South Portland Trails and Maps

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.

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  • Length
Activities
Length
Surfaces
Type
16 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 Nature 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
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

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Trails by activity

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...

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...

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...

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...

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...

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...

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,...

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...

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...

Old Narrow Gauge Volunteer Nature 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...

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...

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...

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...

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...

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...

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...

Accordion

Old Narrow Gauge Volunteer Nature 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...

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...

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...

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...

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...

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...

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,...

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...

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...

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...

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...

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...

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...

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...

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...

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...

Accordion

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...

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...

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...

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,...

Old Narrow Gauge Volunteer Nature 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...

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...

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...

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...

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...

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...

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...

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...

Recent Trail Reviews

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...

Accordion

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

Mountain Division Trail

x country skiing

January, 2017 by mlibbyrn

So 15 degree weather does not stop us!
Started at otter pond and skied to Gambo Field.
Beautiful blue sky and crisp air. Maine the way it should be. Met a few snowmobiles and only a few other brave walkers. I love this trail and feel so blessed to be able to walk out the door and have this great place to play.

Sanford Railroad Trail

January, 2017 by janeb393_tl

great snowshoeing today

Cotton Valley Rail-Trail

New section

December, 2016 by equinox43

Earlier today I was at the Cotton Valley end of the trail and found that a new, 2 mile, section of the trail had been completed. The new section runs towards Wakefield, NH and ends shortly after the S4 mile marker stone.

It's pretty nice. Most of this section is between the rails.

Dover Community Trail

Very nice town trail

October, 2016 by a.lauten

Today (Sunday) my companion and I parked at the Watson Rd. end and walked to just past Whittier St. For most of the stretch we felt as though we were walking in the woods. Last night ended three days of rain that totaled three inches. Nevertheless, the trail was entirely passable. Occasionally we had to walk around a small puddle, but, overall, mud was not a problem. The trail was hardback with some gravel sections. The amazingly few people we met were walking or on bicycles. Even parents with a toddler and dog were all walking just fine. No tree roots or rocks. Bicycles would need to have wider than road bike tires with good treads. I wouldn't recommend this part of the trail for wheelchairs. All in all a most enjoyable afternoon.

Dover Community Trail

Disappointed

September, 2016 by marguerite24

I use this trail often , its short but ok , except the last time I was there 2 weeks ago and I was disgusted with the litter through out the trail, at one point there were about 20 Dunkin Donut cups littered all over , Beer and Alcohol bottles everywhere We decided to go down the steps to the water , which have never been finished , there is no hand rail and because there was nothing put in place to stop dirt from sliding down onto it it was cover almost unable to use it , would be for a Child , upon getting down there , there were furniture cushions , something that looked like a mattress , and trash every where , but what was worse was the broken glass you could not step with out stepping on it ... I am so disappointed in this and that it is not being taken care of , at that point I turned and left ...

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