Home » Maryland Trails » Cambridge Trails

Cambridge, Maryland Trails and Maps

Looking for the best trails around Cambridge, Maryland? Find the top rated trails in Cambridge, 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.
Sort by:

Baltimore and Annapolis Trail

13 miles
If you are looking to augment your physical workout with some intellectual exercise, look no further than the Baltimore & Annapolis Trail. The scenic, paved, 13-mile community trail is brimming with history lessons and boasts a solar system ...

Chesapeake Beach Railway Trail

1.4 miles
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 and residents alike can enjoy a different ...

Cross Island Trail

6 miles
Maryland's Cross Island Trail spans Kent Island, east to west, in Queen Anne's County, providing multiple points of access to everything from libraries and schools to ball fields and the waterfront. It's an impressively signed, well-maintained ...

Downs Park Trail

5 miles
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 of natural surface trail are offered. The ...

Easton Rails-to-Trails

2.5 miles
The Easton Rails to Trails runs from Dutchmans Lane in southern Easton, Maryland, to North Easton Park—a large sports complex—over 2.5 miles away. The trail opened in 1998 and has been a popular local amenity since that time. Because it runs ...

Georgetown-Lewes-Cape Henlopen Trail

17 miles
Plans are on the table to develop a rail-with-trail that will connect Georgetown, Lewes and Cape Henlopen State Park in southern Delaware. The Delaware Department of Transportation has designed the first 1.1 mile segment in Lewes along the Delaware ...
Crushed Stone

Henson Creek Trail

5.7 miles
The Henson Creek Trail is located in the southwestern portion of Prince George's County, Maryland, and connects the growing District of Columbia suburbs of Fort Washington and Oxon Hill with the bedroom communities of Camp Springs and Temple ...

Indian Head Rail Trail

13.4 miles
Located just 18 miles south of our nation's capital, the Indian Head Rail Trail offers a unique natural outdoor experience, seemingly far removed from urban development and its associated chaotic pace. The trail is the result of the generous ...

Kent Island South Trail

5.8 miles
The Kent Island South Trail is one of two popular recreational trails (along with the Cross Island Trail) on Maryland's Kent Island, the largest island in the Chesapeake Bay. The trail runs parallel to Romancoke Road/State Route 8 for its entire ...

Killens Pond Bike Trail

2.3 miles
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 road. Note that the trail surface changes from ...
Crushed Stone

Loblolly Trail

4.9 miles
The Loblolly Trail 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 travels over boardwalk bridges through Trap Pond’s freshwater ...
Crushed Stone

Middletown Road Sidepath

3 miles
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 runs to Billingsley Road, approximately 1 ...

Mispillion River Greenway

1.8 miles
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 the peaceful waterway while linking city ...

Point Lookout Railroad Trail

1 miles
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 Washington, DC. Active rail service came to ...

Popes Creek Rail-Trail

2.3 miles
From the Maryland Department of Natural Resources Greenway Commission: The Popes Creek Railroad is a proposed rail trail in the southwest portion of the county that would run adjacent to Popes Creek from the Potomac River to U.S. 301. A stone ...

Poplar Trail

0.9 miles
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 of Annapolis' trail system, as it links ...

Redden State Forest Headquarters Loop Trail

4 miles
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 popular trail is a four-mile loop around ...

Rosewick Road Sidepath

5.2 miles
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 immediately adjacent to Rosewick Road/St. Charles ...

St. Mary's River State Park

7.5 miles
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 of many types of birds and other wildlife. ...

St. Michaels Nature Trail

1.3 miles
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 its name. Now the town is a popular tourist ...

Three Notch Trail

8 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 abandoned Washington, Brandywine and Point Lookout ...

Wayne Gilchrest Trail

1.2 miles
The Wayne Gilchrest Trail, which opened on Earth Day in 2012, runs along the southern edge of the historic Maryland Eastern Shore community of Chestertown. The trail connects Washington College to the Chestertown business district and is named ...

WB&A Trail

12.8 miles
Central Maryland's WB&A Trail occupies an abandoned Washington, Baltimore & Annapolis Electric Railway corridor—hence its name—for its entire route. The railroad operated electric commuter trains between its three namesake cities from 1908 to ...