Find the top rated running trails in Woods Hole, whether you're looking for an easy short running trail or a long running trail, you'll find what you're looking for. Click on a running trail below to find trail descriptions, trail maps, photos, and reviews.
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We took our bikes over to Marthas Vineyard on the Steamship Authority ferry out of Woods Hole on May 5, 2026. We had parked for free 3.5 miles up the on the Shining Sea Bike path in Falmouth. We landed in Vineyard Haven at 11:30am and made our way from the ferry to the Forest Bike loop. It was 3 miles from Ferry to the path. We walked our bikes for the first half mile to get out of the downtown traffic as the sidewalks were quite narrow. Once we got rolling it took us about half hour to get to the start. Once on the path it was quite easy to follow the loop. We went past the airport and many fields and secluded homes. We brought our own food and water, but there was a convenience store at the airport on the first stretch on Barnes road. It was about 63 degrees out with stiff winds of 20+ miles per hour that the trees helped to minimize. The path was good in most places with some cracks in the asphalt that we tried to navigate around. Some rolling hills along the way, which we walked up a couple to avoid over doing our knees. It was a beautiful Tuesday afternoon and we only saw one other bike and 3 people walking in our 10 mile loop. The ride back to the ferry was far easier than the ride out as it was mostly downhill. I rated the ride a 4 of 5 only because it was a bit difficult to get from the ferry to the bike path, other than that it was a great paved trail.
Came here for my first skating trail as a beginner it was great! Lots of sticks around so beware of your step but other than that will be coming here a lot more! Loved it
This trail needs open parking spaces! Most of the parking spots are blocked off!
don't see bathroom in the parking lot
If you notice the RTT Map you will notice the island bike path is badly fragmented. A Bike Path ends & no signage to show where it picks up again. It will spit you out on a busy highway making it a nerve racking ride not knowing how long you will be in the middle of the busy highway. Be safe!
This is a multi use bike trail for everyone to enjoy.
Did this in August. The trails are well kept, a bit challenging but the views are incredible! You can ride right into ptown and avoid parking hassles and expense.
Trail is well maintained, very few bumps, and flat. It's listed as 6.6 miles long but I clocked it at closer to 7.5 miles. I gave it 4 stars because it's not really a very scenic trail.
Went on a ride just after 1pm. There were a lot of people. Some are so clueless that there are others that might want to use the trails. On a 90 degree day there were kids path side selling cold drinks and ice cream. At least they are out of the house. Path condition was nice. The path is maintained nicely and it’s clean. Wish there was a trash a can of two or few along the path as I saw many doggie poop gabs just left on the side of the path. Over all it was a good ride. Next time I would go in the morning or late evening to see how the crows is. Enjoy!
It is such a lovely trail. The view is gorgeous, either from the ocean or from the land. It goes through a few towns, all lovely and friendly. There are shops along the trail for you to stop by for ice cream, coffee or lemonade. There are a few road crossing, but the cars are very friendly and stop to let cyclists cross. The destination Bristol is just beautiful! Some areas are in the open, so the wind can be your friend or not …..
It’s a nice paved path, shaded half way through. Good for families with kids. Parking is free but though to find, suggests keep following the path till you find parking. There are several options along the way from the eastern end of the trail. Few food and restroom options, within coffee or mall shops. Public restrooms are very limited at least when starting from east end. We went only half way and back, with kids. Looking forward to finish the second half soon.
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