Nantucket, MA Trails and Maps

140 Reviews

Looking for the best trails around Nantucket?

Explore the best rated trails in Nantucket, MA. Whether you're looking for an easy walking trail or a bike trail like the Cape Cod Canal Bikeway and Old Colony Rail Trail. With more than 10 trails covering 69 miles you’re bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

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Length
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10 Results
Activities
Length
Surfaces
Type

Cape Cod Canal Bikeway

13.9 mi
State: MA
Asphalt

Cape Cod Rail Trail

27.5 mi
State: MA
Asphalt

Goose Pond Path

0.1 mi
State: MA
Asphalt

Mattapoisett Rail Trail

1.1 mi
State: MA
Asphalt

Nauset Trail

1.6 mi
State: MA
Asphalt

New Bedford Covewalk

1.04 mi
State: MA
Concrete

New Bedford Harborwalk

1.2 mi
State: MA
Asphalt

Old Colony Rail Trail

8 mi
State: MA
Asphalt

Phoenix Bike Trail

4 mi
State: MA
Asphalt

Shining Sea Bikeway

10.7 mi
State: MA
Asphalt
Trail Image Trail Name States Length Surface Rating
Though the idea for a Cape Cod Canal goes back to the settlers of Plymouth Colony, the waterway didn’t begin construction until 1909. The U.S. Army Corps of Engineers took over operation and...
MA 13.9 mi Asphalt
Closure Notice: Starting March 15, 2021, the Lecount Hollow trailhead and parking lot will be closed as the DCR works on extending the trail; please consult the official project site for the latest...
MA 27.5 mi Asphalt
The Goose Pond Path, also known as the In-Town Bike Path, offers a short paved route on the charming island of Nantucket, which lies south of Cape Cod. The trail overlooks The Creeks area of Nantucket...
MA 0.1 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 New Bedford Covewalk, like the HarborWalk further east, sits atop the hurricane barrier built to protect New Bedford residents from storm surges during extreme weather. Even when it's nice out...
MA 1.04 mi Concrete
The New Bedford Hurricane Barrier was built to protect New Bedford and nearby villages from storm surge during hurricanes, but also ended up cutting off residents from the water that lay just beyond...
MA 1.2 mi Asphalt
The Old Colony Rail Trail, named after the eponymous railroad line that operated in Massachusetts and Rhode Island, offers a serene journey through quiet Cape Cod beach towns. At 8 miles, the trail is...
MA 8 mi Asphalt
The Phoenix Bike Trail cruises through a mixture of surroundings on its relatively short 4-mile journey from the heart of the historical Fairhaven seaport to woodlands and farms on the outskirts of...
MA 4 mi Asphalt
The Shining Sea Bikeway follows the route of a former railroad line run by the New York, New Haven and Hartford Railroad Company, which ran service to New York and Boston from 1872 to 1965. After the...
MA 10.7 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

New Bedford Covewalk

MA - 1.04 miles

The New Bedford Covewalk, like the HarborWalk further east, sits atop the hurricane barrier built to protect New Bedford residents from storm surges during extreme weather. Even when it's nice out...

Shining Sea Bikeway

MA - 10.7 miles

The Shining Sea Bikeway follows the route of a former railroad line run by the New York, New Haven and Hartford Railroad Company, which ran service to New York and Boston from 1872 to 1965. After the...

Cape Cod Rail Trail

MA - 27.5 miles

Closure Notice: Starting March 15, 2021, the Lecount Hollow trailhead and parking lot will be closed as the DCR works on extending the trail; please consult the official project site for the latest...

New Bedford Harborwalk

MA - 1.2 miles

The New Bedford Hurricane Barrier was built to protect New Bedford and nearby villages from storm surge during hurricanes, but also ended up cutting off residents from the water that lay just beyond...

Accordion

Cape Cod Canal Bikeway

MA - 13.9 miles

Though the idea for a Cape Cod Canal goes back to the settlers of Plymouth Colony, the waterway didn’t begin construction until 1909. The U.S. Army Corps of Engineers took over operation and...

Goose Pond Path

MA - 0.1 miles

The Goose Pond Path, also known as the In-Town Bike Path, offers a short paved route on the charming island of Nantucket, which lies south of Cape Cod. The trail overlooks The Creeks area of Nantucket...

Old Colony Rail Trail

MA - 8 miles

The Old Colony Rail Trail, named after the eponymous railroad line that operated in Massachusetts and Rhode Island, offers a serene journey through quiet Cape Cod beach towns. At 8 miles, the trail is...

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...

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...

Phoenix Bike Trail

MA - 4 miles

The Phoenix Bike Trail cruises through a mixture of surroundings on its relatively short 4-mile journey from the heart of the historical Fairhaven seaport to woodlands and farms on the outskirts of...

Cape Cod Rail Trail

MA - 27.5 miles

Closure Notice: Starting March 15, 2021, the Lecount Hollow trailhead and parking lot will be closed as the DCR works on extending the trail; please consult the official project site for the latest...

Phoenix Bike Trail

MA - 4 miles

The Phoenix Bike Trail cruises through a mixture of surroundings on its relatively short 4-mile journey from the heart of the historical Fairhaven seaport to woodlands and farms on the outskirts of...

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...

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...

Accordion

New Bedford Harborwalk

MA - 1.2 miles

The New Bedford Hurricane Barrier was built to protect New Bedford and nearby villages from storm surge during hurricanes, but also ended up cutting off residents from the water that lay just beyond...

Shining Sea Bikeway

MA - 10.7 miles

The Shining Sea Bikeway follows the route of a former railroad line run by the New York, New Haven and Hartford Railroad Company, which ran service to New York and Boston from 1872 to 1965. After the...

Old Colony Rail Trail

MA - 8 miles

The Old Colony Rail Trail, named after the eponymous railroad line that operated in Massachusetts and Rhode Island, offers a serene journey through quiet Cape Cod beach towns. At 8 miles, the trail is...

New Bedford Covewalk

MA - 1.04 miles

The New Bedford Covewalk, like the HarborWalk further east, sits atop the hurricane barrier built to protect New Bedford residents from storm surges during extreme weather. Even when it's nice out...

Goose Pond Path

MA - 0.1 miles

The Goose Pond Path, also known as the In-Town Bike Path, offers a short paved route on the charming island of Nantucket, which lies south of Cape Cod. The trail overlooks The Creeks area of Nantucket...

Cape Cod Canal Bikeway

MA - 13.9 miles

Though the idea for a Cape Cod Canal goes back to the settlers of Plymouth Colony, the waterway didn’t begin construction until 1909. The U.S. Army Corps of Engineers took over operation and...

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 - 27.5 miles

Closure Notice: Starting March 15, 2021, the Lecount Hollow trailhead and parking lot will be closed as the DCR works on extending the trail; please consult the official project site for the latest...

New Bedford Harborwalk

MA - 1.2 miles

The New Bedford Hurricane Barrier was built to protect New Bedford and nearby villages from storm surge during hurricanes, but also ended up cutting off residents from the water that lay just beyond...

Shining Sea Bikeway

MA - 10.7 miles

The Shining Sea Bikeway follows the route of a former railroad line run by the New York, New Haven and Hartford Railroad Company, which ran service to New York and Boston from 1872 to 1965. After the...

Accordion

Old Colony Rail Trail

MA - 8 miles

The Old Colony Rail Trail, named after the eponymous railroad line that operated in Massachusetts and Rhode Island, offers a serene journey through quiet Cape Cod beach towns. At 8 miles, the trail is...

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...

New Bedford Covewalk

MA - 1.04 miles

The New Bedford Covewalk, like the HarborWalk further east, sits atop the hurricane barrier built to protect New Bedford residents from storm surges during extreme weather. Even when it's nice out...

Phoenix Bike Trail

MA - 4 miles

The Phoenix Bike Trail cruises through a mixture of surroundings on its relatively short 4-mile journey from the heart of the historical Fairhaven seaport to woodlands and farms on the outskirts of...

Cape Cod Canal Bikeway

MA - 13.9 miles

Though the idea for a Cape Cod Canal goes back to the settlers of Plymouth Colony, the waterway didn’t begin construction until 1909. The U.S. Army Corps of Engineers took over operation and...

Goose Pond Path

MA - 0.1 miles

The Goose Pond Path, also known as the In-Town Bike Path, offers a short paved route on the charming island of Nantucket, which lies south of Cape Cod. The trail overlooks The Creeks area of Nantucket...

Recent Trail Reviews

Cape Cod Canal Bikeway

Awesome trail!

July, 2021 by tsyrell

Can’t ask for a better trail to ride. I love the coastal views!

Cape Cod Rail Trail

Cape Cod ROOT Trail

June, 2021 by robaust10

Way too many 2 to 4 inch root bumps.
Bring a mountain Bike.
Or one with massive shocks.
Be careful of your wrists
From Orleans to Wellfleet there must be over 250. Maybe MA should give some Fed funds to removal and steel root barriers

Old Colony Rail Trail

Great ride!

June, 2021 by ollied

Rented bikes and rode this trail from the terminus in Chatham. What a great trail. Completely paved and well maintained. Mostly level with some slight inclines here and there. Nice leisurely ride. Going past the airport was neat because I was able to see a plane takeoff and another land on the different legs of the ride.

Accordion

Old Colony Rail Trail

Nice morning ride

June, 2021 by don.sauvigne

June 2021: Jumped on the trail at the parking lot at Rt 137 and Rt 28 in Chatham, which about the midpoint of this trail. Went west to the terminus, the junction with the CCRT, about 3.7 miles, mostly flat, very scenic and quiet. From there, I turned around and did the 8 miles to Chatham, then back ~4 miles to my car. Highlights: many well marked road crossings, and just short hops on roads. For my ride, at about the 12 mile point, returning from Chatham, there is a nice breakfast stop at the Chatham airport (Hanger B) I didn't go all the way to the Chatham terminus, since the traffic was building this Saturday morning. Kudos for the air and tool station that is situated at the midpoint, where I parked, at RT 137 and Rt 28 junction!

Cape Cod Rail Trail

out of state visitor

May, 2021 by Elsa

Lovely trail excellent weather. Rosie on a Thursday before Memorial Day weekend Need more bathroom stops. One is not enough. Currently a portion of the trail is closed due to construction with no mention when it will be completed.

Shining Sea Bikeway

Absolutely Beautiful Trail!

May, 2021 by joyce.meaden

I agree will all of the others, this is a BEAUTIFUL trail. It is all asphalt, and flat. The views are breathtaking!

We are glad we took the day trip and drove an hour+ to get there.

We parked at Depot St, and there was plenty of parking (May 13, 2021 late morning)

Cape Cod Canal Bikeway

Beautiful but windy

May, 2021 by christaylor2427

Check the weather for this one, it’s always beautiful and I come here often for inline skating. The wind can play a huge factor! If you’re looking for a good challenge skating this is a good spot. Often times it will balance out, Windy and tough one way but smooth and quick the other. Overall I enjoying coming here and start at the Sagamore bridge, go down to the train bridge, make a loop at buzzards bay park, then make my way back.

Phoenix Bike Trail

Pleasant surprise at end of trail

November, 2020 by maddyk

I started at the historic fort phoenix on green street admiring the different architecture of the homes. Ride was easy, not crowded, just a bit too short. But a pleasant surprise after talking with fellow bikers. At the end of the phoenix trail, take a right onto Mattapoisett neck road, 1/2 mile on left is a cove, picnic tables overlooking the harbor. Continuing on Mattapoisett neck road 1.5 miles into a cul de sac, on the right there is a wooded trail you can bike to the water with a view of Brandt island.
The only reason i gave it a 3 was because i like a longer bike trail

Cape Cod Rail Trail

A great trail for all riders despite numerous road crossings

September, 2020 by robert.richter89

I recently rode almost the entire Cape Cod Rail Trail starting in Yarmouth at Peter Homer Park and ending at its terminus in Wellfleet. The entire path is paved, mostly shaded, in near perfect condition and is wide enough to accommodate many people using the trail. There are many trailheads that allow you to ride the trail for as long as you'd like. Orleans is a perfect stop to get something to eat or visit the bike shop there.

There is one short on road section that was very well marked and offered a wide bike lane to protect riders. There are numerous road crossings throughout the trail most of which are quiet two lane roads that were very lightly trafficked even on a Saturday but there are a few that were busier intersections. I must say that all of the drivers were beyond respectful to the trail riders, some of the best drivers I have interacted with and I have rode trails in many states along the east coast.

The trail was very busy on a lovely Fall afternoon, just be courteous and patient when passing and you will enjoy the Cape Cod Rail Trail!

Cape Cod Rail Trail

epic

September, 2020 by xpn334

I’m not use to long distance riding, I parked in wellfleet and rode all the way to Dennis and back. Beautiful trail especially near the Brewster area where you can go swimming and plenty of places to eat along the way

Old Colony Rail Trail

Awesome trail

September, 2020 by safifamily101

Trail for all levels. Fun with the family.

Cape Cod Canal Bikeway

perfect for bike riding

August, 2020 by chrisperry781

Perfect place for bike riding. I’m one who does not like to bike on streets and this is the perfect place. Two paths on both sides of canal. Biked both and they’re both great. Parking at either end on both sides. Will definitely be back.

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