Chester, NH Inline Skating Trails and Maps

1481 Reviews

Looking for the best Inline Skating trails around Chester?

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

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Activities
Length
Surfaces
Type
45 Results
Activities
Length
Surfaces
Type

Assabet River Rail Trail

10.4 mi
State: MA
Asphalt

Border to Boston Trail

44.1 mi
State: MA
Asphalt, Boardwalk, Concrete, Crushed Stone, Dirt

Bruce Freeman Rail Trail

15.7 mi
State: MA
Asphalt

Charles River Bike Path

23.4 mi
State: MA
Asphalt

Clipper City Rail Trail

3.9 mi
State: MA
Asphalt, Boardwalk

Commonwealth Greenway

5.5 mi
State: MA
Asphalt

Concord River Greenway

0.88 mi
State: MA
Asphalt

Eastern Trail

28.8 mi
State: ME
Asphalt, Concrete, Crushed Stone

Garrison Trail

1.8 mi
State: MA
Asphalt

Independence Greenway

5.25 mi
State: MA
Asphalt

Lake Winnisquam Scenic Trail

1.58 mi
State: NH
Asphalt

Londonderry Rail Trail

4.6 mi
State: NH
Asphalt

Mary Ellen Welch Greenway

2.8 mi
State: MA
Asphalt

Mass Central Rail Trail

56.36 mi
State: MA
Asphalt, Cinder, Crushed Stone, Dirt, Gravel

Minuteman Commuter Bikeway

10.1 mi
State: MA
Asphalt

Nashua River Rail Trail

12.4 mi
State: MA, NH
Asphalt

Neponset River Greenway

8.2 mi
State: MA
Asphalt

North Bank Bridge

0.5 mi
State: MA
Concrete

Old Eastern Marsh Trail

3.7 mi
State: MA
Asphalt, Boardwalk, Concrete

Piscataquog Trail

2.1 mi
State: NH
Asphalt
Accordion

Roland Bergeron Bike Path

6 mi
State: NH
Asphalt

Somerville Community Path

3.2 mi
State: MA
Asphalt

Windham Rail Trail

4.3 mi
State: NH
Asphalt

Amesbury Riverwalk

1.3 mi
State: MA
Asphalt

Common Pathway

5.5 mi
State: NH
Asphalt, Crushed Stone

Dover Community Trail

4.2 mi
State: NH
Asphalt, Crushed Stone, Dirt

Gillis Memorial Bridge Connector

0.6 mi
State: MA
Asphalt

Groveland Community Trail

3.25 mi
State: MA
Asphalt

North Central Pathway

11.2 mi
State: MA
Asphalt

Northern Strand Community Trail

9.9 mi
State: MA
Asphalt

Salem Bike-Ped Corridor

4.95 mi
State: NH
Asphalt, Dirt, Grass

South Manchester Rail Trail

1.8 mi
State: NH
Asphalt

Tri-Community Greenway

10.6 mi
State: MA
Asphalt

Twin Cities Rail Trail

4 mi
State: MA
Asphalt

WOW Trail

2.7 mi
State: NH
Asphalt

Concord-Lake Sunapee Rail Trail

5.65 mi
State: NH
Asphalt, Boardwalk, Crushed Stone, Dirt, Gravel

Spicket River Greenway

3.5 mi
State: MA
Asphalt

Nashua Heritage Rail-Trail

1.3 mi
State: NH
Asphalt

South Bay Harbor Trail

3.8 mi
State: MA
Asphalt, Boardwalk, Brick, Concrete

Bridge Street Bike Trail

1 mi
State: MA
Asphalt

Chelsea Greenway

0.65 mi
State: MA
Asphalt

Merrimack River Greenway Trail

0.33 mi
State: NH
Asphalt

Salem Bike Path

1.7 mi
State: MA
Asphalt
Trail Image Trail Name States Length Surface Rating
The Assabet River Rail Trail connects five old mill towns that owe their revitalization to present-day high-tech industries. A midpoint gap splits the 10.4-mile trail. It offers a forested escape for...
MA 10.4 mi Asphalt
The Border to Boston Trail is a developing trail network that will stretch 70 miles between the New Hampshire border and Boston—providing a continuous route for a variety of non-motorized uses...
MA 44.1 mi Asphalt, Boardwalk, Concrete, Crushed Stone, Dirt
A developing rail trail, the route winds for nearly 16 miles through Chelmsford, Westford, Carlisle, Acton, and Concord. The rail trail is paved and is typically about 10 feet wide.  About the...
MA 15.7 mi Asphalt
The Charles River Bike Path, also referred to as the Charles River Greenway, offers a paved, 23-mile route from Boston to its western suburbs. About the Route A large section of the trail,...
MA 23.4 mi Asphalt
Almost complete, the Clipper City Rail Trail will be a multiuse trail loop through Newburyport. Currently 3.9 miles, the rail-trail connects the waterfront, downtown Newburyport, the Newburyport MBTA...
MA 3.9 mi Asphalt, Boardwalk
The Commonwealth Greenway, also frequently known as the Commonwealth Avenue Carriageway, runs for 5.5 miles through the Boston suburbs of Newton. The route follows the former Commonwealth Avenue...
MA 5.5 mi Asphalt
The health and fortunes of Lowell have been intimately tied to the Concord River for hundreds of years. This tributary of the more well-known Merrimack River continues to be at the heart of the local...
MA 0.88 mi Asphalt
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 follows...
ME 28.8 mi Asphalt, Concrete, Crushed Stone
The Garrison Trail is a two-lane, paved, hike-and-bike path that runs alongside I-95. The trail stretches 1.8 miles between State Route 113 in Newburyport and State Route 110 at the Amesbury-Salisbury...
MA 1.8 mi Asphalt
The 5.25-mile Independence Greenway makes for a pleasant ride, providing access to lakes, parks, and nature preserves. The paved pathway is located in the town of Peabody (pronounced by locals as...
MA 5.25 mi Asphalt
Lake Winnisquam is New Hampshire’s fourth largest lake, and taking the Lake Winnisquam Scenic Trail is one of the best ways to experience it. Meaning “pleasant waters,” Lake Winnisquam provides...
NH 1.58 mi Asphalt
The Londonderry Rail Trail runs for 4.6 miles between Harvey and Rockingham Road. The smooth paved trail offers a pleasant and tranquil adventure for trail users along an old Manchester and Lawrence...
NH 4.6 mi Asphalt
Only a stone's throw from the Boston Logan International Airport, the Mary Ellen Welch Greenway (formerly called the "East Boston Greenway") is a great quick escape into the outdoors. Alternatively,...
MA 2.8 mi Asphalt
The Massachusetts Central Railroad was destroyed by a hurricane in 1938, but the 104-mile corridor is being reborn as a cross-state rail trail. The Mass Central Rail Trail runs for 36.36 miles from...
MA 56.36 mi Asphalt, Cinder, Crushed Stone, Dirt, Gravel
For many commuters, the Minuteman Commuter Bikeway provides freedom from congested traffic in the northwest Boston suburbs. For others, the 10.1-mile paved trail between Cambridge and Bedford serves...
MA 10.1 mi Asphalt
The Nashua River Rail Trail stretches from southern Nashua, New Hampshire, to downtown Ayer, Massachusetts, connecting to the towns of Pepperell and Groton. The trail is built on the former rail...
MA, NH 12.4 mi Asphalt
The Neponset River Greenway is a south Boston jewel, utilizing the best in design and construction standards as it winds through the Neponset River valley, offering a low-stress, high-quality...
MA 8.2 mi Asphalt
The North Bank Bridge, which opened in 2012, provides a safe and convenient pedestrian and bicycle connection between Cambridge's North Point Park and Paul Revere Park in Charlestown. Spanning 690...
MA 0.5 mi Concrete
Offering picturesque woodland and marsh surroundings, the Old Eastern Marsh Trail stretches for 3.7 miles between the MA-NH border and the north bank of the Merrimack River. The southern 2.3-mile...
MA 3.7 mi Asphalt, Boardwalk, Concrete
The Piscataquog Trail, though only about 2 miles long, provides a vital off-road link between the communities on the western side of the Merrimack River (the West Side of Manchester) to several parks...
NH 2.1 mi Asphalt
Accordion
The Roland Bergeron Bike Path runs about 6 miles alongside nearly the entirety of Albuquerque Avenue in Litchfield, NH. Completed in 2010, the 8-ft wide asphalt path averages about 5 yards in from...
NH 6 mi Asphalt
Running through the city of Somerville, the Somerville Community Path is 3.2-mile paved rail-trail that connects with several other multiuse trails—contributing to the developing trail network in...
MA 3.2 mi Asphalt
The Southwest Corridor Park (Pierre Lallement Bike Path) knits together neighborhoods in southern Boston from the Back Bay to Jamaica Plain. Popular as a route for commuters as well as casual walkers,...
MA 4.1 mi Asphalt
The Windham Rail Trail passes through the woodsy periphery of Windham in southern New Hampshire, but it sits in the heart of the future cross-state Granite State Rail Trail. The trail is 4.3 miles...
NH 4.3 mi Asphalt
The Amesbury Riverwalk (also known as the Powwow Riverwalk) offers visitors and residents a picturesque connection between a resurgent waterfront district on the Powwow River and a modern shopping...
MA 1.3 mi Asphalt
The Common Pathway travels 5.5 miles from the outskirts of Peterborough south to downtown’s Noone Falls area, paralleling US 202 and the Contoocook River for most of its journey. The small town of...
NH 5.5 mi Asphalt, Crushed Stone
The Dover Community Trail snakes its way through the heart of the Garrison City—so nicknamed for the fortified log houses, or garrisons, built by 17th-century settlers—-offering a variety of trail...
NH 4.2 mi Asphalt, Crushed Stone, Dirt
The Gillis Memorial Bridge Connector (a.k.a the Salisbury Rail Trail Connector,) is a 0.6-mile link between two rail-trails: Salisbury's Old Eastern Marsh Trail and Newburyport's Clipper City Rail...
MA 0.6 mi Asphalt
Running through the town of Groveland for 3.25 miles, this multiuse path provides a variety of opportunities for both recreational and transportations as it connects residential neighborhoods,...
MA 3.25 mi Asphalt
The Mayor James J. Fiorentini Bradford Rail Trail is constructed along the former Georgetown Branch of the Boston and Maine Railroad and runs along the Merrimack River in Bradford, MA. It runs nearly...
MA 0.77 mi Asphalt
The North Central Pathway is envisioned as a trail network connecting points of interest through and between Winchendon and Gardner. Several completed sections of trail make for a lovely ride or walk...
MA 11.2 mi Asphalt
The Northern Strand Community Trail runs almost 10 miles through the cities of Everett, Malden, Revere, and the town of Saugus and provides a variety of experiences.  About the Route Access the...
MA 9.9 mi Asphalt
The Salem Bike-Ped Corridor is a 4.95-mile trail in Salem. The trail is paved between its northern end at intersection of Broadway & Range Street and Main Street. South of Main Street, the trail is...
NH 4.95 mi Asphalt, Dirt, Grass
The South Manchester Rail Trail is a developing bike/pedestrian path that currently runs through the City of Manchester's southeast neighborhoods to the border with the Town of Londonderry. The...
NH 1.8 mi Asphalt
The Tri-Community Greenway is a 10.6-mile multiuse trail that connects Stoneham, Woburn and Winchester. Part of the route runs along a former railroad corridor. About the Route At its southern...
MA 10.6 mi Asphalt
The Twin Cities Rail Trail is a 4-mile multi-use trail that connects downtown Fitchburg and downtown Leominster, offering a variety of recreational opportunities and providing an alternative...
MA 4 mi Asphalt
The WOW Trail is named after the three bodies of water that can be seen from this rail trail: Lake Winnipesaukee, Opechee Bay, and Lake Winnisquam. This picturesque 2.7-mile trail shares a corridor...
NH 2.7 mi Asphalt
Following the historic Concord-Claremont Railroad corridor, the Concord–Lake Sunapee Rail Trail will eventually connect communities from Concord to the southern point of Lake Sunapee via a multiuse...
NH 5.65 mi Asphalt, Boardwalk, Crushed Stone, Dirt, Gravel
The Spicket River begins in Derry, New Hampshire, through Methuen and Lawrence, Massachusetts, before draining into the Merrimack River. Like many mill towns of the late 19th and 20th centuries, the...
MA 3.5 mi Asphalt
The Nashua Heritage Rail Trail begins adjacent to City Hall on Main Street in downtown Nashua. It is a short trail that takes you through one of the first neighborhoods that was planned and built in...
NH 1.3 mi Asphalt
The South Bay Harbor Trail connects several Boston neighborhoods—Lower Roxbury, the South End, Chinatown, and Fort Point Channel—to the Boston Harbor. The trail spans nearly 4 miles from Ruggles...
MA 3.8 mi Asphalt, Boardwalk, Brick, Concrete
The Bridge Street Bike Trail begins near Curtis Park and travels south through downtown Salem, closely following the Bridge Street Bypass. The short trail runs through residential, retail and...
MA 1 mi Asphalt
The Chelsea Greenway was built to accompany the extension of the Silver Line between Boston and its northern suburb, Chelsea. The asphalt multiuse trail begins at the Eastern Avenue MBTA station and...
MA 0.65 mi Asphalt
The Merrimack River Greenway Trail (MRGT) will stretch from Boscawen southward through Concord to Pembroke, offering scenic views of the Merrimack River, the city and the surrounding landscapes. The...
NH 0.33 mi Asphalt
The Salem Bike Path (also known as the Mayor Anthony Salvo Bike Path) is 1.8-mile paved trail, which provides a connection between the Marblehead Rail Trail and downtown Salem. Located near...
MA 1.7 mi Asphalt

Recent Trail Reviews

Cotton Valley Rail Trail

Almost made it…

September, 2025 by vcsn7rtpsz

Mixed feelings about this trail. I’m a new rider so more experience may make me rate higher in the future. The location is beautiful but the in and out of riding between the former rails can be stressful. You have to approach at proper angle or you will wipe out which I did just a mile shy of the end of the trail. Banged myself and my bike up pretty good. Pretty much impossible to pass along the trail. If someone is coming in the other direction better for one of you to pull off. I had to each time as I came close to hitting handlebars of passing bike a couple times. I would love to try it later in the fall but would be concerned if mats get covered by leaves.

Sanford-Springvale Rail Trail

very peaceful

September, 2025 by boppa

Started at Oak Street trail head parking lot. Headed south, roughly 4 miles out and 4 back. Well maintained crushed packed stone. Best to turn back at Carpenters Bridge if bicycling without fat tires. Part after Carpenters Bridge is Sandy and moguls from ATV use.

Cotton Valley Rail Trail

Will not attempt again unless it changes

September, 2025 by mary.hanson.home

We probably crossed the rails 15 times before my wheel caught and I went down, scraping my knee and hands, I got pretty bruised up. I couldn’t bend my knee to ride back and uber was not an option. So my husband rode back to the other end to get the car. This is dangerous and the trail is narrow for bikes and walkers at the same time. We had to stop so that bikes in the opposite direction could pass. Would be a nice ride if it were fixed up a bit.

Accordion

Northern Rail Trail

Beautiful Trail, hard pack for easy riding

September, 2025 by brenda.viglienzoni

Beautiful trail. Enjoyed the sites, sounds and smells. It runs along the river. I got on at the Depot Rd parking lot in Boscawen. Very easy access and plenty of parking. I Road 15 miles. The trail is fairly level with very little incline.

Farmington Recreational Rail-Trail

Good Level Trail

September, 2025 by krslvrtu

Trail is nice and flat, some soft dirt (minimal), and small rocks across bridge. Trail needs a good chain drag, roots cut back, and rake. Otherwise it’s a good dirt trail with lots of shade. Excellent for walking dogs too!

Cheshire Rail Trail (Cheshire Branch Rail Trail)

Not what we expected

August, 2025 by rmitera36

We started at Walpole after searching for the trailhead parking lot finally parked our car thanks to the locals at the Irving station. We almost didn’t recognize the trail because it was grass. There were no markings and we found ourselves initially at the river at the boat launch because we didn’t realize that was the trail we were following. After backtracking, we followed the other grass trail toward Keene. Although there were portions that were dirt and gravel, the 9 mile ride that we managed to cover at 6 miles an hour with primarily grass. After an hour and a half, we realize we are only halfway to our destination of Keene and we turned back.. I recommendation would be not to start in Wall Paul, but to start and keen where the trail is paved

New Boston Rail Trail

wonderful ride

August, 2025 by trainman1957

We went there today! What a super fast fun trail! Lots to see and do ! Bring a picnic lunch and spend the day!!!

Windham Rail Trail

Great Trail!

August, 2025 by johnbuckley62

Salem to Derry - entirely paved Awesome trail will do it again!

Derry Rail Trail

Great trail!

August, 2025 by johnbuckley62

Started at Salem Depot and went north to Derry…awesome ride Entire path is pavement

Northern Rail Trail

Long ride - sore bottom

August, 2025 by georgerisktaker

Longest trail in State and is deservedly well rated by most. It is a consistently groomed crushed stone trail with few roots and rocks. Not many places to stop and sit which on a long ride can be helpful. Make sure to ride to the statue at the southern trail head.

Winnipesaukee River Trail

Worthy trail

August, 2025 by georgerisktaker

Most of the trip is a rail trail of good quality. The ride through Tilton is on the road and can be tricky at one intersection. The "About this Route" provides a good description. The Tilton end of the trail by MacDonalds and Super 8 is not for trail parking. Use the address shown which is within 1 mile of the end of the trail. Franklin is a great town to visit.

Lake Winnisquam Scenic Trail

Fun but short

August, 2025 by georgerisktaker

Great views and we enjoyed the changes in grade and the turns, but a very short trail. Must be combined with Winni Trail, but that is also short.

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