Cambridge, MD Bike Trails and Maps

287 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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Activities
Length
Surfaces
Type
25 Results
Activities
Length
Surfaces
Type

Baltimore and Annapolis Trail

13 mi
State: MD
Asphalt

Bob Trail

4.9 mi
State: DE
Boardwalk, Crushed Stone

Broadneck Peninsula Trail

1.2 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

Folly Branch Trail

2.9 mi
State: MD
Asphalt

Georgetown-Lewes Trail

6 mi
State: DE
Asphalt, Concrete

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

Lone Wolf Trail

1 mi
State: MD
Asphalt

Marshyhope Hike and Bike Trail

2.5 mi
State: MD
Asphalt, Gravel

Middletown Road Sidepath

3 mi
State: MD
Asphalt

Mispillion River Greenway

1.8 mi
State: DE
Boardwalk, Concrete

Poplar Trail

0.9 mi
State: MD
Asphalt

Rosewick Road Sidepath

5.2 mi
State: MD
Asphalt

South Shore Trail

0.5 mi
State: MD
Asphalt
Accordion

St. Michaels Nature Trail

1.3 mi
State: MD
Asphalt

Strawberry Lake Way Bicycle Path

2.2 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
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...
DE 4.9 mi Boardwalk, Crushed Stone
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,...
MD 1.2 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
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
Phase 1 of the long-awaited Georgetown to Lewes Rail with Trail was officially opened to the public in October 2016. When completed, the trail, which parallels an active, but little-used freight...
DE 6 mi Asphalt, Concrete
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 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 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
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 0.5 mi Asphalt
Accordion
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
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
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

Now, More Than Ever, Trails Matter!

During COVID-19, trails are being counted on as places where people can find solace and respite and we need your support to keep trails open and provide these critical FREE resources! Please continue to practice physical distancing and check the status of your trail before heading out!

Trails by activity

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...

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...

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...

Strawberry Lake Way Bicycle Path

MD - 2.2 miles

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...

Accordion

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...

Folly Branch Trail

MD - 2.9 miles

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...

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...

Bob Trail

DE - 4.9 miles

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...

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...

Marshyhope Hike and Bike Trail

MD - 2.5 miles

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...

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...

South Shore Trail

MD - 0.5 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...

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...

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...

Georgetown-Lewes Trail

DE - 6 miles

Phase 1 of the long-awaited Georgetown to Lewes Rail with Trail was officially opened to the public in October 2016. When completed, the trail, which parallels an active, but little-used freight...

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...

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....

Lone Wolf Trail

MD - 1 miles

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...

Strawberry Lake Way Bicycle Path

MD - 2.2 miles

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...

Broadneck Peninsula Trail

MD - 1.2 miles

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,...

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...

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...

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...

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...

Folly Branch Trail

MD - 2.9 miles

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...

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...

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...

South Shore Trail

MD - 0.5 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...

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...

Marshyhope Hike and Bike Trail

MD - 2.5 miles

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...

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...

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...

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...

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...

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...

Bob Trail

DE - 4.9 miles

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...

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...

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...

Broadneck Peninsula Trail

MD - 1.2 miles

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,...

Georgetown-Lewes Trail

DE - 6 miles

Phase 1 of the long-awaited Georgetown to Lewes Rail with Trail was officially opened to the public in October 2016. When completed, the trail, which parallels an active, but little-used freight...

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...

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...

Marshyhope Hike and Bike Trail

MD - 2.5 miles

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...

Bob Trail

DE - 4.9 miles

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...

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....

Strawberry Lake Way Bicycle Path

MD - 2.2 miles

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...

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...

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...

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...

Lone Wolf Trail

MD - 1 miles

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...

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...

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...

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...

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...

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...

Recent Trail Reviews

Cross Island Trail

Flat easy riding, scenic, shaded & sun, porta potty

September, 2020 by flyway50

I was just at the trail this tuesday 9/8/2020 and unfortunately most of the trail was closed due to maintenance. They have been repaving the trail and it's awesome !
They had no warning of this closure until I was about 3 miles into it, then the trail was blocked off and marked closed.

Georgetown-Lewes Trail

Road from Tall Pines to Lewes and back, plan on making it longer by continuing on the Breakwater trail. Nice ride and mostly cars stopped and let you cross.

September, 2020 by gordon19

Road from Tall Pines to Lewes and back, plan on making it longer by continuing on the Breakwater trail. Nice ride and mostly cars stopped and let you cross.

Kent Island South Trail

Newly re-paved, scenic trail

August, 2020 by biing52

The trailhead at Matapeake State Park has free parking. The trail is very smooth being recently re-paved. The trailhead at Romancoke fishing pier is quite scenic, need to pay to park there. We also biked the Cross Island Trail, also recently re-paved. We also enjoyed this trail very much but it crosses many roads, drivers are very considerate waiting for us to cross. The trails have bike sheriffs who offer assistance to trail users.

Accordion

Henson Creek Trail

upkeep needed

August, 2020 by jadeplusjeremy

This is a very nice creek-side trail, filled with potential for enjoying the creek itself. However it is in need of upkeep, from fallen trees, to filled trash cans, to a portion of the concrete trail being physically damages/broken. I will be reaching out to the county on this matter. Long live our trails!

Cross Island Trail

Can't wait to do it again¿¿

July, 2020 by teemack24

Can't wait to do it again¿¿

Indian Head Rail Trail

Great Trail Experience

July, 2020 by caw7006

Trail was clean and well maintained. Enjoyable bike or walking trail.

Indian Head Rail Trail

beautiful

July, 2020 by livelaughlovelady

Very beautiful well kept trail. Easy ride.

Indian Head Rail Trail

great local trail

July, 2020 by klwilliams216

I’ve ridden this trail several times with my husband. Love the pleasant nature scenic ride.

Baltimore and Annapolis Trail

fabulous!

July, 2020 by shurley3

This was not only a fantastic bike ride/path but the friendliest, too! Everyone I passed smiled, waved, or nodded. Very welcoming atmosphere. Overall, people were good about distancing and masks, too.

Henson Creek Trail

Partially Destroyed by Route 210

July, 2020 by ryan.cortez95

Flash flood destroyed the path. Trees blocking the way and large chunks of asphalt washed into the river.

Indian Head Rail Trail

This is my local go to trail. Great ride. Nice family friendly location.

July, 2020 by learythoma

This is my local go to trail. Great ride. Nice family friendly location.

Indian Head Rail Trail

perfect trail

June, 2020 by thepoetsuede

Pros: Quiet Clean Well maintained Gentle hills Wooded scenery Cons: One Porto potty on trail not much tree shade on trail itself

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