Winchester Trails and Maps

336 Reviews

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
24 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

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

H & F Trolley Trail

0.72 mi
State: MD
Asphalt

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

2 mi
State: VA
Asphalt
Accordion

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...
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...
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...
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...
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...
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...
VA 28.3 mi Asphalt
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...
MD, PA 150 mi Asphalt, Crushed Stone
Sitting on the corner of East Main Street and Alley 5 in Thurmont is a green and white one-story building. Murals decorate its walls, depicting the history of the famous Hagerstown and Frederick...
MD 0.72 mi Asphalt
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...
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...
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...
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;...
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...
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...
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...
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...
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....
VA 2 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...
VA 45 mi Asphalt, Concrete
Accordion
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...
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...
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...
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

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...

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...

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...

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...

Accordion

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...

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...

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...

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...

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...

H & F Trolley Trail

MD - 0.72 miles

Sitting on the corner of East Main Street and Alley 5 in Thurmont is a green and white one-story building. Murals decorate its walls, depicting the history of the famous Hagerstown and Frederick...

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...

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...

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...

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...

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....

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;...

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...

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...

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...

Warrenton Branch Greenway

VA - 2 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....

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...

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...

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...

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...

Accordion

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;...

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...

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...

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...

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...

H & F Trolley Trail

MD - 0.72 miles

Sitting on the corner of East Main Street and Alley 5 in Thurmont is a green and white one-story building. Murals decorate its walls, depicting the history of the famous Hagerstown and Frederick...

Warrenton Branch Greenway

VA - 2 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....

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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....

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;...

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...

Accordion

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

Warrenton Branch Greenway

VA - 2 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....

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...

Recent Trail Reviews

Cross County Trail (VA)

Not for Road Bikes

April, 2018 by dgoosbey2

I wish I read the reviews before taking my road bike on this trail. I started at the Lorton entrance and the trail quickly became mud and gravel. My road slick tires were definitely ill equipped for this segment of the trail. Better for cyclocross and mountain bikes.

Western Maryland Rail Trail

One of my favorites

February, 2018 by beckyaboardsvanteris

We love this trail and wouldn't mind riding it again someday. We had to travel to get to it so we stayed at a hotel in Hancock, MD so that we could ride the western half one day and the eastern half the next. I can't say I would recommend the America's Best Value Inn. We travel with a camper now, thank goodness. But the trail was just lovely and I recommend it.

Great Allegheny Passage

Allegheny/ CO Labor Day

December, 2017 by mmblhb

I rode the GAP /CO this past Labor Day weekend- best bike trip ever. 120 miles from Pittsburgh to Meyersdale (120 miles). Almost flat- never any sense of climbing, smooth trail on a road bike with 32mm tires and fenders. The ride from Meyersdale to Cumberland was easy- downhill the last 30 miles or so. Thanks to all the groups that put the trail together- what an asset to the region.

Accordion

Great Allegheny Passage

Can't wait to do this again!

October, 2017 by aeboe

Rented bikes from Cumberland Connection (they were AWESOME!). We didn't get on the trail till 4:30 and made it to Gunter Hotel in Frostburg by sunset at 6:29. It is a lot of uphill walking from the trail to downtown Frostburg. Ask for room with new beds at Gunter and make sure and go to the mens bathroom to see the 'jail cell'. Ate at Shift which was amazing! We were on the trail by 8:40am, lunch at Rockwood (Rockwood Mills-the dessert were amazing!) by 12:30 and made it to Confluence by 3:30 for our shuttle pick up . We stopped many, many times for pictures! I hardly wanted to blink because this was such an amazing, beautiful experience!

WV Route 9 Bike Path

We Loved It!

October, 2017 by hummelr

We got a wonderful work-out on this trail, but the hills were not overly difficult. we biked late afternoon/evening in October. We started on the Martinsburg end, which is definitely hillier that the east end. We stopped for coffee at the Black Dog on the way back. It was a perfect stopping place, with nice bathrooms.

Great Allegheny Passage

serene and calm

October, 2017 by bicycle67

Great trail for multi-day ride with motels or camping, or single day rides. I had to find parking locations in order to ride several days, with Round trip rides of 40-60 miles/day (20-30 each way). A few confusing spots and a couple steep spots. Quite confusing in Pittsburgh, where markings are absent, and trail goes through the city streets, but lovely to arrive at Point State Park fountain. Cedar Creek Park especially lovely area, with camping (but gates lock at sundown so don't park late). Great long ride down gentle hill from Deal, MD (highest point on trail) to Cumberland. Long uphill ride back up 26 miles from Cumberland back to Deal. Beautiful trail.

WV Route 9 Bike Path

Far from peaceful

September, 2017 by scott_music

From hundreds of cars to the overhead planes landing at a nearby airport, this trail was full of urban noise. The challenging hills, the asphalt trail and the geocaches were a plus but, for me, prefer a trail more serene.

Western Maryland Rail Trail

Just far enough from the cities!

September, 2017 by rmjonesjr

This wonderful trail is just far enough from the heavily populated Baltimore/Washington area that it is never crowded. Even on "busy" weekends you'll pass just a few other friendly folks who enjoy biking enough to make the trek to Hancock. For us "weird" recumbent trike riders there are a few teeth rattling tree roots pushing up the asphalt in places. Regular bikes with even modest suspension or fat tires will barely notice them. Enjoy this wonderful gem of a trail!

WV Route 9 Bike Path

omega3jane

September, 2017 by omega3jane

I have ridden this path several times. There are many hills and some come straight down to a stop to cross the road. After which, you then pedal straight up hill. However, the path is quite do-able. There are two treats for you on this ride - 1) a stop at Black Dog Coffee and at the Martinsburg end, you can cross the highway (carefully) to find the Berkeley County Human Society and visit with the pooches! Enjoy and cycle safe!

Western Maryland Rail Trail

wonderful path but a little noisy

September, 2017 by kent6

This is an excellent trail. Smooth pavement. Places to stop along the way for snacks or restaurants. Good scene scenery along the c&o canal. and can see the river in places. But the eastern end is next to highway 70 is is pretty noisy.

Great Allegheny Passage

Magnificent Ride / Magnificent Views in August 2017

August, 2017 by utpaduke

Tom Crotty and I rode the GAP 25-27 Aug 2017 from Pittsburgh (mile 150) to Cumberland (mile 0). I drove in and Tom flew in from Raleigh, NC. Approx. miles: Day1-60, Day2-45, Day3-45. We used a B&B in Connelsville and a B&B in Rockwood. The climb up to the Eastern Continental Divide during Day1, Day2, and half of Day3 was so gradual, it never worked us hard! Mile 150-128 were paved. The fine-crushed gravel trail was in excellent shape! The wild flowers were blooming and the rivers, that the GAP follows for about 80%, were flowing nicely. We stopped @ every major bridge crossing to soak in the beauty of the GAP! Because we rode in summer on Friday-Sunday, we had no trouble finding good food and ice for our water bottles. Warning - The celebratory beers for each end-of-day can only be purchased @ an eating establishment? About 730pm on Day3, we enjoyed a relaxing ride on AmTrak back to Pittsburg (it only made 1 stop @ Connelsville) - I easily biked back to 1st Ave Parking Lot where I had parked my truck. My bro, Al, and I rode 190miles of the KATY trail 3 days Aug 2016, and we had a great time; but the GAP impressed me as much or more. In my opinion, the GAP has more admirable beauty - more often! Although my goal is to ride 1-2 new rails-trails each year, Tom and I have discussed the possibility of returning in the Fall, just to ride the 2-days from Connelsville to Cumberland; I think those 2 days were the most impressive! Every Biker should set the GAP on their dream-trail list!

Western Maryland Rail Trail

Western MD Rail Trail

August, 2017 by jim100

Great smooth trail that is well kept and full of wonderful scenery. Highly recommended.

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