Explore the best rated trails in Dennis, MA. Whether you're looking for an easy walking trail or a bike trail like the Old Colony Nature Pathway and Bridle Trail . With more than 18 trails covering 91 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.
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...
Constructed in 1967, the Province Lands Bike Trail is the first bike trail ever built by the National Park Service. The trail, located at the northern tip of Cape Cod, features steep hills, sharp...
The Whitney Spur Rail Trail runs from just north of the MBTA’s Cohasset Station through dense woodlands to the edge of Wompatuck State Park. The corridor was originally a spur off the Old Colony...
Norwell is a suburb about 30 minutes' drive south of Boston, Massachusetts. It is home to the Norwell Pathway, a 2-mile non-motorized trail that was constructed to give residents an alternative way to...
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...
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...
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...
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...
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...
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...
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...
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...
The Alfred J. Lima Quequechan River Rail Trail, which was formally known simply as Quequechan River Rail Trail travels along the northern shore of scenic South Watuppa Pond. The project created a...
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...
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...
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...
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...
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...
The Whitney Spur Rail Trail runs from just north of the MBTA’s Cohasset Station through dense woodlands to the edge of Wompatuck State Park. The corridor was originally a spur off the Old Colony...
The Alfred J. Lima Quequechan River Rail Trail, which was formally known simply as Quequechan River Rail Trail travels along the northern shore of scenic South Watuppa Pond. The project created a...
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...
Marshfield's Bridle Trail follows a former railroad bed through a tree-lined corridor. It begins at the town's Dandelion Park and heads north. Its compacted dirt surface is best suited for walking,...
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...
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...
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...
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...
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...
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...
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...
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...
Norwell is a suburb about 30 minutes' drive south of Boston, Massachusetts. It is home to the Norwell Pathway, a 2-mile non-motorized trail that was constructed to give residents an alternative way to...
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...
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...
Constructed in 1967, the Province Lands Bike Trail is the first bike trail ever built by the National Park Service. The trail, located at the northern tip of Cape Cod, features steep hills, sharp...
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...
The Whitney Spur Rail Trail runs from just north of the MBTA’s Cohasset Station through dense woodlands to the edge of Wompatuck State Park. The corridor was originally a spur off the Old Colony...
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...
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...
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...
Marshfield's Bridle Trail follows a former railroad bed through a tree-lined corridor. It begins at the town's Dandelion Park and heads north. Its compacted dirt surface is best suited for walking,...
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...
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...
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...
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...
Constructed in 1967, the Province Lands Bike Trail is the first bike trail ever built by the National Park Service. The trail, located at the northern tip of Cape Cod, features steep hills, sharp...
The Alfred J. Lima Quequechan River Rail Trail, which was formally known simply as Quequechan River Rail Trail travels along the northern shore of scenic South Watuppa Pond. The project created a...
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...
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...
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...
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...
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...
Norwell is a suburb about 30 minutes' drive south of Boston, Massachusetts. It is home to the Norwell Pathway, a 2-mile non-motorized trail that was constructed to give residents an alternative way to...
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
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.
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.
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)
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.
Quiet, hidden trail. No obstructions and could navigate well on snowpacked gravel trail. Was a relaxing walk as there were no unleashed dogs or unmasked people.
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
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!
Did this trail 3 times in two days that is how great it is!
This is one of my favorite trails. It’s a nice paved trail that crosses a few streets, an intersection, The Rockland Police Dept, and is surrounded mostly by trees.
It's a nice little ride but interrupted by a number of street crossings.The southern end is behind the CVS on Ocean Street (rte 139) in Marshfield. The northern end is behind Marshfield Auto Body on Station Street off of Summer St. Parking at the northern end is limited. There is no signage that identifies it as the Bridle Trail on either end.
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