Explore the best rated trails in Cambridge, MD. Whether you're looking for an easy walking trail or a bike trail like the Strawberry Lake Way Bicycle Path and Marshyhope Hike and Bike Trail. With more than 34 trails covering 149 miles you’re bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
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...
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...
The 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 settlement...
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...
The Georgetown-Lewes Trail is popular for its relatively flat route that runs through tree-lined countryside into the coastal town of Lewes before ending in an oceanside state park. The trail is part...
The Broadneck Peninsula Trail is 1.2 miles of asphalt walking and biking pathway in east Annapolis. The trail runs parallel to College Parkway, from Green Holly Drive to Old Cape St. Claire Road,...
Explore the best of the Eastern Shore on Queen Anne’s County’s Cross Island Trail, which runs the width of Kent Island from east to west, stretching between two nature parks. With many access points...
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...
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...
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...
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...
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...
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...
You can augment your physical exercise with a mental workout on the paved B&A Trail, a 13-mile rail-trail that connects the Chesapeake Bay cities of Baltimore and Annapolis. Along with extensive...
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...
Southern Maryland's Three Notch Trail is a work-in-progress under the guidance of St. Mary's County and other stakeholders. When complete, the recreational trail will extend 28 miles along an...
Central Maryland's WB&A Trail occupies the former Washington, Baltimore & Annapolis Electric Railway corridor—hence its name—for its entire route. The railroad operated electric commuter trains...
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...
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...
The Easton Rails to Trails runs from Dutchmans Lane in southern Easton, Maryland, to North Easton Parka large sports complexover 2.5 miles away. The trail opened in 1998 and has been a popular local...
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...
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...
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...
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...
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...
The 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 settlement...
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...
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...
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...
Southern Maryland's Three Notch Trail is a work-in-progress under the guidance of St. Mary's County and other stakeholders. When complete, the recreational trail will extend 28 miles along an...
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...
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...
Explore the best of the Eastern Shore on Queen Anne’s County’s Cross Island Trail, which runs the width of Kent Island from east to west, stretching between two nature parks. With many access points...
The Georgetown-Lewes Trail is popular for its relatively flat route that runs through tree-lined countryside into the coastal town of Lewes before ending in an oceanside state park. The trail is part...
Central Maryland's WB&A Trail occupies the former Washington, Baltimore & Annapolis Electric Railway corridor—hence its name—for its entire route. The railroad operated electric commuter trains...
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 other is the Cross Island Trail). The trail runs parallel...
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...
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...
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...
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...
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...
The 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 settlement...
The Bob Trail (or simply, The Bob) in Trap Pond State Park loops around the perimeter of the 90-acre Trap Pond. The trail winds through hardwood forests, crosses a scenic dam at Raccoon Pond and...
The Easton Rails to Trails runs from Dutchmans Lane in southern Easton, Maryland, to North Easton Parka large sports complexover 2.5 miles away. The trail opened in 1998 and has been a popular local...
The Georgetown-Lewes Trail is popular for its relatively flat route that runs through tree-lined countryside into the coastal town of Lewes before ending in an oceanside state park. The trail is part...
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...
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...
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...
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...
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...
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...
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 other is the Cross Island Trail). The trail runs parallel...
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...
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...
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...
Explore the best of the Eastern Shore on Queen Anne’s County’s Cross Island Trail, which runs the width of Kent Island from east to west, stretching between two nature parks. With many access points...
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...
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...
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...
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...
I wouldn't say it's worth the drive if you are more than an hour away, but if you happen to be in the vicinity with your bike, as I was, I'd say give it a whirl. It's just too short to get any more stars - leaves one wanting more. The boardwalk over the creek is a nice change of pace from the usual rail-trails thru the woods. I saw a large, dead, floating fish at the surface of the water, providing some excitement. Most of the trail is over the water, but the last part of the main trail is thru a canopy of trees, which was a relief from the heat on the day I biked it. It ends abrubtly over Fishing Creek. You can see the rail bed resume on the other side of the creek and it hurt that it wasn't developed! Oh, the possibilities.
The connector trail off to the right on the map provides a short incline near the end of it, where it ends at a housing development. Connector is half thru woods, half in the sun.
Riding along the marina was also a nice change from the usual, with real working Bay boats, as well as pleasure boats. Seeing the mix of touristy and reality was nice. Also, boat ogling was fun.
A trail that provides a fair amount of interest packed into a mile or so.
Mel n I rode our tandem back. Even though we are staying at Green Belt, we drove 30 miles to get there because we knew the parking place and we knew the trail from previous trips. We parked at Bensville Park and rode towards Indian Head. Trail is recently re-paved and as beautiful a ride as before. The Lily-pads were gorgeous. It was definitely worth the drive out. Now if we can get a Braves win!¿¿¿
Where the trail currently begins (in Milton, Delaware) is unmarked and there is no parking. We parked on the side of a little-used road (Cool Spring Road) and jumped on the trail at the intersection of the busier route US 9 East. (A good address to look up is the Brimming Horn Meadery which is right on the trail and very close to the western trailhead.) We took off on the smooth asphalt trail through an airy forest of very tall pine trees, whose canopies hovered about 30 feet above us. Riding along the flat-as-a-pancake trail, we passed by both new and more established neighborhoods where flags and flowers festooned the trail’s edge to welcome bikers and pedestrians. We’d read that there were 12 intersections along the trail, but very few had any traffic. It was a fast and easy six miles to the outskirts of Lewes, a quaint little beach town, and it is here that we transitioned onto the Lewes-Rehoboth trails, which make up essentially one big 17-mile loop.
We decided to head counterclockwise on the loop, riding south, then east, through cornfields, neighborhoods, open marshes, and wooded patches outside Rehoboth. The town itself is where you can find any number of stores or restaurants to buy food or water. After a fairly short jaunt through the neighborhood streets of Rehoboth, we rode on the wide shoulder of Ocean Avenue heading north along the coast. Soon we were entering Cape Henlopen State Park and riding on one of the most unique and picturesque trails we’ve ever encountered. It’s almost entirely marsh land, inland bodies of water, and sand dunes. Snowy egrets, gray herons and a wide variety of marine life populate the marshes. At various points along the trail, there are observation decks and places to view the ocean and the remains of abandoned World War II-era watch towers, artillery, and barracks. It was a little tricky winding our way out of the park but eventually, we ended up on a road that paralleled the beach and led back into Lewes. There’s a cute little brewery right on the trail, then another big name brewery – that is a favorite of ours – back in Milton.
Tiny. Unremarkable. And you have to pay to get in here...smhScenery is OK. No electric rides allowed. (Even tho electric cars are allowed. Go figure...) No warning. No reason for it. They just kick you out. Avoid it at all costs
The nicely paved route parallels a busy highway. Driveways on the other side. No vistas or water views.
I parked at the East end of Long Point park. It was just off exit 43A (RT 50 West) and right next to a Royal Farms ,however, it has only 3 parking spots. There are many more parking spots at the West end of the park. Long Point Park is a small picturesque park where you wind through the trees. For the next 1-1.5 miles you parallel Rt 50 with views of the Chester river to the North and Prospect Bay to the South before crossing under Rt50 and continuing West. You then cross the Kent Narrows Bridge and cross back under Rt50 at Piney Narrows Road where there is also more parking. Traveling West you pass through small forests, marsh, and pass by several housing developments (about 3.5miles) before making a sharp right turn into Old Love Point Park. If you turn left you enter State St and should turnaround as I did. Old Love Point Park can get congested because you are passing through a sports complex of several ball fields, tennis courts, and soccer fields with Kent Island High School in view. You must cross several roads, so be wary of traffic especially Love Point Road, It’s about another mile to Terrapin Nature Park. In the park you can take several loops and you lose the asphalt. If you take the loop that parallels the Chesapeake (after about a mile) you come to a very small bridge with the beach and the Chesapeake Bay directly in front of you. Great view of the Chesapeake and Bay Bridge !! Here the trail is all sand and I had to dismount and walk SW along the beach for approximately 200 ft before the trail was hard packed again. I then continued my ride through the trees, passing through the Cross Island Trail Trailhead parking lot and looped back to where I entered Terrapin Nature Park. I then enjoyed the ride back to Long Point Park. The ride was about 15 miles and I savored a Krispy Kreme donut at the Royal Farms when finished.
We finally got to this trail today and it’s closed two miles in….really! Isn’t there a way to get this info to update the Trail Link??! This didn’t just happen either. It appears to have been here a while.
This trail is in my backyard and is one of the best trails in the region. The trail has an upward gradient going west which offers a great workout and is also completely paved.
Nice Ride through a State Park, I have been here on Many Weekday Afternoons after work & it has never been crowded. Main Trail Loops around Trap Pond & through the Campground, some Boardwalk, some Stone, Some narrower riding through the woods on Stone Dust. Plenty of other areas in the Park to ride as well. Easy to get 10 Miles in just cursing around the Park. Very Enjoyable
Really enjoy this Trail, have ridden it several times. Well laid out, enjoyable, plenty of great spots to eat on Kent Island. Always recommend it to Friends.
Nice Trail, fairly straight & flat, not a lot of elevation change. Some road crossings but they are all well laid out. Considering the Suburban Sprawl in the area it is a pretty peaceful ride, particularly as you go further south. Great Trail for Beginners, ridden it many times....one of the first Trails I ever rode.
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