverton Rail Trail—also known as “Sandy Road” by residents of Portland’s Riverton neighborhood—follows the former corridor of the Portland-Lewiston Interurban Railroad, which stopped...

Old Narrow Gauge Volunteer Trail

ME - 1.25 miles

The Old Narrow Gauge Volunteer Trail occupies a portion of the old Kennebec Central Railroad right-of-way in the town of Randolph, ME. As of 2012, the trail runs for 1.25 miles between Water Street in...

Cotton Valley Rail-Trail

NH - 8.1 miles

On the banks of Lake Winnipesaukee in central New Hampshire, Wolfeboro bills itself as "America's Oldest Summer Resort." Vacationers have been escaping to this quaint village since passenger rail...

Auburn Riverwalk

ME - 1.2 miles

Located in the heart of downtown Auburn, the Auburn Riverwalk features scenic views of the adjacent waterfront and the Lewiston skyline on the opposite shore. Start your journey in the north at the...

Fore River Parkway Trail

ME - 2.6 miles

Portland’s Fore River Parkway Trail provides an important transportation link in the community while at the same time offering sweeping views of the Fore River. At the north end of the trail, you’ll...

Eastern Promenade Trail

ME - 2.1 miles

Portland is Maine's largest city, and the Eastern Promenade Trail along Casco Bay offers an ideal introduction to this coastal town and its trail network. The "East Prom" begins in Old Port, a...

Eastern Trail

ME - 28.4 miles

Maine’s Eastern Trail will eventually extend from Casco Bay in South Portland to the Piscataqua River in Kittery, partially along the former Eastern Railroad. Three off-road segments of the trail are...

Conway Branch

NH - 21 miles

The Conway Branch trail runs for 21 miles along an old rail corridor between State Route 113 in Conway and Polly's Crossing in Ossipee. The trail is popular with snowmobiles and rail car clubs; the...

Back Cove Trail

ME - 3.6 miles

The paved Back Cove Trail rings its namesake tidal basin and offers lovely views of the Portland skyline. You also might spot great blue herons or other birds along the tree-lined waterfront. A...

Papermill Trail

ME - 3.8 miles

The paved Papermill Trail follows the Sabattus River from Mill Street south to its confluence with the Androscoggin River and beyond. At its northern end, the trail parallels Mill Street then Upland...

Bayside Trail

ME - 1 miles

Portland’s Bayside Trail packs a lot into its 1-mile length. The paved pathway provides a pleasant route between commercial and residential areas in the Bayside and East Bayside neighborhoods. Once an...

Dover Community Trail

NH - 3.8 miles

Dover Community Trail, which will one day stretch 8 miles along the former Newington Branch Railway, is currently half-way complete. It begins at Fisher Street and heads north, connecting residents...

Kennebec River Rail Trail

ME - 6.5 miles

A stunning gateway to Maine's capital city, the Kennebec River Rail-Trail follows the railroad right-of-way that once connected Portland to Augusta. The trail parallels the inactive railroad tracks,...

Recent Trail Reviews

Dover Community Trail

Needs some work

October, 2017 by jnich8888

We started at the southern end, and the trail was great for a short ride. Then we got to the railroad station parking lot and could not find the rest of the trail. We rode down Forth st to the bridge and there was no trail that we could find. Look like the trail has a lot of potential to run along the river, and the paved short section we rod on was nice. Had a huge sub at Dougs Hoagies across the street from the Railroad station.

Cotton Valley Rail-Trail

Trail is finished! :)

October, 2017 by equinox43

The gap in the map can be closed. It is now possible to run, bike, walk, etc. from Turntable Park in Sanbornville to the Wolfeboro Depot. Just use caution when crossing Route 16 (White Mountain Highway) at the Miss Wakefield diner, Route 109 (Governor Wentworth Highway) at Fernald Station, and Route 28 in Wolfeboro.

The section from Clark Road out to Cotton Valley was completed during late summer and early fall of 2017. From Cotton Valley to about the Brookfield town line (the old W8/S4 mile marker post) is mostly between the rails (although there are a few sections beside the rails). From Cotton Valley, about the first mile is slightly downhill. From there it is fairly flat to Clark Road.

From the Brookfield line to Clark Road is mostly outside the rails.

Out near the W9/S3/B100 mile post there are a couple of picnic tables next to the trail.

In the late spring and early summer, the deer flies in the section from Cotton Valley to Clark Road can be very thick.

Get out and enjoy the completed trail!

Farmington Recreational Rail-Trail

Challenge For Cross Bikes

September, 2017 by tigersharkdude

I read the reviews and we gave it a shot. Started at the Farmington end and right away it was a very bumpy ride over the stone rail bed. Trail looked like it was used very little with tall grass and branches covering it. There was also a huge 18" limb fallen from a white pine that crossed the trail. One section was loose 4 -5" stone at that point we walked our bikes about 1/8 mile until the trail firmed up again. Other sections were deeper sand that was a major do-able pedal. Once reaching Rochester we decided to take Rt. 11 back to the car as the ride was not real enjoyable and there was very little to look at - probably because we did not dare to take our eyes off the trail dodging rocks and branches most of the way. 6 miles felty like 16 miles. Remember we our in our late 50's and rode a rigid cross bike and a front suspension comfort bike. If we try this trail again we will take our more aggressive mountain bikes.

Accordion

Cotton Valley Rail-Trail

September 2017

September, 2017 by sc302

The gap in the trail map can now be closed. The trail is open all the way to Rt 16 and beyond. We road from Wolfeboro to Rt 16 where the trail comes out near the Ms. Wakefield Diner. A beautiful ride from start to finish. There is some history to explore in the new section such as a family cemetery and a gorgeous stone wall that once was part of a dam and the remnants of the old barn behind it. Have fun riding and exploring the beauty of this trail.

Cotton Valley Rail-Trail

rode the trail today, 9/12

September, 2017 by andy4wind

great trail, workers were just about done with improvements near clark rd. couple of days and the whole trail is done. one correction to the trail
description should be made. the Wolfeboro end of the trail does not have horseback riding listed as an approved activity on the trail signs. not sure as to the east end.

Kennebec River Rail Trail

Great First Ride

August, 2017 by mcwpage8

My husband and I just both got bikes and were at a family outing the day before in Augusta and decided to try out the trail. It was a beautiful trail and a great first ride. We will definitely be back!

Sanford Railroad Trail

Sanford Railroad Trail

July, 2017 by caroloja

Tried to bike the trail, but had to turn around. The surface is chewed up, with massive potholes and lots of hazards.

Conway Branch

overgrown

July, 2017 by 872260

found the trail near our seasonal site at Westward Shores on Ossipee Lake. The "trail" still had railroad rails and some ties and was completely overgrown. Not for biking but maybe for x country skiing or snow snowmobiling in the winter...

Cotton Valley Rail-Trail

Happy mountain biker

July, 2017 by suzanshaw

I've been riding the Cotton Valley rail trail since it opened and I'm excited that the last phase of the trail is almost finished. I was told that it should be done by August. I'm gearing up for the ride from Wakefield into Wolfeboro! Thank you to all of the people who worked hard on this beautiful trail and making one of my dreams come true! Job well done!!

Papermill Trail

Local guide

June, 2017 by dubekaren7

I love this trail. Its quiet. Along river. Can here the wildlife. All ages out and about. Biking. walking. jogging. strollers. Next to a dairy joy👍

Sanford Railroad Trail

Lots if sand

May, 2017 by dr.butterknife

Not a good trail for biking. Was like biking through a sand dune. Looks pretty decent for anything else though.

Sanford Railroad Trail

to many ATV and Dirt Bikes

May, 2017 by dschlosser15

Good trail but lists of off road vehicles, not the best choice for riders

Find Nearby City trails

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews
OR

Register for free!

Join TrailLink (a non-profit) to view more than 30,000 miles of trail maps and more!
OR