Trappe, MD Running Trails and Maps

511 Reviews

Looking for the best Running trails around Trappe?

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

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Activities
Length
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Type
42 Results
Activities
Length
Surfaces
Type

413 Rail to Trail

4.5 mi
State: MD
Asphalt, Crushed Stone

B&A Trail

13.3 mi
State: MD
Asphalt

BWI Trail

12.4 mi
State: MD
Asphalt, Boardwalk

Bob Trail

4.5 mi
State: DE
Boardwalk, Crushed Stone

Broadneck Peninsula Trail

2.43 mi
State: MD
Asphalt

Cross Island Trail

9.13 mi
State: MD
Asphalt, Boardwalk

Easton Rails-to-Trails

4.6 mi
State: MD
Asphalt

Georgetown-Lewes Trail

9.6 mi
State: DE
Asphalt

Indian Head Rail Trail

12.9 mi
State: MD
Asphalt

Isaac Branch Greenway Trail

3.3 mi
State: DE
Asphalt, Concrete

Junction & Breakwater Trail

8.3 mi
State: DE
Asphalt, Concrete, Crushed Stone

Killens Pond Bike Trail

2 mi
State: DE
Asphalt, Concrete, Crushed Stone

Marvin Gaye Trail

1.9 mi
State: DC
Asphalt

Park Road Shared-Use Path

1.3 mi
State: DE
Asphalt

St. Michaels Nature Trail

1.3 mi
State: MD
Asphalt

Three Notch Trail

13.1 mi
State: MD
Asphalt

Chesapeake Beach Railway Trail

1.3 mi
State: MD
Boardwalk

Downs Park Trail

5 mi
State: MD
Asphalt, Dirt

Folly Branch Trail

2.9 mi
State: MD
Asphalt

Henson Creek Trail

5.7 mi
State: MD
Asphalt
Accordion

Kent Island South Trail

5.8 mi
State: MD
Asphalt

Lone Wolf Trail

1 mi
State: MD
Asphalt

Marshyhope Hike and Bike Trail

2.5 mi
State: MD
Asphalt, Gravel

Milton Rail-Trail

0.8 mi
State: DE
Asphalt

Rosewick Road Sidepath

5.2 mi
State: MD
Asphalt

Smyrna-Clayton Bike Path

1.5 mi
State: DE
Asphalt

South Shore Trail

2 mi
State: MD
Asphalt

St. Mary's River State Park

7.5 mi
State: MD
Dirt

WB&A Trail

13.2 mi
State: MD
Asphalt

Wayne Gilchrest Trail

2.1 mi
State: MD
Asphalt

John Overstreet Connector

1.5 mi
State: MD
Asphalt

American Holly Trail

0.7 mi
State: DE
Crushed Stone

Capital City Trail

1.5 mi
State: DE
Asphalt, Brick, Concrete

Hazlettville/North Shared-Use Path

1.7 mi
State: DE
Asphalt, Concrete

Middletown Road Sidepath

3 mi
State: MD
Asphalt

Mispillion River Greenway

1.8 mi
State: DE
Boardwalk, Concrete

POW/MIA Parkway Shared-Use Path

3.3 mi
State: DE
Asphalt

Point Lookout Railroad Trail

1 mi
State: MD
Dirt, Grass

Poplar Trail

0.9 mi
State: MD
Asphalt

Silver Lake Park Trail

0.6 mi
State: DE
Asphalt, Concrete

Strawberry Lake Way Bicycle Path

2.2 mi
State: MD
Asphalt
Trail Image Trail Name States Length Surface Rating
The 413 Rail to Trail is located in Somerset County, Maryland. The trail will be 12 miles point-to-point when complete. The trail parallels State Route 413, which lends it its name, and is built in...
MD 4.5 mi Asphalt, Crushed Stone
The paved 13-mile B&A Trail connects the Chesapeake Bay cities of Baltimore and Annapolis. Along with extensive historical markers, this trail features the Planet Walk, a multi-mile display that might...
MD 13.3 mi Asphalt
The only trail in the U.S. fully encircling an international airport, the BWI Trail, also known as the BWI Hiker-Biker Trail, hosts walkers, bikers, runners, and aviation enthusiasts alike. Takeoffs...
MD 12.4 mi Asphalt, Boardwalk
The Bob Trail (or simply, The Bob) in Trap Pond State Park loops around the perimeter of the 90-acre Trap Pond for 4.5 miles. The trail winds through hardwood forests, crosses a scenic dam at Raccoon...
DE 4.5 mi Boardwalk, Crushed Stone
The Broadneck Peninsula Trail is 2.43 miles of asphalt walking and biking pathway in east Annapolis. The trail runs parallel to College Parkway, from Bay Dale Dr. to Old Cape St. Claire Road, across...
MD 2.43 mi Asphalt
Explore the best of the Eastern Shore of Maryland on Queen Anne’s County’s Cross Island Trail, which runs the width of Kent Island for 9.3 miles, stretching between two nature parks.   While the...
MD 9.13 mi Asphalt, Boardwalk
The Easton Rails-to-Trails runs between Dutchmans Lane in southern Easton, Maryland, and North Easton Park—a large sports complex for 2.5 miles. The trail opened in 1998 and has been a popular local...
MD 4.6 mi Asphalt
Currently open in segments, the Georgetown-Lewes Trail takes a its relatively flat route that runs through tree-lined countryside into the coastal town of Lewes before ending in an oceanside state...
DE 9.6 mi Asphalt
Although located within easy reach of the Washington, D.C., metro area, the Indian Head Rail Trail in southern Maryland seems far removed from the hectic pace of urban life. The 13-mile paved rail...
MD 12.9 mi Asphalt
Part of an emerging network of trails in the Dover area called the St. Jones River Greenway, the Isaac Branch Greenway Trail offers over three miles of completed, paved trail, providing a mixture of...
DE 3.3 mi Asphalt, Concrete
The Junction & Breakwater Trail follows a section of the former Penn Central railroad, connecting the Delaware beach towns of Rehoboth Beach and Lewes. The 8.3-mile trail acts as a nature retreat,...
DE 8.3 mi Asphalt, Concrete, Crushed Stone
The Killens Pond Bike Trail provides non-motorized access from US 13 to Killens Pond State Park. The short trail parallels Killens Pond Road before turning south into the park along its main access...
DE 2 mi Asphalt, Concrete, Crushed Stone
The Marvin Gaye Trail offers a paved pathway through the Deanwood, Burville, Lincoln Heights, and Hillbrook neighborhoods of Washington, DC. Just shy of 2 miles, it runs from Minnesota Avenue NE, near...
DC 1.9 mi Asphalt
Located on the marshy northern outskirts of the coastal community of Lewes, the Park Road Shared-Use Path provides a nice stretch of paved trail for cyclists and pedestrians to aid in navigating the...
DE 1.3 mi Asphalt
The 1.3-mile St. Michaels Nature Trail skirts the western edge of the scenic town of St. Michaels, Maryland, which was built on the site of a 17th-century Anglican church that eventually lent the...
MD 1.3 mi Asphalt
Southern Maryland's Three Notch Trail is a work in progress under the guidance of St. Mary's County and other stakeholders.  About the Route Currently, two portions are open for use: In the...
MD 13.1 mi Asphalt
Between 1900 and 1935, the Chesapeake Beach Railway whisked vacationers from Washington, DC, to the grand hotels, beaches, and boardwalk of the resort town of Chesapeake Beach, Maryland. Now tourists...
MD 1.3 mi Boardwalk
Downs Park Trail is located in Downs Park on the Chesapeake Bay just north of Gibson Island. The 3.5-mile perimeter trail is paved, popular for walkers and cyclists alike, and an additional 1.5 miles...
MD 5 mi Asphalt, Dirt
A winding line of asphalt meanders between Glenn Dale Park in Lanham to Annapolis Road. The trail is sheltered amongst the riparian woodland of Folly Branch. At the north end of the trail can be...
MD 2.9 mi Asphalt
Visitors to the Henson Creek Trail in the sprawling suburbs of southwestern Prince George’s County may be surprised by the extent of woodlands and open space along this corridor that lies just outside...
MD 5.7 mi Asphalt
Accordion
The Kent Island South Trail is one of two popular recreational trails on Maryland’s Kent Island, the largest island in the Chesapeake Bay. The trail runs parallel to Romancoke Road/MD 8 in...
MD 5.8 mi Asphalt
The Lone Wolf Trail is a 1-mile trail in Anne Arundel County Maryland. The trail is connected to two already existing trails: The Strawberry Lake Way Bicycle Path, and the WB&A Trail. Although the...
MD 1 mi Asphalt
The Marshyhope Creek is a 37-mile tributary of the Nanticoke River running from Delaware to Maryland. One of the towns it passes through is Federalsburg, Maryland, where a 2.5-mile multiuse greenway...
MD 2.5 mi Asphalt, Gravel
The Milton Rail-Trail is a short, paved pathway in the small town of Milton, allowing local residents to get out and take a quick ride or walk along a flat, off-road corridor. The newest section of...
DE 0.8 mi Asphalt
Redden State Forest, located just north of Georgetown in Sussex County, offers more than 44 miles of trails for hiking, mountain biking, birdwatching and hunting on several thousand acres. The most...
DE 4.6 mi Dirt
The separated multi-use Rosewick Road Sidepath provides a direct link for both recreation and transportation between the southern Maryland communities of St. Charles and La Plata. The path runs...
MD 5.2 mi Asphalt
Providing over a mile of trail between the Kent County communities of Smyrna and Clayton, the Smyrna-Clayton Bike Path is a nifty recreational asset that offers a nice path for outdoor exercise as...
DE 1.5 mi Asphalt
The developing South Shore Trail will one day stretch 14 miles between Annapolis and Odenton. It's also part of the larger East Coast Greenway, a widespread network connecting trails from Maine to...
MD 2 mi Asphalt
Nestled amongst the trees of St. Mary's River State Park, trail-goers will find an 8-mile path that loops around St. Mary's Lake, offering beautiful natural scenery and the chance to catch a glimpse...
MD 7.5 mi Dirt
The Washington, Baltimore & Annapolis (WB&A) Trail runs for 13.2 miles through Anne Arundel County and Prince George's County.  About the Route The northern section of the trail in Anne Arundel...
MD 13.2 mi Asphalt
The Wayne Gilchrest Trail offers a scenic off-road route across historical Chestertown on the Eastern Shore, connecting Wilmer Park on the Chester River with Washington College on the north side of...
MD 2.1 mi Asphalt
The John Overstreet Connector is a 1.5-mile trail segment that links the Baltimore & Annapolis Trail and BWI Trail. The short—but vital—trail is named after Overstreet, a retiree from Glen Burnie,...
MD 1.5 mi Asphalt
Located in southern Delaware's Trap Pond State Park, the American Holly Trail provides a short and scenic alternative to some of the park's longer pathways. Trail users can start their journey from...
DE 0.7 mi Crushed Stone
The Capital City Trail forms an important leg in the evolving Saint Jones River Greenway trail system in the Dover area, creating a link between the three-mile Isaac Branch Greenway Trail and the...
DE 1.5 mi Asphalt, Brick, Concrete
Traversing the western edge of Dover, the Hazlettville/North Shared-Use Path is a sidepath trail that follows the southern side of Hazlettville Road and W North Street, providing a wide asphalt...
DE 1.7 mi Asphalt, Concrete
The 3-mile separated multi-use path along Middletown Road allows for safe recreation and transportation along the western side of Waldorf, Maryland. The trail begins just south of State Route 228 and...
MD 3 mi Asphalt
The Mispillion River Greenway runs through historic downtown Milford on both sides of the Mispillion River. The greenway, which is surfaced primarily with brick and concrete, provides scenic views of...
DE 1.8 mi Boardwalk, Concrete
Built as a connector road on the outskirts of Dover, Kent County's POW/MIA Memorial Parkway also serves as a connector for cyclists and pedestrians, thanks to the paved sidepath trail constructed...
DE 3.3 mi Asphalt
The Point Lookout Railroad Trail (also called Periwinkle Point Nature Trail) follows a corridor that was cleared in the early 1800s for a planned railroad line connecting Point Lookout, Maryland, to...
MD 1 mi Dirt, Grass
Annapolis' Poplar Trail runs for nearly 1 mile on a section of the old Washington, Baltimore & Annapolis right-of-way in the heart of Maryland's capital city. Although short, the trail is a vital part...
MD 0.9 mi Asphalt
Dover's Silver Lake Park Trail is a short and pleasant paved trail that runs through the city's Silver Lake Park, a popular recreation site for (licensed) fishing, family outings, and relaxing...
DE 0.6 mi Asphalt, Concrete
The Strawberry Lake Way Bicycle Path is a 2.2 mile trail that is located between Laurel and Annapolis in Anne Arundel County Maryland. The trail starts at Piney Orchard Elementary School, and ends at...
MD 2.2 mi Asphalt

Recent Trail Reviews

Georgetown-Lewes Trail

Parking

October, 2025 by jayneweinhold

Nice ride up to Lewis mid October. There is a new, large paved parking lot on Cool Spring Rd, just past the intersection at Rt 9. Need to cross Rt 9 to get to the trail, so caution is needed. Pretty ride through the tree shaded area, less so the closer you get to Lewis where it’s a lot busier.

Indian Head Rail Trail

Great Trail!

October, 2025 by qs5xx6zrzd

Good pavement, gentle inclines, wildlife, views, benches. Only drawback is crossing multiple busy roads.

WB&A Trail

Nice Break from the B&A Trail

September, 2025 by kitz

My first time on this trail today and I was not disappointed! Each trail has a personality and I would say that the WB&A is the back country cousin of the the more metro B&A trail over by Annapolis. Lots of tunnels and bridges make this interesting, and the steep, serpentine descent on pristine new blacktop going south to the new bridge was exhilarating and frightening at the same time. A super ride out and back. I parked at the Electric Ave Lot at mile 1. The map shows a restroom (Jiffy John), but I didn't see any on my trip today. The closest one starting at the southern end was at the parking lot at 8609 Race Track Rd, Bowie, MD. The splash park did not have an external restroom that I could find.

Accordion

Georgetown-Lewes Trail

UPDATE YO MY POST

September, 2025 by emfref_tl

Not 5 star from Lewes (Route 1) to Georgetown..

Georgetown-Lewes Trail

A Bit Disappointed

September, 2025 by emfref_tl

I thought the trail to Georgetown was fully completed… if it is… it’s NOT clearly marked. From Lewes the signs stop at some point and one is left to ride on Route 9 with major traffic (wide shoulder - but noisy)! Then Georgetown has NO signs letting you know where the trail is… eventually found Ingramtown Road to Airport Road. But when you get to Airport Road… there is no information where to go… so I headed to Route 9 and road the busy road back to Lewes. sign telling you to go right or left… uh

Killens Pond Bike Trail

Good beginner trail

August, 2025 by jgreeson

I actually started at the fishing pier and went through the pond-side trail. Was on a bicycle. Realized I wasn’t supposed to ride on the trail half-way through. Oops. Anyhow I enjoyed that part of the trail on my bicycle as it was good for my beginner trail skills. Did end up on the gravel road towards the end. Anyhow I enjoyed it, not thrilling, but was nice none-the-less.

Junction & Breakwater Trail

Nice, but not completely paved as of Aug. 2025

August, 2025 by susancnett

The description of the trail says it is completely paved, but we started at the parking lot off of Wolfe Neck Road, and it is hard-pack, not paved. This was OK for us, but if we were on inline skates, we would not have been able to ride that section.

We rode northwest, towards Golden Eagle Blvd. After about a mile, it was paved. Traveling southeast, the surface was also hard-packed. We didn't go the whole way in that direction, so I don't know if it would have become paved at some point.
The trail is beautiful and well-marked. It was a Friday, midday, and the trail was busy. The road crossings were well-marked and had warning lights. The motorists were very respectful, waiting for trail users to cross.

I wish there were a few more signs with trail etiquette reminders. Twice, there were people stopped for a break and standing ON the trail, making passing them a challenge.

Kudos to Delaware for a great trail.

B&A Trail

Surprisingly Beautiful

August, 2025 by mehran.bayram

Even though the trail is in an urban setting it is surprisingly lush and beautiful. There is actually a marsh land half way that is a gorgeous place to rest and take some photos. The trail is smooth and pretty flat. Nice enjoyable easy ride.

Indian Head Rail Trail

Multiple spots to stop. Most of the trail is shaded. There are some beautiful spots to stop on either end of the trail. Never over packed. I always see a ton of wildlife, which my kids love. It's not hard to bike, mostly flat.

August, 2025 by kailarice2013

Multiple spots to stop. Most of the trail is shaded. There are some beautiful spots to stop on either end of the trail. Never over packed. I always see a ton of wildlife, which my kids love. It's not hard to bike, mostly flat.

Georgetown-Lewes Trail

J&B, Georgetown/Lewes and Cape Henlopen trails

July, 2025 by baarters

If you visit Lewes or Rehoboth Beach plan to take your bike and check out these trails. The J&B combined with Cape Henlopen SP is my favorite, be sure to ride it in both directions as well. This year I added the Georgetown section (it's a fair distance out and back from Lewes, ends up somewhere near Rt. 9 and Cool Spring Rd). The very straight, very flat paved Georgetown/Lewes Trail was busy close to Lewes on a warm Saturday in May, I expect summers are even more crowded. There are more road crossings than I like but cars were courteous. The J&B twists through both Lewes and Rehoboth with everything from paved residential areas to gravel paths through wooded and open field sections in between. The signage is adequate but it is easy to get misdirected in Rehoboth. If you make your way through Rehoboth on whatever route you choose, continue to the southern entrance of Cape Henlopen. You can't miss the Gordon Pond Trail which takes you through the park and back to Lewes. Cape Henlopen trails are well marked, there are multiple other trails within the park also. There are many places to stop and rest and bathrooms along all 3 sections.

Junction & Breakwater Trail

J&B, Cape Henlopen, and Georgetown/Lewes trails

July, 2025 by baarters

If you visit Lewes or Rehoboth Beach plan to take your bike and check out these trails. The J&B combined with Cape Henlopen SP is my favorite, be sure to ride it in both directions as well. This year I added the Georgetown section (it's a fair distance out and back from Lewes, ends up somewhere near Rt. 9 and Cool Spring Rd). The very straight, very flat paved Georgetown/Lewes Trail was busy close to Lewes on a warm Saturday in May, I expect summers are even more crowded. There are more road crossings than I like but cars were courteous. The J&B twists through both Lewes and Rehoboth with everything from paved residential areas to gravel paths through wooded and open field sections in between. The signage is adequate but it is easy to get misdirected in Rehoboth. If you make your way through Rehoboth on whatever route you choose, continue to the southern entrance of Cape Henlopen. You can't miss the Gordon Pond Trail which takes you through the park and back to Lewes. Cape Henlopen trails are well marked, there are multiple other trails within the park also. There are many places to stop and rest and bathrooms along all 3 sections.

Kent Island South Trail

Kent Island South Trail

July, 2025 by carrollball99

I started riding this trail in 2018 and rode it 3-5 times a summer. It was a great trail that allowed you to get 12 miles in before riding the Cross Island Trail just 3 miles away. The tree roots have been bulging the asphalt for the past 7 years and now it is so bad I don't know if I will ride it again. For the first 1-2 miles from the start of either end the roots have the asphalt bulged up over two inches. Even riding with a suspension seat post the trail jars your spine unless you are standing on the foot pegs. Since the roots are so numerous this means you would be on the pegs 50 percent of the time. With the financial state that Maryland is in I doubt this trail will be repaired any time in the foreseeable future.

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