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.
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 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...
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...
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 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...
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 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 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 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’s briny seaports, sandy beaches, delectable seafood, and diverse landscape of salt marshes, pine forests, and cranberry bogs can all be experienced from the 27.5-mile Cape Cod Rail Trail....
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 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 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...
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 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 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 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...
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 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 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...
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...
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 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 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 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 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 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...
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,...
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 27.5-mile Cape Cod Rail Trail....
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 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 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 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 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...
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...
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 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 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 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 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...
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 27.5-mile Cape Cod Rail Trail....
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 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 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 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...
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...
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 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 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...
Very nice trail within Wompatuck State Park. There is free parking and plenty of it at the Cohasset MBTA station. The trail is listed as 1.6 miles, but it is actually longer than this as my TrailLink map was showing me as being off the trail but with still some trail to be had. The trail is nicely paved and alternates from the narrow and woodsy to the wide and open. On the day I went there were a few people on the trail with me such as walkers, joggers, fellow bikers, dog-walkers, moms with strollers, etc., but it was not crowded at all.
We started the trail in East Dennis and enjoyed the scenic ride! Easy ride, well marked- this trail is well maintained compared to other trails we've ridden. Great fall day ride!
I enjoyed this bikeway very much. You end at a beach what can be better than that. Was the right amount of challenge but if you go at a slower pace can be peaceful with plenty to see
My friend and I began our bike ride at the Buzzards Bay Recreation Area. We biked the entire length of the canal, to Scusset Beach. (about 7 miles) We parked our bikes and walked to the beach, took a swim then headed back. On the way back we stopped at the Herring Run parking lot, crossed the street and had an amazing Lobster Roll at Barlow's Clam Shack! It was a perfect day! There is an amazing splash pad at the Buzzards Bay Recreation Area, perfect for families! And its free! I am going to bring my grandson next time for sure!
We have biked this trail almost every year for the past 12 years. We plan our entire summers and cottage location on the proximity to this trail.
Biked the trail out and back on 8/5/19. New west end is smooth as butter; older east and northern parts have root bumps but are fine. Consider riding your hybrid, gravel, or mountain ride instead of your skinny bike. There are many road crossings but the Cape Cod drivers are amazingly respectful. They all stop. Be very very careful anyway, of course. 5 star trail.
Great way to see Cape Cod National Park! Make a point to stop at Visitor Center for great views, Race Point Beach (saw 2 whales) and Herring Cove for fantastic sunsets. Trail is a little up and down with small dune hills, but well worth the effort. Walk it up if you need to!
This is an almost level ride from North Falmouth to Woods Hole. Many shady spots along the way, as wall as lemonade stands, restaurants, and shaved ice. Views include cranberry bogs, marshlands, and the beach. The trail is well maintained, and has many miles of smooth new asphalt. Locals have added some decorations and artwork along the way.
This trail was great. We parked at the depot lot- very rutted and busy but big. We ate lunch at the Station Grill just across the lot before we rode. That is about 4miles in from the end point in the woods hole area. We rode towards that way for views of the ocean. It was flat, fresh paved w/ road crossing well marked. The art murals were really neat. There was a port o potty along the rt also a picnic area and drinking fountain. We stopped and went down to the water in a rocky pebble beach area, most was private beach but it seemed those on bikes were welcomed; cars take up road space bikes don’t. It was very hot so we did not do the entire trail but will definitely make another trip to go back. The small restaurant where we parked was a great point due to bathroom use, friendly owner, outdoor tables, cornhole games on the out of service tracks, a water mister and the super fresh made to order simple sandwich’s with the utmost quality.
I have done the CCRT many, many times-the last being in early June , 2019. This trail was one of the best in the Northeast for a long time. Now, however, things look like they need some work. The tree roots are numerous between Dennisport and Harwich. Every 10 feet there is a jar to the body. After doing a lot of trails on the East Coast, especially in Florida, I see where the old time trails are remiss. The Southern trails tend to have rest areas along the trail where the rider can relax and get water. Usually , playgrounds and parking lots are there also. The CCRT is a real attraction to vacationers and bike enthusiasts. Putting some money into it would have a good return on investment.
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