Brewster Trails and Maps

Looking for the best trails around Brewster?

Find the top rated trails in Brewster, 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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  • Name
  • Length
Activities
Length
Surfaces
Type
13 Results
Activities
Length
Surfaces
Type

Bridle Trail

3 mi
State: MA
Dirt, Sand

Cape Cod Canal Bikeway

13.5 mi
State: MA
Concrete

Cape Cod Rail Trail

21.9 mi
State: MA
Asphalt

Hanover Branch Rail Trail

2.6 mi
State: MA
Crushed Stone

Head of the Meadow Trail

2 mi
State: MA
Asphalt

Mattapoisett Rail Trail

1.1 mi
State: MA
Asphalt

Nauset Trail

1.6 mi
State: MA
Asphalt

Old Colony Nature Pathway

1.6 mi
State: MA
Dirt, Sand

Old Colony Rail Trail

7.9 mi
State: MA
Asphalt

Phoenix Bike Trail

3.5 mi
State: MA
Asphalt

Province Lands Trail

7.3 mi
State: MA
Asphalt

Quarries Foot Path

1 mi
State: MA
Dirt

Shining Sea Bikeway

10.7 mi
State: MA
Asphalt
Trail Image Trail Name States Length Surface Rating
The abandoned rail bed is predominantly owned by the Town of Marshfield. Sections of the abandoned rail bed are open to the public and actively used for recreational uses such as walking, running,...
MA 3 mi Dirt, Sand
The Cape Cod Canal Bikeway connects Cape Cod Bay and the communities of Sandwich and Sagamore on its eastern end with Buzzards Bay and the community of Bourne on its western end. Following both banks...
MA 13.5 mi Concrete
The 22-mile Cape Cod Rail Trail serves up a genuine Cape Cod experience, stretching through quaint villages and along sandy beaches past a diverse landscape of salt marshes, pine forests and cranberry...
MA 21.9 mi Asphalt
In the southeastern outskirts of Boston, the Hanover Branch Rail Trail connects the communities of Abington and Rockland. (Locally, the trail’s east and west halves are sometimes referred to as the...
MA 2.6 mi Crushed Stone
The Head of the Meadow Trail offers a pleasant winding route through woodlands and marshlands tantalizingly close to the Atlantic Ocean in Truro. In fact, direct access to two of the Cape Cod National...
MA 2 mi Asphalt
The Mattapoisett Rail Trail is a work in progress. As of autumn 2011, it runs for just more than 1 mile between Reservation Road at Mattapoisett Harbor and the Phoenix Bike Trail in Fairhaven, joining...
MA 1.1 mi Asphalt
The Nauset Trail offers a winding route through dense Cape Cod woodlands, providing a pleasant respite from the oft-crowded seashore and tourist hubs. The trail is entirely paved, with the notable...
MA 1.6 mi Asphalt
The Old Colony Nature Pathway is a short trail open on a former Old Colony Railroad corridor in Provincetown, a picturesque vacation destination at the tip of Cape Cod. While a longer portion of the...
MA 1.6 mi Dirt, Sand
The Old Colony Rail Trail offers a scenic recreational route through the charming towns of southeastern Cape Cod. The trail, which occupies an abandoned Old Colony Railroad corridor, stretches from...
MA 7.9 mi Asphalt
Opened in 1999, the Phoenix Bike Trail packs a surprising diversity in its 3.5 miles, passing through woodlands, salt marshes, farms and commercial and residential areas. Tree-lined for much of its...
MA 3.5 mi Asphalt
Opened in 1967, the Province Lands Trail was the first bike trail created by the National Park Service. The pathway is a challenging trek, with steep hills, sharp turns and tunnels with low...
MA 7.3 mi Asphalt
50 Quarries have operated in Quincy, "The Granite City", since 1826. This trail provides a short tour of the railway corridor where the stone was carried from the Quarries.
MA 1 mi Dirt
Curling nearly 11 miles past woodlands, marshes, salt ponds and seascape, the Shining Sea Bikeway is the only bikeway on Cape Cod to skirt the shore. Also called the Shining Sea Bike Path, the paved...
MA 10.7 mi Asphalt

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Trails by activity

Shining Sea Bikeway

MA - 10.7 miles

Curling nearly 11 miles past woodlands, marshes, salt ponds and seascape, the Shining Sea Bikeway is the only bikeway on Cape Cod to skirt the shore. Also called the Shining Sea Bike Path, the paved...

Phoenix Bike Trail

MA - 3.5 miles

Opened in 1999, the Phoenix Bike Trail packs a surprising diversity in its 3.5 miles, passing through woodlands, salt marshes, farms and commercial and residential areas. Tree-lined for much of its...

Mattapoisett Rail Trail

MA - 1.1 miles

The Mattapoisett Rail Trail is a work in progress. As of autumn 2011, it runs for just more than 1 mile between Reservation Road at Mattapoisett Harbor and the Phoenix Bike Trail in Fairhaven, joining...

Cape Cod Rail Trail

MA - 21.9 miles

The 22-mile Cape Cod Rail Trail serves up a genuine Cape Cod experience, stretching through quaint villages and along sandy beaches past a diverse landscape of salt marshes, pine forests and cranberry...

Accordion

Hanover Branch Rail Trail

MA - 2.6 miles

In the southeastern outskirts of Boston, the Hanover Branch Rail Trail connects the communities of Abington and Rockland. (Locally, the trail’s east and west halves are sometimes referred to as the...

Old Colony Rail Trail

MA - 7.9 miles

The Old Colony Rail Trail offers a scenic recreational route through the charming towns of southeastern Cape Cod. The trail, which occupies an abandoned Old Colony Railroad corridor, stretches from...

Head of the Meadow Trail

MA - 2 miles

The Head of the Meadow Trail offers a pleasant winding route through woodlands and marshlands tantalizingly close to the Atlantic Ocean in Truro. In fact, direct access to two of the Cape Cod National...

Province Lands Trail

MA - 7.3 miles

Opened in 1967, the Province Lands Trail was the first bike trail created by the National Park Service. The pathway is a challenging trek, with steep hills, sharp turns and tunnels with low...

Cape Cod Canal Bikeway

MA - 13.5 miles

The Cape Cod Canal Bikeway connects Cape Cod Bay and the communities of Sandwich and Sagamore on its eastern end with Buzzards Bay and the community of Bourne on its western end. Following both banks...

Nauset Trail

MA - 1.6 miles

The Nauset Trail offers a winding route through dense Cape Cod woodlands, providing a pleasant respite from the oft-crowded seashore and tourist hubs. The trail is entirely paved, with the notable...

Cape Cod Rail Trail

MA - 21.9 miles

The 22-mile Cape Cod Rail Trail serves up a genuine Cape Cod experience, stretching through quaint villages and along sandy beaches past a diverse landscape of salt marshes, pine forests and cranberry...

Old Colony Nature Pathway

MA - 1.6 miles

The Old Colony Nature Pathway is a short trail open on a former Old Colony Railroad corridor in Provincetown, a picturesque vacation destination at the tip of Cape Cod. While a longer portion of the...

Quarries Foot Path

MA - 1 miles

50 Quarries have operated in Quincy, "The Granite City", since 1826. This trail provides a short tour of the railway corridor where the stone was carried from the Quarries.

Bridle Trail

MA - 3 miles

The abandoned rail bed is predominantly owned by the Town of Marshfield. Sections of the abandoned rail bed are open to the public and actively used for recreational uses such as walking, running,...

Accordion

Hanover Branch Rail Trail

MA - 2.6 miles

In the southeastern outskirts of Boston, the Hanover Branch Rail Trail connects the communities of Abington and Rockland. (Locally, the trail’s east and west halves are sometimes referred to as the...

Old Colony Rail Trail

MA - 7.9 miles

The Old Colony Rail Trail offers a scenic recreational route through the charming towns of southeastern Cape Cod. The trail, which occupies an abandoned Old Colony Railroad corridor, stretches from...

Shining Sea Bikeway

MA - 10.7 miles

Curling nearly 11 miles past woodlands, marshes, salt ponds and seascape, the Shining Sea Bikeway is the only bikeway on Cape Cod to skirt the shore. Also called the Shining Sea Bike Path, the paved...

Mattapoisett Rail Trail

MA - 1.1 miles

The Mattapoisett Rail Trail is a work in progress. As of autumn 2011, it runs for just more than 1 mile between Reservation Road at Mattapoisett Harbor and the Phoenix Bike Trail in Fairhaven, joining...

Province Lands Trail

MA - 7.3 miles

Opened in 1967, the Province Lands Trail was the first bike trail created by the National Park Service. The pathway is a challenging trek, with steep hills, sharp turns and tunnels with low...

Nauset Trail

MA - 1.6 miles

The Nauset Trail offers a winding route through dense Cape Cod woodlands, providing a pleasant respite from the oft-crowded seashore and tourist hubs. The trail is entirely paved, with the notable...

Head of the Meadow Trail

MA - 2 miles

The Head of the Meadow Trail offers a pleasant winding route through woodlands and marshlands tantalizingly close to the Atlantic Ocean in Truro. In fact, direct access to two of the Cape Cod National...

Cape Cod Canal Bikeway

MA - 13.5 miles

The Cape Cod Canal Bikeway connects Cape Cod Bay and the communities of Sandwich and Sagamore on its eastern end with Buzzards Bay and the community of Bourne on its western end. Following both banks...

Phoenix Bike Trail

MA - 3.5 miles

Opened in 1999, the Phoenix Bike Trail packs a surprising diversity in its 3.5 miles, passing through woodlands, salt marshes, farms and commercial and residential areas. Tree-lined for much of its...

Mattapoisett Rail Trail

MA - 1.1 miles

The Mattapoisett Rail Trail is a work in progress. As of autumn 2011, it runs for just more than 1 mile between Reservation Road at Mattapoisett Harbor and the Phoenix Bike Trail in Fairhaven, joining...

Bridle Trail

MA - 3 miles

The abandoned rail bed is predominantly owned by the Town of Marshfield. Sections of the abandoned rail bed are open to the public and actively used for recreational uses such as walking, running,...

Cape Cod Canal Bikeway

MA - 13.5 miles

The Cape Cod Canal Bikeway connects Cape Cod Bay and the communities of Sandwich and Sagamore on its eastern end with Buzzards Bay and the community of Bourne on its western end. Following both banks...

Old Colony Rail Trail

MA - 7.9 miles

The Old Colony Rail Trail offers a scenic recreational route through the charming towns of southeastern Cape Cod. The trail, which occupies an abandoned Old Colony Railroad corridor, stretches from...

Accordion

Province Lands Trail

MA - 7.3 miles

Opened in 1967, the Province Lands Trail was the first bike trail created by the National Park Service. The pathway is a challenging trek, with steep hills, sharp turns and tunnels with low...

Phoenix Bike Trail

MA - 3.5 miles

Opened in 1999, the Phoenix Bike Trail packs a surprising diversity in its 3.5 miles, passing through woodlands, salt marshes, farms and commercial and residential areas. Tree-lined for much of its...

Cape Cod Rail Trail

MA - 21.9 miles

The 22-mile Cape Cod Rail Trail serves up a genuine Cape Cod experience, stretching through quaint villages and along sandy beaches past a diverse landscape of salt marshes, pine forests and cranberry...

Old Colony Nature Pathway

MA - 1.6 miles

The Old Colony Nature Pathway is a short trail open on a former Old Colony Railroad corridor in Provincetown, a picturesque vacation destination at the tip of Cape Cod. While a longer portion of the...

Head of the Meadow Trail

MA - 2 miles

The Head of the Meadow Trail offers a pleasant winding route through woodlands and marshlands tantalizingly close to the Atlantic Ocean in Truro. In fact, direct access to two of the Cape Cod National...

Nauset Trail

MA - 1.6 miles

The Nauset Trail offers a winding route through dense Cape Cod woodlands, providing a pleasant respite from the oft-crowded seashore and tourist hubs. The trail is entirely paved, with the notable...

Quarries Foot Path

MA - 1 miles

50 Quarries have operated in Quincy, "The Granite City", since 1826. This trail provides a short tour of the railway corridor where the stone was carried from the Quarries.

Hanover Branch Rail Trail

MA - 2.6 miles

In the southeastern outskirts of Boston, the Hanover Branch Rail Trail connects the communities of Abington and Rockland. (Locally, the trail’s east and west halves are sometimes referred to as the...

Shining Sea Bikeway

MA - 10.7 miles

Curling nearly 11 miles past woodlands, marshes, salt ponds and seascape, the Shining Sea Bikeway is the only bikeway on Cape Cod to skirt the shore. Also called the Shining Sea Bike Path, the paved...

Recent Trail Reviews

Shining Sea Bikeway

June 13th 2017 - Great trail to spend some time on.

June, 2017 by alipine

Easy to find. Most Parking lots have Porta potty.

Parking lot at North end of trail has a couple of pot-holes left over by the retreating glaciers.

Trail surface is mostly smooth asphalt. Some tree root damage in places.

As you get closer to Woods Hole the trail is busier. You get to ride thru a couple of parking lots for the towns. Watch out for cars and shuttle buses.

Spend some time exploring the towns along the trail. Find a beach and relax. Things to do abound.

Cape Cod Canal Bikeway

Spandex Not Needed. 14th June 2017

June, 2017 by alipine

Great trail. Mostly flat.

Trail goes over canal on one of the bridges. I didn't bother.

Lots of boats, Fisherman, just plain folks exercising.

Birds, Birds, and more Birds. Mostly off path.

Most bikes (modified to carry fishing gear) ridden by older gentlemen looking for a spot to cast their lines. Only saw one fish being pulled in.

The pace is SLOW...

In this case The Corps of Engineers are spending their money wisely.

Cape Cod Rail Trail

Positive - Negative - Positive June 12th 2017

June, 2017 by alipine

Easy to find Dennis trailhead - Under construction closed.

Well paved - Tree roots causing lots of bumps.

Mostly shady - What's wrong with shade on a hot day.

I look forward to visiting again.

Accordion

Shining Sea Bikeway

Shining Sea

April, 2017 by mapjp

Fantastic ride. Great Parking at North Falmouth. Excellent asphalt path. Great views of the salt marshes, cranberry fields and as you approach Woods Hole, the sea and Martha's Vineyard

Shining Sea Bikeway

Nice ride

April, 2017 by clauriat

11 miles down and 11 miles back. Great views and wildlife. Working bogs in the fall. Plus great coffee shops, restaurants and bathrooms in Woods Hole.

Shining Sea Bikeway

Nice recreational ride or walk

August, 2016 by searay97

I think the trail is great for riding or walking. I finally ended up parking in North Falmouth on County Road. Parking at Depot Ave seems easy too. I found it hard to find the parking on Oyster Pond Road and Elm Road. Woods Hole does not have much street parking if you plan to use the trail in the summer. Overall, I thought the trail was great. Nice scenic areas: the bogs, marshes, ponds and woodlands.

Cape Cod Rail Trail

Cape Cod Rail Trail

August, 2016 by jimwalent

I biked the Cape Cod Rail trail today. No facilities I the trail or on the Chatham. Be careful on the Chatham end as the trail shares local roads and isn't marked on the road. Also crossing some streets yo have to go over a curb. Overall I liked the trail, but there are better trails on Cape Cod

Shining Sea Bikeway

Simply a nice walkway/bikeway

July, 2016 by jlpcpa

If you park in North Falmouth or Woods Hole, you have almost an 11 mile end to end trail. A 22-mile round trip is well worth the time to get there as so many other trails are much shorter. I enjoy running and land paddling on the trail. I've never found it overcrowded, and there are some really nice views along the way.

Cape Cod Rail Trail

Great trail

July, 2016 by speter

I biked this trail 3 times in one week doing the entire 44 mile out and back. This trail is good for bicyclists of all experience. There are a number of starting point the two main being at Wellfleet and S. Dennis where there is ample parking.

At about the mid-point is Nickerson State Park where there are restrooms and water available.

The trail is a nature lovers delight with its many changes of woodland, marshland, etc.

Province Lands Trail

beautiful trail!

July, 2016 by hillk

It doesn't get better than this!

Shining Sea Bikeway

AWESOME trail

April, 2016 by jgb223

Beautiful, quiet flat ride along the seashore. You can even bike to Falmouth center. Perfect if you like the beaches and ocean. Great condition.

Cape Cod Canal Bikeway

Short Ride

April, 2016 by votsek

I was disappointed in this ride because the distance given is 13 miles, but that is round trip. When I do training rides I usually like a distance on the order of 25 miles. I also drove almost two hours to get to the trailhead near the Massachusetts Maritime Academy.

The trail is not a total bust. The northern trail is very suitable for a family outing. You can spend time at Scusset Beach for a picnic or snack before heading back to the trailhead. There are racks where you can lock your bikes while exploring the dunes and beach.

Be courteous and cautious because the trail has a lot of pedestrian and bicycle traffic.

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