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 17 trails covering 89 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 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 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...
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...
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....
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 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 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 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...
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...
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...
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 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 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...
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 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’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 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 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 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 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 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...
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 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 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...
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...
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 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...
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 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 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 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 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 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 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 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 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...
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 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.
I had wanted to do this trail since I was a kid. I took my family out on it and completed the entire trail in two days. I documented the entire trek. The best stops to make start in Orleans. If you want a perspective of what it is like here is a video. https://www.youtube.com/watch?v=jYPiNHN9P1g
I also extended the end and biked to the Beachcomber in Wellfleet. totally worth getting a beer at the end.
A lovely walk through the foliage. Paved in some parts and crushed rock in others. Not too busy. Quiet, but still close to civilization.
The extension mentioned is now open. It's beautiful and well worth the ride. Early to mid October is a great month for the western portion because you can catch Cranberry bogs being harvested. The views from the Bass River bridge are terrific too.
This trail was so much fun to ride! The hills are fun and the scenery is gorgeous. The trail is very well maintained and well marked with signs to remind you where you are and where the next turn will take you. I can't wait to return and ride it again.
The Western section of the trail is not yet all open. The description here is correct, but the trail map includes sections that are not yet open. The trail is open between North Maine St. and Peter Homer Memorial Park. It is finished but not yet open where the new bridge crosses over the Bass River. At Station Ave the new very large parking lot is complete and open. The far western section from Peter Homer Park (Forest Road) has not been constructed but shows on the trail map.
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