Freeport Trails and Maps

72 Reviews

Looking for the best trails around Freeport?

Find the top rated trails in Freeport, 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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Activities
Length
Surfaces
Type
13 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

Eastern Promenade Trail

2.1 mi
State: ME
Asphalt

Eastern Trail

28.4 mi
State: ME
Asphalt, Crushed Stone

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

Whistle Stop Rail-Trail

15.7 mi
State: ME
Crushed Stone, Dirt, Sand
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
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
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 Whistle Stop Rail-Trail is a textbook example of how diverse groups can work together to maintain and promote a trail. Developed as a route for snowmobiles and ORVs, the route also appeals to...
ME 15.7 mi Crushed Stone, Dirt, Sand

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Trails by activity

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,...

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...

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...

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...

Accordion

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...

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...

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...

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...

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...

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...

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...

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...

Accordion

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...

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,...

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...

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...

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...

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...

Whistle Stop Rail-Trail

ME - 15.7 miles

The Whistle Stop Rail-Trail is a textbook example of how diverse groups can work together to maintain and promote a trail. Developed as a route for snowmobiles and ORVs, the route also appeals to...

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...

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...

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...

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...

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

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...

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...

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...

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...

Whistle Stop Rail-Trail

ME - 15.7 miles

The Whistle Stop Rail-Trail is a textbook example of how diverse groups can work together to maintain and promote a trail. Developed as a route for snowmobiles and ORVs, the route also appeals to...

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...

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...

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...

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

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.

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👍

Accordion

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

Eastern Trail

Shady, and no hills

September, 2016 by michaelassainte

We rode as a pair from the Kennebunk Elementary School, which is at the southern end of the trail - marked as "mile 28" northward.(It's about .2 miles from the parking lot) Aside from crossing over Rt. 95 just at the base of the trail, from then on it was flat, perhaps a slight grade up while heading north. The surface is sand, and fine gravel. There are a few benches along the trail. Very scenic trail with dense woods and streams. It's an easy trail, with no hills to climb, if that's what you're looking for. I recommend it.

Mountain Division Trail

Not much to see

August, 2016 by nhmtns

Having ridden bike paths all over New England, I've enjoyed many wonderful experiences towing my toddler in his trailer. My wife and I rode this southern section starting in Standish, and we were generally disappointed. There is little to see, aside from a field and a bridge over a pond. The path had a few potholes and places where a safety fence were falling down. It also doesn't really lead you anywhere interesting, like a place to eat or a town to explore. We wouldn't return to ride this again.

Eastern Trail

Kennebunk to Biddeford

August, 2016 by bajames

We parked at Kennebunk Elementary School, cycled to Biddeford, and had a great breakfast at All Day Breakfast Two, just a couple of blocks from the trailhead, before returning to Kennebunk. The trail is in excellent condition. We used our regular road bikes with no trouble. A highlight was the sight of a fox sauntering down the trail!

Mountain Division Trail

Beware ore Deer Flies

June, 2016 by piper11

I wasn't sure if dogs were welcome on the Fryeburg end of the trail, but I brought her with me. Unfortunately the DEER FLIES were horrible! It looked like such a nice walk. I will try again another day, with bug spray!

Sanford Railroad Trail

nice easy ride

June, 2016 by samadams1976

took my son out for some biking, hadn't been through this area in years. trail is well maintained and is a easy ride.

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