Looking for the best trails around Dennis?

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 20 trails covering 160 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.

Recent Trail Reviews

Shining Sea Bikeway

Trail is partially closed

October, 2024 by janellhome

I love this trail, but right now part of it is closed for utilities repair. It will not be open until March 2025. You can still go for a ride, but you will have to take a detour on the street.

Shining Sea Bikeway

so much fun!!!

October, 2024 by jsosnik

And on the beach, a million horseshoe crabs…

Shining Sea Bikeway

Nice...some bumpy sections to watch for

September, 2024 by ccarlsonnh

Enjoyed my ride on this trail. One sees the "shining sea" for maybe a mile and a half or so the rest being village, woods, and wetland views. There are some pretty big bumps in some areas due to tree roots. One in particular nearly bounced me off and they are not marked well. So, keep hands tight on handlebars and pay attention. Sandwich shop/bakery in Woods Hole is awesome!

Accordion

Shining Sea Bikeway

excellent trail for bike!

September, 2024 by bjlord

I would want to return due to the diversity of trail. From sea to shining sea, says it all.

Cape Cod Rail Trail

nicely paved

September, 2024 by daniellefort

Not as scenic as I was hoping for but still a nice ride through the trees. Nice to be on a paved trail too. Many options to pull off the trail for a bite to eat.

Hanover Branch Rail Trail

Great for walking most intersections are low traffic areas. Peace and quiet in the middle of town.

September, 2024 by buckley02

Great for walking most intersections are low traffic areas. Peace and quiet in the middle of town.

Province Lands Bike Trail

Beautiful ride

August, 2024 by fsjrmmkwjs

Easily the most beautiful trail I’ve ridden on. E-bike made it easy. Not crowded.

Martha's Vineyard Bike Trails

biking bliss

August, 2024 by elizabethcoslov

I have been using this bike/run trail for 13 years. You can zip around the island on a beautiful, private trail. There are some spots in towns that put you on the road- or places that you need to cross a road. from our house, I can jump on the trail and happily head all over the place. I used to put my kids in a bike trailer and ride them all over the island. Certain years for barrack obama and his family have been on the trail with their secret service agents. I was engaged on this trail after a 10 mile round trip ride into edgartown to dine at seafood shanty. please don’t let bad review discourage you from testing out the trail!

Old Colony Rail Trail

Great Trail

July, 2024 by herbertronald140

Trail starts just outside downtown Chatham near Veterans Field. There are lots of road crossings but traffic stopped in all cases to let us go. Also some places to grab a bite on the trail of you need a break.

Shining Sea Bikeway

Nice trail beautiful scenery nice trail to do if you got a couple hours to spend and you're on the cape on vacation

July, 2024 by lgavini508

Nice trail beautiful scenery nice trail to do if you got a couple hours to spend and you're on the cape on vacation

Cape Cod Rail Trail

Very nice trail a lot of wonderful scenery plan on spending the whole day or a good part of it must do if you're ever on the cape

July, 2024 by lgavini508

Very nice trail a lot of wonderful scenery plan on spending the whole day or a good part of it must do if you're ever on the cape

Cape Cod Canal Bikeway

Beautiful trail if you're on the cape nice getaway following the canal wonderful restaurants at the end on the sandwich side

July, 2024 by lgavini508

Beautiful trail if you're on the cape nice getaway following the canal wonderful restaurants at the end on the sandwich side

Find Nearby City trails

Accordion

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