Brewster Trails and Maps

111 Reviews

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
12 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

22 mi
State: MA
Asphalt

Hanover Branch Rail Trail

2.6 mi
State: MA
Asphalt, 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 Bike Trail

7.3 mi
State: MA
Asphalt

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
Cape Cod’s briny seaports, sandy beaches, delectable seafood and diverse landscape of salt marshes, pine forests, and cranberry bogs can all be experienced from the 22-mile Cape Cod Rail Trail....
MA 22 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 Asphalt, 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
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

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...

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...

Accordion

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 Bike 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 - 22 miles

Cape Cod’s briny seaports, sandy beaches, delectable seafood and diverse landscape of salt marshes, pine forests, and cranberry bogs can all be experienced from the 22-mile Cape Cod Rail Trail....

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...

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 Bike 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...

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...

Accordion

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 - 22 miles

Cape Cod’s briny seaports, sandy beaches, delectable seafood and diverse landscape of salt marshes, pine forests, and cranberry bogs can all be experienced from the 22-mile Cape Cod Rail Trail....

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...

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...

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...

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...

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...

Province Lands Bike 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...

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,...

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 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...

Accordion

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...

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...

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...

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...

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...

Cape Cod Rail Trail

MA - 22 miles

Cape Cod’s briny seaports, sandy beaches, delectable seafood and diverse landscape of salt marshes, pine forests, and cranberry bogs can all be experienced from the 22-mile Cape Cod Rail Trail....

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...

Recent Trail Reviews

Hanover Branch Rail Trail

Has been partly Paved!

September, 2017 by wa1zuf

The mid-section of the trail has been paved for maybe a mile. Very Nice !

Shining Sea Bikeway

One of my favorites.

August, 2017 by lughnerson

Dateline June 26, 2017, perfect weather, clear in the low 70's. Camped in Sandwich, MA and went to a different bike trail every day. This was the best. Starting in N. Falmouth, a bike shop close by, the trail goes through pine barrens, past cranberry bogs, inlets of bay, directly on/by a nice beach where lots of bikers stop, and down to Woods Hole for refreshments. On the way back took a detour through Falmouth, past another bike shop. One of my favorite rides ever.

Mattapoisett Rail Trail

Part of the Phoenix Bike Trail

August, 2017 by lughnerson

Short and wonderful. Very smooth and gentle hills. I could not tell where this one and Phoenix joined, so it was all one to me.

Accordion

Phoenix Bike Trail

Short but worth it

August, 2017 by lughnerson

This is just a really nice suburban bike path with some lovely scenic vistas. I spent 3 days in Cape Cod, doing a different bike trail each day. This was the last and shortest. It was really a nice way to end my trip, see some vistas of Cape Cod Bay and those new to me wind turbines. At one point I was riding almost directly underneath one and could hear the gentle sound of the rotating blades. There is one very cool stop that is a concrete pier looking onto a bay marsh.

Shining Sea Bikeway

Great Walking Trail

August, 2017 by patscanlon1600

Love this walking trail...does anyone know distance from Quaker Road entrance of bike path to Peter Pan bus station on Depot
Street in Falmouth, MA?

Cape Cod Rail Trail

Dennis to Orleans is nice.

August, 2017 by ellenkillam

We did this trail in 2 days, Dennis to Webster then Webster to Wellfleet. The trail is nice and scenic Dennis to Orleans because you go by some ponds. There are some nice beaches and a state park where you can cool off. There is not much scenery from Orleans to Wellfleet. At the end of the trail in Wellfleet there is a general store and port a potties. You would have to ride about 2 miles on route 6 which is very busy or go about 5 miles on very hilly roads to get to any restaurants and that is pretty much all there is in Wellfleet. I suggest take a break at the end, get some food at the store, then head back. Or just go to Orleans. If you do go into Wellfleet and come back route 6 go all the way to the Marconi Beach turnoff where there are walk lights for an easy crossing.

Shining Sea Bikeway

Great trail

July, 2017 by dimasboy

It's another awesome bike path on the Cape. Watch out for frost heaves and roots causing bumps. It could also be a little overgrown out of the season but it's usually in pristine condition between May and October (when it's also pretty busy).

Old Colony Rail Trail

Great trail

July, 2017 by dimasboy

Great trail, mostly flat and very scenic.

Cape Cod Canal Bikeway

Great trail

July, 2017 by dimasboy

Flat and fast, very scenic.

Shining Sea Bikeway

One of the better rail trails

July, 2017 by wrateman

Rode this on 7/16/17...my wife is not a big bicycle rider and she loved this trail. The length is about right for her to feel she got a nice ride in, and pretty flat.

We started at Falmouth Village/Depot Ave (#7 on the map) and rode up to the top (#16) to meet some friends. We then rode down to Woods Hole.

A friend who was on earlier than us (we started ~8:40) said they had been unable to continue through to Woods Hole due to a triathlon. But by the time we rode it was fine.

I suggest locking your bikes at the racks as you exit the parking lot and not try to bring them w/ you into Woods Hole. (could use more racks)

I would also recommend a clear sign to get over to Nobska Lighthouse. Some of the group had wanted to detour but missed the turnoff.

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.

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