Cambridge Trails and Maps

Looking for the best trails around Cambridge?

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.

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Activities
Length
Surfaces
Type
21 Results
Activities
Length
Surfaces
Type

Baltimore and Annapolis Trail

13 mi
State: MD
Asphalt

Chesapeake Beach Railway Trail

1.4 mi
State: MD
Boardwalk

Cross Island Trail

6 mi
State: MD
Asphalt

Downs Park Trail

5 mi
State: MD
Asphalt, Dirt

Easton Rails-to-Trails

2.5 mi
State: MD
Asphalt

Henson Creek Trail

5.7 mi
State: MD
Asphalt

Indian Head Rail Trail

13.4 mi
State: MD
Asphalt

Kent Island South Trail

5.8 mi
State: MD
Asphalt

Killens Pond Bike Trail

2.3 mi
State: DE
Asphalt, Concrete, Crushed Stone

Loblolly Trail

4.9 mi
State: DE
Boardwalk, Crushed Stone

Middletown Road Sidepath

3 mi
State: MD
Asphalt

Mispillion River Greenway

1.8 mi
State: DE
Boardwalk, Concrete

Point Lookout Railroad Trail

1 mi
State: MD
Dirt, Grass

Poplar Trail

0.9 mi
State: MD
Asphalt

Rosewick Road Sidepath

5.2 mi
State: MD
Asphalt

St. Mary's River State Park

7.5 mi
State: MD
Dirt

St. Michaels Nature Trail

1.3 mi
State: MD
Asphalt

Three Notch Trail

11 mi
State: MD
Asphalt

WB&A Trail

12.8 mi
State: MD
Asphalt
Accordion

Wayne Gilchrest Trail

1.2 mi
State: MD
Asphalt
Trail Image Trail Name States Length Surface Rating
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...
MD 13 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 1.4 mi Boardwalk
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....
MD 6 mi Asphalt
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
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...
MD 2.5 mi Asphalt
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...
MD 5.7 mi Asphalt
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...
MD 13.4 mi Asphalt
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...
MD 5.8 mi Asphalt
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 2.3 mi Asphalt, Concrete, Crushed Stone
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...
DE 4.9 mi Boardwalk, Crushed Stone
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
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
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 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
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 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...
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. When complete, the recreational trail will extend 28 miles along an...
MD 11 mi Asphalt
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...
MD 12.8 mi Asphalt
Accordion
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...
MD 1.2 mi Asphalt

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Trails by activity

Loblolly Trail

DE - 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...

Rosewick Road Sidepath

MD - 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...

Downs Park Trail

MD - 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...

Baltimore and Annapolis Trail

MD - 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...

Accordion

Poplar Trail

MD - 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...

Three Notch Trail

MD - 11 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...

Point Lookout Railroad Trail

MD - 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...

Wayne Gilchrest Trail

MD - 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...

Easton Rails-to-Trails

MD - 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...

Middletown Road Sidepath

MD - 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...

Killens Pond Bike Trail

DE - 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...

Cross Island Trail

MD - 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....

Mispillion River Greenway

DE - 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...

Chesapeake Beach Railway Trail

MD - 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...

Henson Creek Trail

MD - 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...

Indian Head Rail Trail

MD - 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...

WB&A Trail

MD - 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...

Kent Island South Trail

MD - 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...

St. Michaels Nature Trail

MD - 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...

Loblolly Trail

DE - 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...

St. Mary's River State Park

MD - 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...

Baltimore and Annapolis Trail

MD - 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...

Mispillion River Greenway

DE - 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...

Accordion

Chesapeake Beach Railway Trail

MD - 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...

Downs Park Trail

MD - 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...

Poplar Trail

MD - 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...

Indian Head Rail Trail

MD - 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...

Point Lookout Railroad Trail

MD - 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...

Redden State Forest Headquarters Loop Trail

DE - 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...

Three Notch Trail

MD - 11 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...

Kent Island South Trail

MD - 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...

Wayne Gilchrest Trail

MD - 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...

Killens Pond Bike Trail

DE - 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...

Henson Creek Trail

MD - 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...

Easton Rails-to-Trails

MD - 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...

St. Michaels Nature Trail

MD - 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...

WB&A Trail

MD - 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...

Cross Island Trail

MD - 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....

Middletown Road Sidepath

MD - 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...

Rosewick Road Sidepath

MD - 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...

WB&A Trail

MD - 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...

Indian Head Rail Trail

MD - 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...

Point Lookout Railroad Trail

MD - 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...

Accordion

Mispillion River Greenway

DE - 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...

Three Notch Trail

MD - 11 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...

St. Michaels Nature Trail

MD - 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...

Kent Island South Trail

MD - 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...

Cross Island Trail

MD - 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....

Chesapeake Beach Railway Trail

MD - 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...

Redden State Forest Headquarters Loop Trail

DE - 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...

Henson Creek Trail

MD - 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...

Wayne Gilchrest Trail

MD - 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...

Downs Park Trail

MD - 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...

Baltimore and Annapolis Trail

MD - 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...

Killens Pond Bike Trail

DE - 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...

Loblolly Trail

DE - 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...

Easton Rails-to-Trails

MD - 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...

Poplar Trail

MD - 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...

Middletown Road Sidepath

MD - 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...

Recent Trail Reviews

Baltimore and Annapolis Trail

Good trail for train enthusiast's

May, 2017 by trooperusmc93

This was a fun trail. It has good hills, easy grades, lots to see (look for the traffic light, in the trees), and plenty of rest spots. If you are a fan of trains, like me, there are old train depot foundations, tracks, signs with the history of the railroad, and old rail boxes. At about the half way point, there is a Ranger station, that had air, water, and restrooms. I look forward to doing it again.

Indian Head Rail Trail

Beautiful off road paved trail

May, 2017 by ggaluardi

The trail has long easy grades traversing woods, meadows and streams. Lots of wild life (and cows in the woods). It does have the advantage of being new and in great shape. Hopefully the trail will be maintained to retain its quality.

Indian Head Rail Trail

New Rider

April, 2017 by crossfader1255

This is a great relaxing trail. The view of nature is great. While riding you feel like you are in another world. Take advantage of this gem.

Accordion

Indian Head Rail Trail

New Biker

April, 2017 by ktrip.kb

I loved this trail. Beautiful scenery. It was not a busy trail. No walkers in your way at all.

WB&A Trail

Patuxent River crossing?

April, 2017 by pubberichten

Reading all the comments, it's clear that the whole bridge issue is going on for many years now and that there's no will to make a change any time soon. Which is a huge shame by the way!
Does anybody know an alternative route, or even a crossing, doable with a mountain bike? I'd love to commute (Odenton - FedEx Field) using my bike, but I'd rather not get killed on MD 3 or on other crazy roads.

Cross Island Trail

good wheelchair access

March, 2017 by cindywillett

Husband wheelchair bound and >250 in non power chair. Trail recently black topped in good condition. Parked at terrapin park and made it to the first street crossing. Wanted to see the other end of trail but unbeknownst to us the bridge/trail were closed. Would be nice if there were a sign at the terrapin park end. nicknow

Indian Head Rail Trail

A trail to ride

February, 2017 by josephsoutham

This trail is impeccable in it's maintenance, and is an absolute joy to ride on. I've ridden this trail many times. The social occasions it affords with other cyclists is incredible. I make a new friend every time I ride.

WB&A Trail

Nice, but not for everyone

January, 2017 by ggaluardi

My directions started me in the middle, with parking only on the street. I started at Strawberry Lake Way and went south to I believe Brager's road. At the "end" there was no signage but I stayed on a sidewalk past new housing construction. The sidewalk may have been part of the trail but it was not marked. It continued across the road and down a hill going South but I had had enough hills and turned around and went the full 3.8 miles north to Odenton. The trail is nice for exercise, a bit hilly but not extreme, since it was formerly an electric railway. It is not for those looking to get away from civilization, as most of this section is suburban. However I did see a bald eagle at a pond along the way. I may come back to explore south. I am amused and annoyed by reviewers who say they are "disappointed" because the route is not through wilderness. Folks, stop whining, look at a map and other reviews before you go!

Henson Creek Trail

Nov 2016

November, 2016 by rwridgewell

trail under construction, at least in temple hills area...what a mess...no access..check back in a year.

St. Michaels Nature Trail

Great views, great trail, and great location

November, 2016 by jackieliangyoga

Very easy parking. Very easy access. Very quiet. Not a lot of people using it. Views are amazing. Air is super fresh. Love it!

Indian Head Rail Trail

must do trail

November, 2016 by mjcjnk

A well maintained and care for trail. Perfect views and scenery and will long low grade slopes for a work workout. The trail head at white son has plenty of parking restroom and sir pump machine. the trail end at Indian head. Not much non town but a good pizza place just a few yard in the Main Street

South Shore Trail

It's just a mowed grass trail

November, 2016 by fred410

Well I found the trail and the other reviewer is correct. It's not a finished Trail it's just a mowed grass area running a long telephone poles

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