Cambridge Bike Trails and Maps

221 Reviews

Looking for the best Bike trails around Cambridge?

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

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  • Length
Activities
Length
Surfaces
Type
20 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

South Shore Trail

1.4 mi
State: MD
Asphalt

St. Michaels Nature Trail

1.3 mi
State: MD
Asphalt

Three Notch Trail

13.1 mi
State: MD
Asphalt

WB&A Trail

13.1 mi
State: MD
Asphalt

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
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
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 1.4 mi 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...
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 13.1 mi Asphalt
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...
MD 13.1 mi Asphalt
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

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...

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...

WB&A Trail

MD - 13.1 miles

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...

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

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...

Three Notch Trail

MD - 13.1 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...

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...

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...

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....

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...

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...

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...

South Shore Trail

MD - 1.4 miles

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...

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...

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...

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...

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...

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...

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...

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...

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...

South Shore Trail

MD - 1.4 miles

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...

Accordion

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...

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...

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...

Three Notch Trail

MD - 13.1 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...

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...

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...

WB&A Trail

MD - 13.1 miles

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...

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...

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...

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...

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...

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...

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...

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....

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...

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...

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...

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....

Accordion

Three Notch Trail

MD - 13.1 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...

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...

WB&A Trail

MD - 13.1 miles

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

South Shore Trail

MD - 1.4 miles

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...

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...

Recent Trail Reviews

Baltimore and Annapolis Trail

Great trail for a power ride. Completed my first 18 mile ride here a few days ago. Great trail for awesome workout that doesn't wear me out completely.

June, 2018 by noelparallel

Great trail for a power ride. Completed my first 18 mile ride here a few days ago. Great trail for awesome workout that doesn't wear me out completely.

WB&A Trail

I think this trail has promise. Hopefully the county will extend the trail headed towards Conway Road. For now it feels like picking and choosing which way to go on the trail and loop a few times to get the workout you are looking for.

June, 2018 by noelparallel

I think this trail has promise. Hopefully the county will extend the trail headed towards Conway Road. For now it feels like picking and choosing which way to go on the trail and loop a few times to get the workout you are looking for.

Kent Island South Trail

Nice ride

May, 2018 by youker

Tree roots have put a lot of bumps in the trail but they are working on refinishing parts of it. They have marked the bumps with yellow spray paint. They are worse at the south end so I suggest just keeping your eyes open to avoid the bumps. 5/3/18 Youker

Accordion

Kent Island South Trail

Kent Island South Trail

May, 2018 by carrollball99

Rode the Kent Island South Trail from Matapeake State Park to Romancoke Fishing Pier May 14, 2018. I started from the north end and rode on a Monday and only saw two joggers on the entire round-trip. Did see four bikers just starting the trail as I returned to my car. This trail runs within 15-40 yards of route 8 so you do hear some road noise from the cars. I would say 90% of the trail is in the sun. I only saw a porti-potty at the north end but there are restrooms at the Romancoke end so if you are riding with females or children I suggest you start at the southern end so they have a flush facility to use. If you wanted to add some distance to your ride there are several communities you could ride into. There are 2 gas stations and a carryout pizza shop about 2 miles north of the Matapeake end but I saw nothing along the trail or at the south end.

WB&A Trail

Nice Trail

January, 2018 by streak1

Began the run at GORC park.Connected with trail after about half a mile and headed south toward Conway Road.Nice trail,uncrowded,and well maintained.There are some uphills,etc.Used to live in Gambrills in 1970s and this trail didn't exist.Amazing how a once rural area has now become densely populated.

Kent Island South Trail

Not Long Enough

December, 2017 by trooperusmc93

I love this trail, only problem is, it's not long enough.

Indian Head Rail Trail

Parking Access

October, 2017 by generalliam

Just used to trail today for biking.
This is also parking available at the trail end on theodore green blvd, white plains.
Lovely experience, had to deal with cross winds though, lol

Indian Head Rail Trail

Beautiful well kept trail

October, 2017 by myth000

very nice wide trail. Its never crowded and its well kept with some shade during the summer month.

Redden State Forest Headquarters Loop Trail

terrible

October, 2017 by tanya920

way too sandy!! had to push bikes half the time... left covered in deer ticks

Henson Creek Trail

A Great Trail

October, 2017 by rsaj111

I really like this trail. It runs along the Henson Creek, and you can see the creek as you ride (though, not so much between Oxon Hill Rd and Indian Head Hwy).
The "first half" of the trail (between Temple Hills and Tucker) is the best portion. It is used more than the "second half." There is a spot in the "first-half" that is unpaved; this section has a tall metal fence that protects people from falling into the creek because of erosion.
The "second-half" (between Tucker Rd and Oxon Hill Rd) has more tree cover and a lot of leaves on the trail at certain spots. After you pass the neighborhood park (Tor Bryan Estates) heading west, the trail runs directly behind some suburban houses.
The "first-half" is the safer section to use. I rode this entire trail from end to end about 3 weeks ago. I ran into 5-7 people on the "first half ," in contrast to the "0" amount of people I passed on the "second half."
Overall, a nice trail with natural scenery; you might see a snake swimming in the creek or a heron.

WB&A Trail

Short, incomplete trail. Not 12.8 miles.

September, 2017 by pdpgps

Finding a place to park and get on the trail start was a challenge in itself. The start of the trail is at a busy intersection where there isn’t an obvious place to park your car. I ended up having to use the country trail map pdf and navigate the streets around it to find a decent entry point. The trail is still a work in progress and total distance end to end is about 8 miles. When you hit the end you go down a series of s turns to the bottom of the hill where the trail abrupt stops at a dead end. No warnings ahead that the trail stops cold. So then you have to bike all the way back up. The trail is very wide and asphalt seems new.

Baltimore and Annapolis Trail

B&A rail trail for cycling

September, 2017 by exploreh2o

today I did the first time the B&A trail with my wife. We cycled starting up by the Baltimore Airport and traveled all the way down to the trail and not realizing that you can actually continue on a cross over into Annapolis. That said the trail has gentle gradients and for Monday was amazingly busy just Beware of the crowds but it is a quick SafeRide plenty of rest stops and a beautiful environment.

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