Waterboro, ME Mountain Biking Trails and Maps

362 Reviews

Looking for the best Mountain Biking trails around Waterboro?

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

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Activities
Length
Surfaces
Type
16 Results
Activities
Length
Surfaces
Type

Conway Branch

21 mi
State: NH
Ballast, Gravel

Farmington Recreational Rail-Trail

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

Guinea Pond and Flat Mountain Trails

11.5 mi
State: NH
Ballast, Dirt, Grass

Head's Pond Trail

1.75 mi
State: NH
Gravel

Jay McLaren Memorial Trail

2 mi
State: MA
Dirt, Grass, Gravel

Nanamocomuck Trail

12 mi
State: NH
Ballast

Northern Rail Trail

57.6 mi
State: NH
Cinder, Crushed Stone

Peanut Trail

1.5 mi
State: NH
Cinder

Riverton Rail Trail

1.5 mi
State: ME
Concrete, Dirt, Sand

Rob Brook Trail

2 mi
State: NH
Dirt, Gravel

Rockingham Recreational Rail Trail (Portsmouth Branch)

28.1 mi
State: NH
Crushed Stone, Dirt, Grass, Gravel, Sand

Salisbury Point Ghost Trail

2.2 mi
State: MA
Asphalt, Crushed Stone

Sanford-Springvale Rail Trail

5.9 mi
State: ME
Gravel

Sawyer River Trail / Sawyer River Road

7.5 mi
State: NH
Ballast, Dirt, Grass, Sand

West Foss Farm Trail

1.6 mi
State: NH
Dirt
Trail Image Trail Name States Length Surface Rating
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
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
These connecting trails follow the bed of the old Beebe River Railroad up to Flat Mountain Pond, a large, remote pool high in the Sandwich Range Wilderness. This is a great trip for advanced mountain...
NH 11.5 mi Ballast, Dirt, Grass
The Head’s Pond Trail (formerly known as Hooksett Rail Trail) is a 1.9-mile rail-trail that visits two scenic ponds, including the eponymous Head’s Pond, in a woodsy area of Hooksett. The trail’s...
NH 1.75 mi Gravel
Nestled in the woodlands on the northern end of Merrimac in the far northeastern corner of Massachusetts, lies the beautiful Jay McLaren Memorial Trail. The town, once known as West Amesbury, had a...
MA 2 mi Dirt, Grass, Gravel
The Upper and Lower Nanamocomuck Trails in White Mountain National Forest are accessible from Kancamagus Highway (SR 112) west of Conway. The trails are open for hiking in summer and cross-country...
NH 12 mi Ballast
Spanning 57.6 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. It weaves through Grafton and Merrimack counties and is less than a 2-hour drive...
NH 57.6 mi Cinder, Crushed Stone
The Peanut Trial is a distinct trail in the town of Newton that spans one-mile. This rail-trail was meant to connect to the Jay McLaren Memorial Trail. However, due to a controversial lawsuit by land...
NH 1.5 mi Cinder
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 Rob Brook Trail is mostly flat, following the bottomlands of its namesake creek through the White Mountains National Forest. The trail is open to mountain biking and hiking, with cross-country...
NH 2 mi Dirt, Gravel
Crossing through wooded areas and featuring magnificent wetland vistas, the Rockingham Recreational Rail Trail (Fremont Branch) offers an 18.3-mile trail adventure from Epping to Windham. The northern...
NH 18.3 mi Dirt, Sand
The Rockingham Recreational Rail Trail brings at least two superlatives to mind: it’s one of New Hampshire’s longest rail-trails at just more than 28 miles, and it begins in Manchester, the state’s...
NH 28.1 mi Crushed Stone, Dirt, Grass, Gravel, Sand
Currently just over two miles long, the Salisbury Point Ghost Trail provides a peaceful walk or bike ride through the woods on a well-maintained stone-dust trail. A paved extension was constructed in...
MA 2.2 mi Asphalt, Crushed Stone
The Sanford-Springvale Rail Trail (also known as Railroad Trail) traverses the woods on either side of Sanford’s scenic Springvale community in southern Maine. Founded by a mill owner in the 17th...
ME 5.9 mi Gravel
The Sawyer River Trail/Sawyer River Road lies deep in the forested heart of the 1,200-square-mile White Mountain National Forest. The 7.5-mile route traces an old logging railroad that’s now part...
NH 7.5 mi Ballast, Dirt, Grass, Sand
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

Now, More Than Ever, Trails Matter!

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Trails by activity

Peanut Trail

NH - 1.5 miles

The Peanut Trial is a distinct trail in the town of Newton that spans one-mile. This rail-trail was meant to connect to the Jay McLaren Memorial Trail. However, due to a controversial lawsuit by land...

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...

Salisbury Point Ghost Trail

MA - 2.2 miles

Currently just over two miles long, the Salisbury Point Ghost Trail provides a peaceful walk or bike ride through the woods on a well-maintained stone-dust trail. A paved extension was constructed in...

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...

Accordion

Northern Rail Trail

NH - 57.6 miles

Spanning 57.6 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. It weaves through Grafton and Merrimack counties and is less than a 2-hour drive...

Rockingham Recreational Rail Trail (Portsmouth Branch)

NH - 28.1 miles

The Rockingham Recreational Rail Trail brings at least two superlatives to mind: it’s one of New Hampshire’s longest rail-trails at just more than 28 miles, and it begins in Manchester, the state’s...

Sanford-Springvale Rail Trail

ME - 5.9 miles

The Sanford-Springvale Rail Trail (also known as Railroad Trail) traverses the woods on either side of Sanford’s scenic Springvale community in southern Maine. Founded by a mill owner in the 17th...

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...

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...

Accordion

Salisbury Point Ghost Trail

MA - 2.2 miles

Currently just over two miles long, the Salisbury Point Ghost Trail provides a peaceful walk or bike ride through the woods on a well-maintained stone-dust trail. A paved extension was constructed in...

Jay McLaren Memorial Trail

MA - 2 miles

Nestled in the woodlands on the northern end of Merrimac in the far northeastern corner of Massachusetts, lies the beautiful Jay McLaren Memorial Trail. The town, once known as West Amesbury, had a...

Sawyer River Trail / Sawyer River Road

NH - 7.5 miles

The Sawyer River Trail/Sawyer River Road lies deep in the forested heart of the 1,200-square-mile White Mountain National Forest. The 7.5-mile route traces an old logging railroad that’s now part...

Peanut Trail

NH - 1.5 miles

The Peanut Trial is a distinct trail in the town of Newton that spans one-mile. This rail-trail was meant to connect to the Jay McLaren Memorial Trail. However, due to a controversial lawsuit by land...

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...

Head's Pond Trail

NH - 1.75 miles

The Head’s Pond Trail (formerly known as Hooksett Rail Trail) is a 1.9-mile rail-trail that visits two scenic ponds, including the eponymous Head’s Pond, in a woodsy area of Hooksett. The trail’s...

Rockingham Recreational Rail Trail (Fremont Branch)

NH - 18.3 miles

Crossing through wooded areas and featuring magnificent wetland vistas, the Rockingham Recreational Rail Trail (Fremont Branch) offers an 18.3-mile trail adventure from Epping to Windham. The northern...

Guinea Pond and Flat Mountain Trails

NH - 11.5 miles

These connecting trails follow the bed of the old Beebe River Railroad up to Flat Mountain Pond, a large, remote pool high in the Sandwich Range Wilderness. This is a great trip for advanced mountain...

Nanamocomuck Trail

NH - 12 miles

The Upper and Lower Nanamocomuck Trails in White Mountain National Forest are accessible from Kancamagus Highway (SR 112) west of Conway. The trails are open for hiking in summer and cross-country...

Northern Rail Trail

NH - 57.6 miles

Spanning 57.6 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. It weaves through Grafton and Merrimack counties and is less than a 2-hour drive...

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...

Rob Brook Trail

NH - 2 miles

The Rob Brook Trail is mostly flat, following the bottomlands of its namesake creek through the White Mountains National Forest. The trail is open to mountain biking and hiking, with cross-country...

Sanford-Springvale Rail Trail

ME - 5.9 miles

The Sanford-Springvale Rail Trail (also known as Railroad Trail) traverses the woods on either side of Sanford’s scenic Springvale community in southern Maine. Founded by a mill owner in the 17th...

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...

Rockingham Recreational Rail Trail (Fremont Branch)

NH - 18.3 miles

Crossing through wooded areas and featuring magnificent wetland vistas, the Rockingham Recreational Rail Trail (Fremont Branch) offers an 18.3-mile trail adventure from Epping to Windham. The northern...

Rob Brook Trail

NH - 2 miles

The Rob Brook Trail is mostly flat, following the bottomlands of its namesake creek through the White Mountains National Forest. The trail is open to mountain biking and hiking, with cross-country...

Accordion

Peanut Trail

NH - 1.5 miles

The Peanut Trial is a distinct trail in the town of Newton that spans one-mile. This rail-trail was meant to connect to the Jay McLaren Memorial Trail. However, due to a controversial lawsuit by land...

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...

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...

Jay McLaren Memorial Trail

MA - 2 miles

Nestled in the woodlands on the northern end of Merrimac in the far northeastern corner of Massachusetts, lies the beautiful Jay McLaren Memorial Trail. The town, once known as West Amesbury, had a...

Head's Pond Trail

NH - 1.75 miles

The Head’s Pond Trail (formerly known as Hooksett Rail Trail) is a 1.9-mile rail-trail that visits two scenic ponds, including the eponymous Head’s Pond, in a woodsy area of Hooksett. The trail’s...

Nanamocomuck Trail

NH - 12 miles

The Upper and Lower Nanamocomuck Trails in White Mountain National Forest are accessible from Kancamagus Highway (SR 112) west of Conway. The trails are open for hiking in summer and cross-country...

Sawyer River Trail / Sawyer River Road

NH - 7.5 miles

The Sawyer River Trail/Sawyer River Road lies deep in the forested heart of the 1,200-square-mile White Mountain National Forest. The 7.5-mile route traces an old logging railroad that’s now part...

Guinea Pond and Flat Mountain Trails

NH - 11.5 miles

These connecting trails follow the bed of the old Beebe River Railroad up to Flat Mountain Pond, a large, remote pool high in the Sandwich Range Wilderness. This is a great trip for advanced mountain...

Rockingham Recreational Rail Trail (Portsmouth Branch)

NH - 28.1 miles

The Rockingham Recreational Rail Trail brings at least two superlatives to mind: it’s one of New Hampshire’s longest rail-trails at just more than 28 miles, and it begins in Manchester, the state’s...

Salisbury Point Ghost Trail

MA - 2.2 miles

Currently just over two miles long, the Salisbury Point Ghost Trail provides a peaceful walk or bike ride through the woods on a well-maintained stone-dust trail. A paved extension was constructed in...

Northern Rail Trail

NH - 57.6 miles

Spanning 57.6 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. It weaves through Grafton and Merrimack counties and is less than a 2-hour drive...

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...

Recent Trail Reviews

Eastern Trail

Kennebunk 2 Biddeford

September, 2021 by nap789

I’ve ridden Kennebunk to Biddeford a couple of times in the past week (late Sept), the trail is well maintained and marked. The few vehicle crossings have cross walks and signage for drivers. This is a beautiful trail that I would highly recommend, looking forward to riding all the way to South Portland!

Winnipesaukee River Trail

decent trail

September, 2021 by johncneal10

Not bad. Started in Franklin. Tilton not that bad. Need to use street for a bit, stay on north side of Rt 3 in sidewalk. Ends at a McDonalds and Super 8 ( not motel 6). Good ride, too short

Rockingham Recreational Rail Trail (Fremont Branch)

Went to epping with ATV says no ATV only winter time . App doesn't mention that

September, 2021 by chase8979

Went to epping with ATV says no ATV only winter time . App doesn't mention that

Accordion

Mountain Division Trail

Beautiful day for an easy ride

September, 2021 by nikoniko

We parked at the Windham PO and rode along the tracks until we got to Rt-35, did a bit of exploring at the Otter Ponds, then came back. It was a sweet ride: no bugs, great Sharon weather—we were a little disappointed that we couldn’t go directly to the Lake, but I see now we could have gone left and gotten to the water…. Next time. We stopped at the Orchard Ridge Farm and had a delicious cider donut at the intersection with Sebago Lakes Rd. ~10

Cotton Valley Rail-Trail

Fun ride in the woods!

August, 2021 by demcvane

This trail is for mountain or hybrid bikes, definitely not road bikes.
Agree with others in that there are more pedestrians near Wolfboro but the trail gets much less traveled the farther away you go.
Also agree that the trails are narrow but this is not an issue because the visibility is so good. Most of the time, you can see people coming from other direction literally hundreds a feet ahead of time. I did get stuck behind a few slower bikers but was able to pass at one of the railroad track crossovers.
As the railroad track crossovers, you just have to slow down and ensure your front tire is crossing at a 90 degree angle. I didn’t have any issues at all but just be mindful, slow down and steer the front tire to cross over perpendicular to the rail.
So, definitely some things to consider and manage but well worth it in my opinion.

Cotton Valley Rail-Trail

Another Vote for "Not Safe for Bikes"....and We Biked It

August, 2021 by tribe_fan

As many others have noted, this trail is not safe for bikes, especially road and hybrid models. We read the reviews warning us in advance and rode wide tire bikes. Despite rubber mats at many of the points where you transition from between the rails to beside them or vice versa, it's still possible to get a tire caught in the small gap between the mat and the rails and take a fall. Be forewarned to SLOW DOWN or walk your bike across these numerous transition points. Also, the sections of the trail that run between the rails are too narrow for a bike going one way to safely pass a walker going the other. When it's two bikes going in opposite directions, one has to come to a stop to pass safely. The sections of the trail outside the rails aren't much wider and the railroad ties extend about six inches beyond the rails, further squeezing the available space. My conclusion is that there must be hundreds of single bike, bike-bike and bike-pedestrian accidents annually.

The trail is otherwise quite nice. Its almost totally flat and there's plenty of shade.

Cotton Valley Rail-Trail

Know how to cross railroad rails safely

August, 2021 by nphillips_tl

This is a very scenic path traveling through woods most of the time, along marshes, hidden ponds and across Lake Wentworth. But this path has railroad tracks along the whole path, which makes the trail narrow in most places. BUT - be warned -
this trail will not be as enjoyable for some. Others will be fine with the challenges.
1. Learn how to travel safely across steel rails, since you will have to do this at least two dozen times, often within a tight narrow space. If you do not cross as close to 90 degrees to the rail, you risk you bike tire slipping out from under you. How do you I know? There are some short videos on You Tube that address this.
2. From the Wakefield end, park at the lot near the Miss Wakefield diner, so you don't have to cross Route 16, a very busy road.
3. The closer you get to Wolfboro, there are more pedestrians, and some think their right of way is the whole path, not half. I would end the trip at route 109A where the railcar rides are located, unless you really want to go to Wolfboro.
4. I found passing others on the trail that were coming the other way could be stressful, since there is little room to move over. One or both of you will have a hard rail on one side of you and if not, then the edge of the path often dropped off.
5. At the beginning of the trail at Route 16 you do have a couple of short steep ups and downs. Otherwise the trail is fairly flat.

Cotton Valley Rail-Trail

A nice trail with some important caveats

August, 2021 by jrutch

Okay - nice trail - very pretty BUT my issue is the sections where they laid the trail in between the still existing train tracks - clever idea to save money??? BUT it makes it very narrow and when passing walkers and other bikers it gets a little hairy (in fact our side mirror was clipped by a biker going in the opposite direction that's how narrow it is) .... try not to go at a busy time and be prepared for tight squeezes on those sections where the trail is between the tracks ---- ALSO I would NOT recommend this for recumbents or other wide bikes - it just isn't safe for those kinds of cycles - otherwise like i said nice scenery but be forewarned

Cotton Valley Rail-Trail

MTN Bike or Gravel Bike

July, 2021 by geegee6519

Great ride, passed a few people on the narrow section of the trail, but had no problems passing each other. I rode the trail after a heavy 2 days of rain, so it was wet, lots of mud, large puddles of rain, it got a little dirty! LOL

Rockingham Recreational Rail Trail (Portsmouth Branch)

great trail

July, 2021 by vw7cghqxcg

Ran the length of the trail to set up a Fastest Known Time segment. Was surprised by how beautiful the whole trail was, and how much the flora changed throughout. Id like to go back at a slower pace and stop at some of the towns it crosses (like Raymond and Epping)

Farmington Recreational Rail-Trail

great for walking/running

July, 2021 by vw7cghqxcg

Didnt realize there was a rail trail that ran through Rochester/Farmington, and came upon it by accident. Rochester side has more parking, and a few short side trails in a nice little park. The trail is a mix of gravel, dirt, sand. Had no issues running the length of it.

Northern Rail Trail

100 mile weekend getaway

July, 2021 by william.w.britt

Finally did what I wanted to do for years. Biked from Northfield using the Lake Winnipesaukee trail to the Northern Rail Trail to the Fireside Inn in Lebanon NH. This was a weekend bike trip I wanted to do for a long time and had the perfect weather. My suggestion if you are going north and want to connect to the Northern Rail Trail instead of back tracking I would take Chance Pond Road. Once you go up the road a little cut to the right before the bridge going across the road. That bridge is part of the Northern Rail Trail. The hill to get to the bridge is quite steep so I recommend to walk the bike. Once on the bridge free sailing. My half way mark was the Danbury Country Store. They are very friendly to bikers and if you have an ebike they have a charging port on the right hand side of the store. Also have a deck on the front of the store with tables and chairs where you can have a meal while the bike is charging. Deli inside to grab something to eat.

Will say the more north you go the rougher the trail becomes. Some spots is an overkill of gravel that is very loose. Not very safe where you are trying to keep your balance and difficult to get any speed. Other than that a lot of lakes and scenery along the way. If you are using Google Maps along the trip it will suggest to get off the trail for 2 miles and get back on the trail. I recommend to stay on the trail. The fireside inn in Lebanon was about 1.5 miles off the trail and the hotel is bike friendly. You are in walking distance of a Walgreens and restaurants near by. Also there is free breakfast in the morning. A lot of off ramps along the trail for eatery which I believe was set up for snowmobiles in the winter time but if your bike has good suspension they are usable for bikers also. If you are using an ebike like I was the trip is durable as long as you save your power on the inclines and heavy gravel spots. The Danbury Country Store is ideal for charging as you take a break.

There is one spot on the trail you want to be careful on. On the way back past Enfield there is a steep incline with a pond to the right of you. To your left is a metal frame for a bridge and the trail is very narrow and a blind turn to the left. If someone was coming my way it would of been a major accident. I can't stress enough to be careful there.

Overall a fun bike trip if you are up for the challenge. I could of done each day trip within 5 to 6 hours but decided to take my time and do a lot of stops along the way and take pictures. I recommend to do the same.

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