Winchester Trails and Maps

Looking for the best trails around Winchester?

Find the top rated trails in Winchester, 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.

  • Relevance
  • Name
  • Length
Activities
Length
Surfaces
Type
23 Results
Activities
Length
Surfaces
Type

Black Hill Trail

4.3 mi
State: MD
Asphalt, Dirt

Braddock Road Sidepath

10 mi
State: VA
Asphalt, Concrete

Carpendale Trail

0.8 mi
State: MD, WV
Crushed Stone

Centreville Road Sidepath

4.7 mi
State: VA
Asphalt

Chesapeake & Ohio Canal National Historical Park

184.5 mi
State: DC, MD
Crushed Stone, Dirt, Gravel
Accordion

Cross County Trail (VA)

40 mi
State: VA
Asphalt, Ballast, Concrete, Crushed Stone, Dirt, Gravel

Fairfax County Parkway Trail

28.3 mi
State: VA
Asphalt

Great Allegheny Passage

150 mi
State: MD, PA
Asphalt, Crushed Stone

Harpers Ferry Railroad Bridge

0.14 mi
State: MD, WV
Boardwalk

Herndon Parkway Sidepath

2 mi
State: VA
Concrete

Linton Hall Road Trail

5.4 mi
State: VA
Asphalt

Meadowlark Connector Trail

1.25 mi
State: VA
Asphalt

Stringfellow Road Sidepath

3 mi
State: VA
Asphalt, Concrete

Sudley Manor Drive Trail

4.3 mi
State: VA
Asphalt

Unfinished Railroad Loop Trail

1.2 mi
State: VA
Dirt

WV Route 9 Bike Path

10 mi
State: WV
Asphalt

Warrenton Branch Greenway

1.5 mi
State: VA
Asphalt

West Ox Road Sidepath

2.9 mi
State: VA
Asphalt

Western Maryland Rail Trail

22 mi
State: MD
Asphalt

White's Mill Trail

1.3 mi
State: VA
Asphalt

Winchester Green Circle

5.3 mi
State: VA
Asphalt
Trail Image Trail Name States Length Surface Rating
Black Hill Trail offers a wooded trek with gentle inclines through Black Hill Regional Park in Boyds, Maryland, just outside of Washington, DC. The trail is primarily paved, though a short section in the ...
MD 4.3 mi Asphalt, Dirt
The Braddock Road Sidepath parallels Braddock Road and New Braddock Road (State Route 620) between Centreville and Burke, two bedroom communities in Northern Virginia's Fairfax County. The trail provides ...
VA 10 mi Asphalt, Concrete
The Carpendale Trail straddles the North Branch of the Potomac River between Carpendale in West Virginia and Cumberland in Maryland. The wooden bridge spanning 386 feet across the river is a highlight, ...
MD, WV 0.8 mi Crushed Stone
This paved sidepath runs parallel to Centreville Road/State Route 657, providing a safe route for alternative transportation along the busy suburban roadway in western Fairfax County. The trail runs from ...
VA 4.7 mi Asphalt
The Chesapeake & Ohio Canal National Historical Park (a.k.a. C&O Canal Towpath) follows the route of the Potomac River for 184.5 miles between Georgetown in Washington, D.C., and Cumberland, Maryland. ...
DC, MD 184.5 mi Crushed Stone, Dirt, Gravel
The Cross County Trail is a multi-use trail that generally follows the various stream valleys in Fairfax County, Virginia. Some sections are wheelchair/mobility scooter accessible but not all sections. ...
VA 40 mi Asphalt, Ballast, Concrete, Crushed Stone, Dirt, Gravel
The Fairfax County Parkway Trail parallels Fairfax County Parkway/State Route 286 on its route across Fairfax County, Virginia. While the paved trail varies in width and condition, most of the trail is ...
VA 28.3 mi Asphalt
Accordion
Now the longest rail-trail east of the Mississippi River, the 150-mile Great Allegheny Passage (GAP) spans two states in its course along great rivers and across mountain passes. Running from Pittsburgh, ...
MD, PA 150 mi Asphalt, Crushed Stone
This rail-with-trail bridge crosses the Potomac River near its confluence with the Shenandoah River, at Harpers Ferry, West Virginia. A cantilevered section of the bridge allows pedestrian access between ...
MD, WV 0.14 mi Boardwalk
This short sidepath parallels Herndon Parkway on the eastern edge of Herndon in Northern Virginia. Much of the trail is the width of a standard sidewalk, and it includes crosswalks and curb-cuts at most ...
VA 2 mi Concrete
The Linton Hall Road Trail runs parallel to its namesake—also signed as State Route 619—in western Prince William County. More utilitarian than scenic, the trail acts as a transportation route for local ...
VA 5.4 mi Asphalt
Opened in 2009, the short Lord Fairfax Community College Connector Trail extends from the parking lot of the junior college to its temporary endpoint in a scenic wildlife area. Eventually, an extended ...
VA 0.3 mi Crushed Stone
Although less than two miles long, the Meadowlark Connector Trail provides a terrific link between the Meadowlark Botanical Gardens and the popular W&OD Trail. The trail meets the W&OD in Vienna; trail-goers ...
VA 1.25 mi Asphalt
The Stringfellow Road Sidepath runs for three miles through Chantilly and Centreville in Northern Virginia's Fairfax County. The asphalt and concrete trail connects multiple neighborhoods to various amenities, ...
VA 3 mi Asphalt, Concrete
The Sudley Manor Drive Trail runs parallel to the southern 4.5 miles of its namesake road in western Prince William County. The trail services a number of the surrounding communities, such as Bristow and ...
VA 4.3 mi Asphalt
The Unfinished Railroad Loop Trail is a short hiking trail within Manassas National Battlefield Park. The rail-trail runs on a corridor planned in the mid-19th century as a complement to the Manassas Gap ...
VA 1.2 mi Dirt
The WV Route 9 Bike Path follows the busy thoroughfare from Martinsburg to the Charles Town/Ranson area. Note that the path runs through open space with little to no shade. While the southern portion of ...
WV 10 mi Asphalt
The Warrenton Branch Greenway follows a segment of the old Warrenton Branch Spur railroad, running 1.5 miles between the trailhead behind the restaurant at the depot in downtown Warrenton (4th St. near ...
VA 1.5 mi Asphalt
The Washington & Old Dominion Trail (W&OD) is one of suburban Washington, D.C.'s most popular rail-trails. The heavily used trail is frequented by commuters and recreationists alike, and is a fantastic ...
VA 45 mi Asphalt, Concrete
The West Ox Road Sidepath is a short paved trail along the west side of West Ox Road. The trail extends from the Oak Hill area of Fairfax County to southeastern Chantilly (near Fair Oaks Mall in Fairfax), ...
VA 2.9 mi Asphalt
Plan a full day (or two) for your visit to the Western Maryland Rail Trail (WMRT), a 22-mile paved route that will take you through several eras of American history. You can access this trail from many ...
MD 22 mi Asphalt
The White’s Mill Trail provides a scenic route through wetlands and residential areas in the rural town of Warrenton. Trail-goers will enjoy the natural beauty of the Cedar Run valley and wildlife viewing ...
VA 1.3 mi Asphalt
Like its name suggests, this is a circular pedestrian and bike trail in Winchester, Virginia. A popular trail, the trails appeal lies not just in its lovely landscaping, or simply as a welcoming space ...
VA 5.3 mi Asphalt

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 30,000 of trail maps
  • Share your trail photos
  • Save your own favourite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Trails by activity

Black Hill Trail

MD - 4.3 miles

Black Hill Trail offers a wooded trek with gentle inclines through Black Hill Regional Park in Boyds, Maryland, just outside of Washington, DC. The trail is primarily paved, though a short section in the ...

Braddock Road Sidepath

VA - 10 miles

The Braddock Road Sidepath parallels Braddock Road and New Braddock Road (State Route 620) between Centreville and Burke, two bedroom communities in Northern Virginia's Fairfax County. The trail provides ...

Carpendale Trail

MD,WV - 0.8 miles

The Carpendale Trail straddles the North Branch of the Potomac River between Carpendale in West Virginia and Cumberland in Maryland. The wooden bridge spanning 386 feet across the river is a highlight, ...

Centreville Road Sidepath

VA - 4.7 miles

This paved sidepath runs parallel to Centreville Road/State Route 657, providing a safe route for alternative transportation along the busy suburban roadway in western Fairfax County. The trail runs from ...

Accordion

Centreville Road Sidepath

VA - 4.7 miles

This paved sidepath runs parallel to Centreville Road/State Route 657, providing a safe route for alternative transportation along the busy suburban roadway in western Fairfax County. The trail runs from ...

Chesapeake & Ohio Canal National Historical Park

DC,MD - 184.5 miles

The Chesapeake & Ohio Canal National Historical Park (a.k.a. C&O Canal Towpath) follows the route of the Potomac River for 184.5 miles between Georgetown in Washington, D.C., and Cumberland, Maryland. ...

Cross County Trail (VA)

VA - 40 miles

The Cross County Trail is a multi-use trail that generally follows the various stream valleys in Fairfax County, Virginia. Some sections are wheelchair/mobility scooter accessible but not all sections. ...

Fairfax County Parkway Trail

VA - 28.3 miles

The Fairfax County Parkway Trail parallels Fairfax County Parkway/State Route 286 on its route across Fairfax County, Virginia. While the paved trail varies in width and condition, most of the trail is ...

Great Allegheny Passage

MD,PA - 150 miles

Now the longest rail-trail east of the Mississippi River, the 150-mile Great Allegheny Passage (GAP) spans two states in its course along great rivers and across mountain passes. Running from Pittsburgh, ...

Harpers Ferry Railroad Bridge

MD,WV - 0.14 miles

This rail-with-trail bridge crosses the Potomac River near its confluence with the Shenandoah River, at Harpers Ferry, West Virginia. A cantilevered section of the bridge allows pedestrian access between ...

Herndon Parkway Sidepath

VA - 2 miles

This short sidepath parallels Herndon Parkway on the eastern edge of Herndon in Northern Virginia. Much of the trail is the width of a standard sidewalk, and it includes crosswalks and curb-cuts at most ...

Linton Hall Road Trail

VA - 5.4 miles

The Linton Hall Road Trail runs parallel to its namesake—also signed as State Route 619—in western Prince William County. More utilitarian than scenic, the trail acts as a transportation route for local ...

Lord Fairfax Community College Connector Trail

VA - 0.3 miles

Opened in 2009, the short Lord Fairfax Community College Connector Trail extends from the parking lot of the junior college to its temporary endpoint in a scenic wildlife area. Eventually, an extended ...

Meadowlark Connector Trail

VA - 1.25 miles

Although less than two miles long, the Meadowlark Connector Trail provides a terrific link between the Meadowlark Botanical Gardens and the popular W&OD Trail. The trail meets the W&OD in Vienna; trail-goers ...

Stringfellow Road Sidepath

VA - 3 miles

The Stringfellow Road Sidepath runs for three miles through Chantilly and Centreville in Northern Virginia's Fairfax County. The asphalt and concrete trail connects multiple neighborhoods to various amenities, ...

Sudley Manor Drive Trail

VA - 4.3 miles

The Sudley Manor Drive Trail runs parallel to the southern 4.5 miles of its namesake road in western Prince William County. The trail services a number of the surrounding communities, such as Bristow and ...

WV Route 9 Bike Path

WV - 10 miles

The WV Route 9 Bike Path follows the busy thoroughfare from Martinsburg to the Charles Town/Ranson area. Note that the path runs through open space with little to no shade. While the southern portion of ...

Warrenton Branch Greenway

VA - 1.5 miles

The Warrenton Branch Greenway follows a segment of the old Warrenton Branch Spur railroad, running 1.5 miles between the trailhead behind the restaurant at the depot in downtown Warrenton (4th St. near ...

Washington and Old Dominion Railroad Regional Park (W&OD)

VA - 45 miles

The Washington & Old Dominion Trail (W&OD) is one of suburban Washington, D.C.'s most popular rail-trails. The heavily used trail is frequented by commuters and recreationists alike, and is a fantastic ...

West Ox Road Sidepath

VA - 2.9 miles

The West Ox Road Sidepath is a short paved trail along the west side of West Ox Road. The trail extends from the Oak Hill area of Fairfax County to southeastern Chantilly (near Fair Oaks Mall in Fairfax), ...

Western Maryland Rail Trail

MD - 22 miles

Plan a full day (or two) for your visit to the Western Maryland Rail Trail (WMRT), a 22-mile paved route that will take you through several eras of American history. You can access this trail from many ...

White's Mill Trail

VA - 1.3 miles

The White’s Mill Trail provides a scenic route through wetlands and residential areas in the rural town of Warrenton. Trail-goers will enjoy the natural beauty of the Cedar Run valley and wildlife viewing ...

Winchester Green Circle

VA - 5.3 miles

Like its name suggests, this is a circular pedestrian and bike trail in Winchester, Virginia. A popular trail, the trails appeal lies not just in its lovely landscaping, or simply as a welcoming space ...

Black Hill Trail

MD - 4.3 miles

Black Hill Trail offers a wooded trek with gentle inclines through Black Hill Regional Park in Boyds, Maryland, just outside of Washington, DC. The trail is primarily paved, though a short section in the ...

Braddock Road Sidepath

VA - 10 miles

The Braddock Road Sidepath parallels Braddock Road and New Braddock Road (State Route 620) between Centreville and Burke, two bedroom communities in Northern Virginia's Fairfax County. The trail provides ...

Carpendale Trail

MD,WV - 0.8 miles

The Carpendale Trail straddles the North Branch of the Potomac River between Carpendale in West Virginia and Cumberland in Maryland. The wooden bridge spanning 386 feet across the river is a highlight, ...

Centreville Road Sidepath

VA - 4.7 miles

This paved sidepath runs parallel to Centreville Road/State Route 657, providing a safe route for alternative transportation along the busy suburban roadway in western Fairfax County. The trail runs from ...

Accordion

Centreville Road Sidepath

VA - 4.7 miles

This paved sidepath runs parallel to Centreville Road/State Route 657, providing a safe route for alternative transportation along the busy suburban roadway in western Fairfax County. The trail runs from ...

Chesapeake & Ohio Canal National Historical Park

DC,MD - 184.5 miles

The Chesapeake & Ohio Canal National Historical Park (a.k.a. C&O Canal Towpath) follows the route of the Potomac River for 184.5 miles between Georgetown in Washington, D.C., and Cumberland, Maryland. ...

Cross County Trail (VA)

VA - 40 miles

The Cross County Trail is a multi-use trail that generally follows the various stream valleys in Fairfax County, Virginia. Some sections are wheelchair/mobility scooter accessible but not all sections. ...

Fairfax County Parkway Trail

VA - 28.3 miles

The Fairfax County Parkway Trail parallels Fairfax County Parkway/State Route 286 on its route across Fairfax County, Virginia. While the paved trail varies in width and condition, most of the trail is ...

Great Allegheny Passage

MD,PA - 150 miles

Now the longest rail-trail east of the Mississippi River, the 150-mile Great Allegheny Passage (GAP) spans two states in its course along great rivers and across mountain passes. Running from Pittsburgh, ...

Harpers Ferry Railroad Bridge

MD,WV - 0.14 miles

This rail-with-trail bridge crosses the Potomac River near its confluence with the Shenandoah River, at Harpers Ferry, West Virginia. A cantilevered section of the bridge allows pedestrian access between ...

Herndon Parkway Sidepath

VA - 2 miles

This short sidepath parallels Herndon Parkway on the eastern edge of Herndon in Northern Virginia. Much of the trail is the width of a standard sidewalk, and it includes crosswalks and curb-cuts at most ...

Linton Hall Road Trail

VA - 5.4 miles

The Linton Hall Road Trail runs parallel to its namesake—also signed as State Route 619—in western Prince William County. More utilitarian than scenic, the trail acts as a transportation route for local ...

Lord Fairfax Community College Connector Trail

VA - 0.3 miles

Opened in 2009, the short Lord Fairfax Community College Connector Trail extends from the parking lot of the junior college to its temporary endpoint in a scenic wildlife area. Eventually, an extended ...

Meadowlark Connector Trail

VA - 1.25 miles

Although less than two miles long, the Meadowlark Connector Trail provides a terrific link between the Meadowlark Botanical Gardens and the popular W&OD Trail. The trail meets the W&OD in Vienna; trail-goers ...

Stringfellow Road Sidepath

VA - 3 miles

The Stringfellow Road Sidepath runs for three miles through Chantilly and Centreville in Northern Virginia's Fairfax County. The asphalt and concrete trail connects multiple neighborhoods to various amenities, ...

Sudley Manor Drive Trail

VA - 4.3 miles

The Sudley Manor Drive Trail runs parallel to the southern 4.5 miles of its namesake road in western Prince William County. The trail services a number of the surrounding communities, such as Bristow and ...

Unfinished Railroad Loop Trail

VA - 1.2 miles

The Unfinished Railroad Loop Trail is a short hiking trail within Manassas National Battlefield Park. The rail-trail runs on a corridor planned in the mid-19th century as a complement to the Manassas Gap ...

WV Route 9 Bike Path

WV - 10 miles

The WV Route 9 Bike Path follows the busy thoroughfare from Martinsburg to the Charles Town/Ranson area. Note that the path runs through open space with little to no shade. While the southern portion of ...

Warrenton Branch Greenway

VA - 1.5 miles

The Warrenton Branch Greenway follows a segment of the old Warrenton Branch Spur railroad, running 1.5 miles between the trailhead behind the restaurant at the depot in downtown Warrenton (4th St. near ...

Washington and Old Dominion Railroad Regional Park (W&OD)

VA - 45 miles

The Washington & Old Dominion Trail (W&OD) is one of suburban Washington, D.C.'s most popular rail-trails. The heavily used trail is frequented by commuters and recreationists alike, and is a fantastic ...

West Ox Road Sidepath

VA - 2.9 miles

The West Ox Road Sidepath is a short paved trail along the west side of West Ox Road. The trail extends from the Oak Hill area of Fairfax County to southeastern Chantilly (near Fair Oaks Mall in Fairfax), ...

Western Maryland Rail Trail

MD - 22 miles

Plan a full day (or two) for your visit to the Western Maryland Rail Trail (WMRT), a 22-mile paved route that will take you through several eras of American history. You can access this trail from many ...

White's Mill Trail

VA - 1.3 miles

The White’s Mill Trail provides a scenic route through wetlands and residential areas in the rural town of Warrenton. Trail-goers will enjoy the natural beauty of the Cedar Run valley and wildlife viewing ...

Winchester Green Circle

VA - 5.3 miles

Like its name suggests, this is a circular pedestrian and bike trail in Winchester, Virginia. A popular trail, the trails appeal lies not just in its lovely landscaping, or simply as a welcoming space ...

Black Hill Trail

MD - 4.3 miles

Black Hill Trail offers a wooded trek with gentle inclines through Black Hill Regional Park in Boyds, Maryland, just outside of Washington, DC. The trail is primarily paved, though a short section in the ...

Braddock Road Sidepath

VA - 10 miles

The Braddock Road Sidepath parallels Braddock Road and New Braddock Road (State Route 620) between Centreville and Burke, two bedroom communities in Northern Virginia's Fairfax County. The trail provides ...

Carpendale Trail

MD,WV - 0.8 miles

The Carpendale Trail straddles the North Branch of the Potomac River between Carpendale in West Virginia and Cumberland in Maryland. The wooden bridge spanning 386 feet across the river is a highlight, ...

Centreville Road Sidepath

VA - 4.7 miles

This paved sidepath runs parallel to Centreville Road/State Route 657, providing a safe route for alternative transportation along the busy suburban roadway in western Fairfax County. The trail runs from ...

Accordion

Chesapeake & Ohio Canal National Historical Park

DC,MD - 184.5 miles

The Chesapeake & Ohio Canal National Historical Park (a.k.a. C&O Canal Towpath) follows the route of the Potomac River for 184.5 miles between Georgetown in Washington, D.C., and Cumberland, Maryland. ...

Cross County Trail (VA)

VA - 40 miles

The Cross County Trail is a multi-use trail that generally follows the various stream valleys in Fairfax County, Virginia. Some sections are wheelchair/mobility scooter accessible but not all sections. ...

Fairfax County Parkway Trail

VA - 28.3 miles

The Fairfax County Parkway Trail parallels Fairfax County Parkway/State Route 286 on its route across Fairfax County, Virginia. While the paved trail varies in width and condition, most of the trail is ...

Great Allegheny Passage

MD,PA - 150 miles

Now the longest rail-trail east of the Mississippi River, the 150-mile Great Allegheny Passage (GAP) spans two states in its course along great rivers and across mountain passes. Running from Pittsburgh, ...

Harpers Ferry Railroad Bridge

MD,WV - 0.14 miles

This rail-with-trail bridge crosses the Potomac River near its confluence with the Shenandoah River, at Harpers Ferry, West Virginia. A cantilevered section of the bridge allows pedestrian access between ...

Herndon Parkway Sidepath

VA - 2 miles

This short sidepath parallels Herndon Parkway on the eastern edge of Herndon in Northern Virginia. Much of the trail is the width of a standard sidewalk, and it includes crosswalks and curb-cuts at most ...

Linton Hall Road Trail

VA - 5.4 miles

The Linton Hall Road Trail runs parallel to its namesake—also signed as State Route 619—in western Prince William County. More utilitarian than scenic, the trail acts as a transportation route for local ...

Lord Fairfax Community College Connector Trail

VA - 0.3 miles

Opened in 2009, the short Lord Fairfax Community College Connector Trail extends from the parking lot of the junior college to its temporary endpoint in a scenic wildlife area. Eventually, an extended ...

Meadowlark Connector Trail

VA - 1.25 miles

Although less than two miles long, the Meadowlark Connector Trail provides a terrific link between the Meadowlark Botanical Gardens and the popular W&OD Trail. The trail meets the W&OD in Vienna; trail-goers ...

Stringfellow Road Sidepath

VA - 3 miles

The Stringfellow Road Sidepath runs for three miles through Chantilly and Centreville in Northern Virginia's Fairfax County. The asphalt and concrete trail connects multiple neighborhoods to various amenities, ...

Sudley Manor Drive Trail

VA - 4.3 miles

The Sudley Manor Drive Trail runs parallel to the southern 4.5 miles of its namesake road in western Prince William County. The trail services a number of the surrounding communities, such as Bristow and ...

Unfinished Railroad Loop Trail

VA - 1.2 miles

The Unfinished Railroad Loop Trail is a short hiking trail within Manassas National Battlefield Park. The rail-trail runs on a corridor planned in the mid-19th century as a complement to the Manassas Gap ...

WV Route 9 Bike Path

WV - 10 miles

The WV Route 9 Bike Path follows the busy thoroughfare from Martinsburg to the Charles Town/Ranson area. Note that the path runs through open space with little to no shade. While the southern portion of ...

Warrenton Branch Greenway

VA - 1.5 miles

The Warrenton Branch Greenway follows a segment of the old Warrenton Branch Spur railroad, running 1.5 miles between the trailhead behind the restaurant at the depot in downtown Warrenton (4th St. near ...

Washington and Old Dominion Railroad Regional Park (W&OD)

VA - 45 miles

The Washington & Old Dominion Trail (W&OD) is one of suburban Washington, D.C.'s most popular rail-trails. The heavily used trail is frequented by commuters and recreationists alike, and is a fantastic ...

West Ox Road Sidepath

VA - 2.9 miles

The West Ox Road Sidepath is a short paved trail along the west side of West Ox Road. The trail extends from the Oak Hill area of Fairfax County to southeastern Chantilly (near Fair Oaks Mall in Fairfax), ...

Western Maryland Rail Trail

MD - 22 miles

Plan a full day (or two) for your visit to the Western Maryland Rail Trail (WMRT), a 22-mile paved route that will take you through several eras of American history. You can access this trail from many ...

White's Mill Trail

VA - 1.3 miles

The White’s Mill Trail provides a scenic route through wetlands and residential areas in the rural town of Warrenton. Trail-goers will enjoy the natural beauty of the Cedar Run valley and wildlife viewing ...

Winchester Green Circle

VA - 5.3 miles

Like its name suggests, this is a circular pedestrian and bike trail in Winchester, Virginia. A popular trail, the trails appeal lies not just in its lovely landscaping, or simply as a welcoming space ...

Recent Trail Reviews

Chesapeake & Ohio Canal National Historical Park

C&O trail

May, 2017 by stevenlaineerwilson

This is an absolutely beautiful trail with lots of nature and serene sideways along its path.

Western Maryland Rail Trail

WMRT 04-30-17

May, 2017 by wreinsel

Beautiful Day! Started about 10:30am and rode from the Hancock parking lot just East of Hancock. It was cloudy and 75 degrees. Rode to the end of the trail and back ~ 25 miles in under 2 hours. This trail is very flat. We met a trail monitor (CPA) and he gave us many good tips. Then we grabbed more food at our car and continued 9.5 miles or so to Mile 0. It was sunny by then and the only place to buy water is in Hancock. There is no water on the trail. Completed the 18.5 mile loop in about 90 minutes. Saw two emergency vehicles coming up the trail towards us with bikes on top - hope everyone is ok. The is a super flat and nice trail. They only thing I would recommend is to remove the larger sticks since there were some on the trail. Otherwise very friendly and nice people and great day. We also stopped at the way out at the Blue Goose (by car) for snacks. Pretty touristy.

Black Hill Trail

Very crowded on weekends

April, 2017 by sastudillo777

For biking it is very hilly. There are a lot of people on the trails. It is hard to park since it is a very popular park. if you like a leisurely pace then this place is good for you. If you are a hardcore biker that wants to race, this is not the place for you.

Accordion

Western Maryland Rail Trail

Nice

April, 2017 by mfkoch59

This is a beautiful trail and a pleasant bike ride. I’ve ridden several bike trails and paths and this is by far my favorite. There are a few tree root bumps in a few spots that are in need of grinding down at this point, but nothing serious, just annoying. You’ll probably see an occasional rabbit, squirrel or deer along the way. The shade makes it a little more comfortable in the summer. Buddy Lou’s in Hancock is great stop for lunch, as are other restaurants there.
Bikers may encounter an occasional pedestrian (runner) that does not want to follow the rules. ALL users of the trail are supposed to stay to the right. DoNR says stay to the right. That’s true for every trail I’ve hiked on or ridden on, including the C&O. BUT, some runners feel that because pedestrians have the right of way they can run in any direction they want. It may be safer to run on the left facing traffic on the street but not so on the trail. Be courteous (and safe), stay to the right.

Great Allegheny Passage

The GAP Is Truly Great

March, 2017 by bagrasser

In 2016, it was my goal to ride the entire Great Allegheny Passage, in sections, on day trips. I live in western Pennsylvania and most of the trail is within 1.5 hours from my home. I have ridden parts of it since its earliest days in the 1980's, but until this year, never the whole trail.

I began in July by starting at Rockwood and heading for the Pinkerton tunnel. When I reached the tunnel, I took the by-pass and returned through the tunnel. It was a nice round trip of about 17.5 miles. I liked it so much that I repeated it the next day with my daughter.

The next trip again started at Rockwood, but this time I rode to Meyersdale. This ride includes the Salisbury Viaduct, the 1900 foot long, 100 foot high bridge across the Casselman River valley. I stopped in the visitor center, the restored train station, at Meyersdale for a break and then returned to Rockwood. As I recall it was a very hot day, about 90F, but most of the trail is shaded so it really wasn't uncomfortable at all. The length of this trip was as about 24 miles total.

Next trip I started at Meyersdale and headed for Frostburg. This trip takes you over the historic Bollman bridge followed by the 900 foot long Keystone Viaduct which crosses the CSX railroad and Flaugherty Creek. The trail continues through Sandpatch, Deal, and Warrens Mill eventually reaching the Eastern Continental Divide. Further on is the Big Savage Mountain tunnel. At 3300 feet, it is the longest tunnel on the trail. The tunnel opens up to a gorgeous vista of the Wills Creek valley and the mountains beyond. On a fast down hill ride comes the Mason Dixon line as you cross into Maryland, the Borden tunnel, and then Frostburg. I had a good lunch at the Trail Inn and started back for Meyersdale. On the return trip, about four or five miles short of Meyersdale, when my rear tire was punctured. It was my first flat ever on the trail. Since I had no repair kit or means to inflate my tire, I walked the rest of the way to Meyersdale and arrived at twilight. I now carry an extra tube, CO2 cartridges, and the proper tools to change a flat. This leg was about 32 miles for the round trip.

The next ride was with my brother. We started at Cumberland and rode up to Frostburg. It's a fair hill climb once you pass through the Narrows, but if you ride steady, it's not bad at all. Highlights include some great views of the mountains and valley below, and the Brush Tunnel. This section parallels the Western Maryland Scenic Railroad nearly the whole way to Frostburg, so be ready to photograph the train. Again, we had lunch at the Trail Inn. The return trip is a quick ride down hill. Total distance was about 32 miles.

The following trip started at Confluence where I headed for the Pinkerton Tunnel again. This section also includes great scenery along the Casselman River. About a half mile short of the tunnel, I came across a rattlesnake stretched across the trail sunning itself. It was a busy day on the trail and I feared that someone might ride over the critter either hurting it or worse, being bitten by it. So I stopped and shooed it off the trail with a long stick, but not before it coiled and rattled quite a bit. Eventually, it peacefully and safely left the trail. The other cyclists watching me were quite entertained. When I reached the tunnel, I again took the by-pass and returned through the tunnel. On the return leg to Confluence, I paused with some other riders in the underpass at Harnedsville to wait out a brief summer rain shower. I then continued through Confluence on to Ohiopyle. This section of the trail parallels the Youghiogheny River in Ohiopyle State Park and is like riding through a forested cathedral. This is also one of the busiest sections of the trail, probably because it is so beautiful. The trail and views of the river can't be beat. At Ohiopyle I stopped for lunch at the Falls City Restaurant and Pub where I enjoyed some great food and craft beer. If you've never been to Ohiopyle, take some time to explore. You'll like what you see and want to come back. After lunch, I returned to Confluence. Total mileage this day was about 40 miles.

My brother and I joined forces again on the following ride starting at Connelsville. From here, we rode upstream to Ohiopyle. On this trip I remember that my brother was counting the number of other cyclists we encountered. In this 17 mile stretch he counted over 120 on the trail until we were just short of Ohiopyle where the crowds made his informal census impossible. This attests to the popularity of the trail. This section is also quite scenic and again parallels the Youghiogheny River. The bridges at Ohiopyle offer wonderful views and always beg one to stop and enjoy. Lunch this day was again at Falls City Restaurant and Pub, my favorite in Ohiopyle. The return leg is mainly downhill and the total mileage was about 34 miles.

My next trip also began at Connelsville, but this time I headed downstream towards West Newton. This trip began the remainder of the trail which I had not previously explored. On this section I was impressed by the number of little villages and communities through which the trail passed, Adelaide, Dawson, Van Meter, and Smithton as well as long stretches of woodsy trail. You pass through Cedar Creek Park along the way as well. At West Newton, I had lunch at the Trailside Restaurant and Pub. Great food and beer and it's literally adjacent to the trail access parking. On the return trip I met two women who were through-riding from Pittsburgh to Washington DC. They were from New Jersey and California and on the first day of their journey. I was impressed by the numbers of through-riders I noticed on each of my rides this season. It is obvious that through-riding is becoming increasingly popular on the GAP. This leg of the trail was the longest at 50 miles roundtrip.

My brother joined me again for the next ride from West Newton to McKeesport. This ride was fairly rural with wooded areas and small communities until we reached Boston when the surroundings become interspersed with industry. We reached McKeesport near the Marina parking area. This is where the Youghiogheny River enters the Monongehela. From here we returned to West Newton for lunch at the Trailside Restaurant and Pub. Total mileage this trip was about 36 miles.

My final leg of this journey was on a beautiful sunny day in October. I started at McKeesport and headed for Point State Park in Pittsburgh. This is the most urban portion of the trail and begins with a crossing of the Monongehela River to the west bank. It passes Kennywood Park, the Waterfront, a shopping center at Homestead, and Sandcastle water park. Eventually, I crossed the the Mon again at the Hot Metal Bridge which has a great view of downtown Pittsburgh. This leads to the last portions of the trail ending around the Allegheny County Jail. From there the streets of Pittsburgh lead to the end of the GAP at the medallion near the fountain in Point State Park. On the return trip I stopped at the Hofbrauhaus, another favorite restaurant, on the Southside for an excellent lunch. I ended the ride in McKeesport where I began for a total of 32 miles on the day. My goal of riding the GAP in 2016 was complete.

I apologize for the extended dissertation, but I don't think that enough good things can be said about the Great Allegheny Passage. This is a wonderful trail full of great scenery, fun trail towns, nice people, exceptional bridges and tunnels, and adventure. I recommend that everyone should get out and enjoy it.

Western Maryland Rail Trail

Definitely Worth the Drive

March, 2017 by jackybob

This trail is about 3 hours south of where we live, but the promise of 70 degree temperatures after 3 months of winter was just too much to pass up. So we packed up and hit the road early on a Saturday morning to drive down and check it out. We were not disappointed. The asphalt surface, shallow incline and mild temperature made for a very enjoyable ride and our many thanks go out to those responsible for the creation and maintenance of this trail. This is a very nice trail. Just a quick heads up regarding parking. We started on the east end of the trail and by the time we finished our ride the parking lot was completely full with vehicles overflowing onto the grass.

Cross County Trail (VA)

Currently Flooded

February, 2017 by max12341234

This is a wonderful trail when it's not flooded. I would give it a 5 star rating if it didn't flood. However, it floods way to often. Currently 2/27/2017 it's flooded. Does anyone who to contact so that it can be fixed? They need to raise the concrete circles up about a foot.

After a rain, it always floods at the first crossing of Pohick Creek going north from Alban/Pohick Rd. This is the crossing just West of Godolphin Rd.

The third crossing of Pohick Creek (just East of SouthRun Rd. and Pohick intersection) is currently flooded. After running this trail for 3 years, I've never seen this intersection flood, but now there is a wide span of stationary water that is about 3 inches above the concrete circles.

Again, my recommendation is to raise the concrete circles about 1 foot to avoid all problems. This seems to be an inexpensive fix that will greatly increase the use of the trail. I'm sure people avoid this trail to avoid having to turn back due to flooding.

--Max

Chesapeake & Ohio Canal National Historical Park

Awesome, and really fun to jog!

January, 2017 by isaacwathieu

I went on a 11 mile run through swains lock and it was so fun, you would occasionally see other runners but not too much. I also enjoyed the scenery around me. It is mostly dried dirt but has some mud. Really great if you are going with family members.

Washington and Old Dominion Railroad Regional Park (W&OD)

January, 2017 by howzhao

Great Allegheny Passage

Exceptional Trail

November, 2016 by steve plattner

In October due to a weird work schedule, I got on the trail at Connellsville, rode to Pittsburgh, took Amtrak to Washington, DC, then rode back via the C&O Towpath and joined the GAP again at Cumberland. Did it in six days pulling my BOB trailer the whole way.

The GAP trail is terrific. Very well-maintained, seems very popular. I encountered all sorts of people, including many riding the entire Pittsburgh to Cumberland or on to Washington route. The beginning it uphill for nearly twenty miles, but very do-able if you set your pace. The Mason Dixon line monument is wonderful, as is the tunnel nearby. Lots of great scenery and wildlife--even saw 1 porcupine and a black bear darted across the trail. I stayed at the Ramada in Cumberland (fine) and had a great Italian dinner nearby, then stayed in Meyerdale the next night before heading back into Connellsville where I stayed off the trail a bit at the Melody Motor Lodge--a throwback to another era but fine. Parked my car near the Amtrak station at the Connellsville PD--they just asked that I leave them a note with my contact info just in case. I really enjoyed the more industrial areas as well as the natural ones--McKeesport, Homestead, etc. Lots of history and beauty.

I would rate the GAP among my top four bike trails--with the Katy in MO, the Greenbrier in WV, and the shorter but beautiful VA Creeper--especially east of Damascus.

Western Maryland Rail Trail

Wonderful RIde

November, 2016 by hughes29187

Rode trail East to West and back with a stop in Hancock for a quick bite to eat. Wide trail with 1 - 1.4% grade. Beautiful view of the Potomac River. A very nice 44.7 mile ride,

Washington and Old Dominion Railroad Regional Park (W&OD)

Excellent Trail

November, 2016 by mtb_miguel

I have ridden this trail a couple of times while visiting the DC area. The trail is in very good condition and connects to several other trails. The trial seems to be very busy on weekends but not to bad during the week.

Find Nearby City trails

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews
OR

Register for free!

Join TrailLink (a non-profit) to view more than 30,000 miles of trail maps and more!
OR