Freeport, ME Walking Trails and Maps

135 Reviews

Looking for the best Walking trails around Freeport?

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

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Activities
Length
Surfaces
Type
19 Results
Activities
Length
Surfaces
Type

Auburn Riverwalk

1.6 mi
State: ME
Asphalt, Brick, Crushed Stone, Gravel

Back Cove Trail

3.6 mi
State: ME
Asphalt

Eastern Promenade Trail

2.1 mi
State: ME
Asphalt

Eastern Trail

28.8 mi
State: ME
Asphalt, Concrete, Crushed Stone

Kennebec River Rail Trail

6.79 mi
State: ME
Asphalt

Mountain Division Trail

9.59 mi
State: ME
Asphalt, Gravel

Norway Branch Rail Trail

0.5 mi
State: ME
Crushed Stone

Papermill Trail

3.97 mi
State: ME
Asphalt

Riverton Rail Trail

1.5 mi
State: ME
Concrete, Dirt, Sand

Whitman Spring Road Trail

2 mi
State: ME
Gravel

Androscoggin River Bicycle Path

2.6 mi
State: ME
Asphalt

Whistle Stop Rail-Trail

15.8 mi
State: ME
Dirt, Gravel, Sand

Sanford-Springvale Rail Trail

5.9 mi
State: ME
Gravel

WW&F Narrow Gauge Trail

0.68 mi
State: ME
Dirt, Grass

Old Narrow Gauge Volunteer Trail

1.25 mi
State: ME
Ballast, Dirt

Bayside Trail

1 mi
State: ME
Asphalt

Beth Condon Memorial Pathway

1.8 mi
State: ME
Asphalt

Fore River Parkway Trail

2.6 mi
State: ME
Asphalt

South Portland Greenbelt Walkway

5.6 mi
State: ME
Asphalt
Trail Image Trail Name States Length Surface Rating
The Auburn Riverwalk passes through the heart of the old mill district of the Twin Cities of Auburn and Lewiston. The 1.6-mile paved and gravel path offers many scenic views of the Androscoggin River,...
ME 1.6 mi Asphalt, Brick, Crushed Stone, Gravel
Overview The paved Back Cove Trail rings its namesake tidal basin and offers lovely views of the Portland skyline. Look for great blue herons or other birds along the tree-lined...
ME 3.6 mi Asphalt
Old salts should love the Eastern Promenade Trail, as it skirts the shoreline of Portland’s Casco Bay and Portland Harbor. The 2.1-mile paved trail is always within sight of the water and is one of...
ME 2.1 mi Asphalt
Overview    The Eastern Trail connects the historic towns along Maine’s southern coast from the woods near Kennebunk to South Portland’s harbor lighthouse. About the Route  The Eastern Trail...
ME 28.8 mi Asphalt, Concrete, Crushed Stone
Overview Visitors to the 6.79-mile-long Kennebec River Rail Trail mostly stay within sight of the wide river as the paved trail links the state capital of Augusta with the river towns of Hallowell,...
ME 6.79 mi Asphalt
Overview The Mountain Division Trail exists as two separate segments of what will eventually be a more than 50-mile-long trail from Fryeburg to Portland. The northern section runs for nearly 4...
ME 9.59 mi Asphalt, Gravel
The Norway Branch Rail Trail sits on the former railbed of the Norway Branch Railroad which once connected the communities of Norway and South Paris. The trail runs from Beal Street in the west to...
ME 0.5 mi Crushed Stone
Overview The Papermill Trail celebrates the heritage of mills in the development of the town of Lisbon and the surrounding area while providing an easy, pleasant 4-mile trail experience for users...
ME 3.97 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 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
Overview Brunswick, Maine is home to the Androscoggin River Bicycle Trail, a multipurpose recreational trail nestled between the river and US Route 1. The trail stretches 2.6 miles from...
ME 2.6 mi Asphalt
Overview A former Maine Central Railroad line provides a year-round playground for motorized and nonmotorized trail users to explore the western hills of Maine. The long, flat, mostly straight...
ME 15.8 mi Dirt, Gravel, Sand
Overview  The Sanford-Springvale Rail Trail runs for 5.9 miles between Sanford and Springvale. The gravel trail traverses the woods on either side of Sanford’s scenic Springvale community as it...
ME 5.9 mi Gravel
Owned and actively maintained by the Wiscasset, Waterville, and Farmington Railway museum, this trail meanders along the currently disused railroad right of way through the Town of Alna in the village...
ME 0.68 mi Dirt, Grass
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
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 Beth Condon Memorial Pathway is located in the heart of Yarmouth, Maine. The path is named in honor of a high school student who was struck by a drunk driver while walking along US-1. The paved...
ME 1.8 mi Asphalt
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
Meandering through South Portland, the Greenbelt Walkway connects the neighborhoods south of the Fore River. The paved, multiuse trail offers three distinct vistas of the Portland waterfront and...
ME 5.6 mi Asphalt

Recent Trail Reviews

Papermill Trail

Beautiful Trail

September, 2024 by smilecebh511

Really enjoyed our ebike ride to and from beginning to end and back. Easy parking right over the bridge from Mill apartments on the left! So well maintained, scenic and safe feeling for 2 seniors. Delicious pizza in Lisbon Falls.

Androscoggin River Bicycle Path

Short and noisy

September, 2024 by andrix

So, the positives first. It's a well paved trail with views to a picturesque river.
However, forget the "ring your bell" or "on your left" helps. The proximity to Rt 1 (sometimes within 15 ft. or so) - and the associated traffic noise - all but end any communication, signals, or thoughts of a nice scenic contemplative ride. Also, parking at either end was sparse. And, yes, somewhat thankfully, it is short. A one and done.

Whistle Stop Rail-Trail

Bring Your Fat Tire Bike

September, 2024 by rwest3

We are on week 2 of a 2-week Northeast rail trail tour and we’re experienced cyclists. I should have believed the Trailguide when it warned that this one wasn’t well-suited for hybrid bikes. We only made it 6 miles out of Livermore Falls before turning around. There were only a few stretches of packed sand. The rest was loose sand or chunky rock. For reference, we were riding an Allied Alpha and a Cannondale Supersix Evo SE. Would have been a blast on a fatty.

Accordion

Eastern Trail

comfortable ride; well marked trail

August, 2024 by philgautreau

We cycled 20 miles, starting at bug Light in South Portland to Scarborough. Mostly flat, asphalt surface. Some riding on bike path along street traffic but most riding is on the separate bike path along water and in green areas. Highly recommend for an easy ride.

Mountain Division Trail

Also called Sebago to the Sea Trail Section 4

August, 2024 by barbworks1

A lovely and fairly easy asphalt paved bike ride. I started in South Windham off Route 202 south of Rt 302. This app shows the parking at the Post Office but there is public parking south of the Post Office. There are signs on Rt 202 to show the Public Parking. Apparently, in 2023 the local Boy Scouts did some work to mark the parking and trail. Look for the little white signs “Sebago to the Sea Trail”. Park in the lot across from the Windham Fire Rescue South Station. Find the trail by looking at the Fire Station, look left and walk between the two buildings to a little grad & gravel trail. If you turn left, walk or ride behind the building about 100 yards to cross ice a 202 to the start of the asphalt path. If you turn right, the grass and gravel travel continues.

Eastern Promenade Trail

For rollerblades, not good

June, 2024 by kdcspamspam

It is paved but it’s still very bumpy. Not ideal for rollerblades

Mountain Division Trail

Good but hilly

June, 2024 by kdcspamspam

We rollerbladed down this path, starting at the Maine State Visitor information center. It was smooth but very hilly. Also we tried to start in Standish but it was not paved.

Papermill Trail

Beautiful scenery and easy walk.

June, 2024 by didio.martinez.tercero

Beautiful scenery and easy walk.

Whistle Stop Rail-Trail

out and back from Farmington

May, 2024 by terriehoops

First time on this trail and we loved it! We were on gravel grinder bikes, and the trail was perfect for this type of bike. We found the trails were in great condition. We did an out and back turn around at 6 miles. We will definitely return possibly for increased distance and more exploration on trails around Titcomb ski area.

Eastern Trail

Kennebunk to Biddeford

April, 2024 by hammer757

Nice section starting from the Kennebunk elementary school parking lot. The trail switches to road riding in Biddeford turn left when the trail ends and you’ll see a Dunkin Donuts. Can you say coffee and pee

Eastern Promenade Trail

Eastern Promenade Trail

November, 2023 by thejake91739

At only 2.1 miles, Eastern Promenade Trail packs a great deal of interest into its short length.

Starting near the Highway 295 bridge you'll be blessed with sensational views of the bay. Next, as you make your way past Fish Point, you'll be rewarded with the sight of massive cruise ships, vintage narrow gauge trains, and historic buildings.

What brought the greatest pleasure to me on this October Sunday morning bike ride were the throngs of people walking their dogs! It was like being at the National Dog Show! I had to stop at East End Beach which is essentially a dog park to watch the dogs happily play and cavort. This trail was most heavily populated with the dog walkers, joggers, and other pedestrians. We bicyclists were few and far between.

Be sure to combine this with the Back Cove Trail loop for nearly 8 miles of riding and get more bang for your buck!

(But do not bother combining it with another connecting trail - the Bayside Trail, which doesn't go along a bay and is about as appealing as riding down an alley)

Back Cove Trail

Back Cove Trail

November, 2023 by thejake91739

Back Cove Trail is short, but sweet. The hard packed dirt is perfect for a jog, walk, or quick bike ride.

I started at 8:00 on an exceptionally still, brisk, mid October Sunday morning. The water was like glass and provided a perfect reflection of the downtown Portland skyline.

Other photo ops of the cove, wildlife, and beautiful classic homes were revealed to me as I made my way around the loop.

At only 3.6 miles, be sure to combine this with the also interesting Eastern Promenade Bike Trail for a total of nearly 8 miles between the two.

(Don't bother including the Bayside Trail which also connects to Back Cove and Promenade. It doesn't go by a bay and is about as appealing as riding down an alley)

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