There is a good sized dirt parking area here with security lights. A trail map is located at the…read moretrail head and the paths are very clearly blazed. You can see they have been through and cleared winter debris from the trail. The terrain is rocky with plenty of roots and has a slight incline. Nothing too strenuous. An excellent location to get into the woods for a quick day hike.

This is such a hidden gem! I would def recommend making the trek out to enjoy it. We followed a…read moreroute on all trails but took our own way sometimes too making our hike about 6 miles. It wasn't very green yet but we cannot wait to come back in a month. There were some deer tracks, two garter snakes, a frog, and lots pretty birds. Oh and a crab! Our pup did great too. Make sure to check for ticks. We found a few on him!

Before our visit to Martha's Vineyard, I did a little research on-line to determine what is worth…read moredoing during our 4-day stay. Hiking and biking are our main activities, with possibly a day of kayaking thrown in. I decided that one day of hiking would consist of hiking both the Great Rock Bight and the Menemsha Hills Reservation. I wish I had put as much time and effort into researching HOW to do the hikes as I did in selecting which hikes to do, as these trails are not so easy to find. We asked at our hotel (Pequot) for maps of hiking trails and found that they didn't have any. I drove west on N Road assuming that there would be signs for these popular hiking trails, but there were none. We made it all the way to the Menemsha Beach and parked. As we knew that the hiking trail ends at the beach, we figured it would be just as nice of a hike to start at the beach and end on the hilltop. There is a Texaco Station across the road from the end of the hiking trail and I asked them for a trail map. Can you believe not only did they not have maps, they didn't know about the hiking trail or so they said. So we winged it and began hiking from the statue of the man spearing a swordfish across the marsh and up the hill until we somehow lost the unmarked trail. We eventually came out to N Road and asked several people until we finally got lucky and asked a local on a bicycle. He directed us to take Prospect Hill Road saying it leads to the hill and the trail to the beach. We never would have guessed because of the signs that said "private property" and "no trespassing". Apparently the locals want to discourage the tourists enjoyment of this natural beauty. Once on this road we never saw any signs in English for trails, but we did see one tree that had a series of trail markers, which were useless without a map showing the key. We hiked all the way to Gosnold's Way as far as we could go. We saw some trails meandering here or there off the road, but none seemed to call to us, "this must be it". So we turned back toward N Road. Less than a quarter of a mile before we reached N Road, we noticed a steep incline on our right leading to a hilltop. It turned out to be Prospect Hill which is one of the highlights of this trail. We had unwittingly hiked miles past it. There were no signs, just one lonely bench at the summit. We rest there an hour or so and then retraced our steps back to the beach. As for beauty, the place is excellent. But the only signs are to discourage rather than help hikers. Plus I don't recall seeing anyplace on Prospect Hill Road or Gosnold's Way you can park. If you do this hike I strongly advise you to do your homework.

A hidden jewel…read more Prospect Hill in Menemsha Hills is either the highest or second highest point on the Vineyard. I'm not sure because I have heard both. It's only 300 feet high, yep it's not exactly a mountain but since the whole island is basically a glacial moraine, not bad. Heard all kinds of tales about people putting dirt and rocks on the top to keep it the highest point. As with most island tales I am somewhat skeptical but there are a bunch of boulders on the summit that do look like someone took the trouble to move them there. The entire reservation is over 200 acres and a absolutely fantastic place to hike. Anyone interesting in nature will love this place, ancient oaks, cherry trees, maples and a lot of shrubs and plants with names I'm not familiar with. Plus tons of obvious glacial evidence and debris. The whole trail is probably a little over four miles but with a lot of ups and downs. Two hills to negotiate and lots of curves and rocks to go over. Not very many flat places so the four miles is longer than it seems. Bring tick repellent because the nasty little things always seem to appreciate cool places like this. At the eastern most part of the trail you arrive at the magnificent Great Sands Cliffs, with incredible views in every direction. You can then climb or more likely slide down the slope to the beach. A great place to swim if you respect the water and don't get yourself killed. Menemsha Reservation and Prospect Hill are hidden jewels, even in the busy tourist season virtually no one goes here. The best places on the island always seem to be the ones least frequented.

A great little trail for you and your pup maintained by the Nantucket Conservation Foundation. It's…read morea little over a mile up from Cliff Road to the cliff. Enjoy breathtaking views and watch the boats come in to Nantucket harbor. The area used to be an old golf course, called Tupancy Links. Today, it is dog heaven - there's plenty of space to for your dog to run, and it's encouraged. Walk, bike, or drive there- there's plenty of parking as well.

Wasn't a planned stop, but I saw it on the way home and I stopped and took a look. I am so glad I…read moredid. I'm not exactly a nature or trails person, but I enjoy one from time to time. Loved this one. It's unique in the sense, there is a platform slightly raised off the ground you walk on, so you don't have to worry about ticks, weeds, tree roots, and other creepy crawly things as much. without a doubt if your a nature person you should check it out.

Took my twin daughters here today. The weather was perfect. The trail was short enough that they…read moredidn't get tired or bored. Bonus was the kids playground across from the trails. They had a blast.

Beautiful place to walk and look for little treasures along the way. Dog friendly so be prepared…read morefor some canine interaction.

Great well manicured trails for some easy hiking. We started from the parking lot at Highfield Hall…read moreand hiked to Icehouse Pond. Trails are fairly well marked and maintained. Not exactly a challenging hike but good if you're just looking to get some steps in and enjoy nature. Don't miss the gardens at Highfield Hall as well: beautiful flowers and grounds.

This is the second summer my husband and I booked a tour with Peter. This year we went to Smiths…read morePoint. It's amazing, after 14 years of vacation on Nantucket, Peter can still surprise us with locations we have never seen on this magical island. Peter is a wonderful tour guide, he is personable and extremely knowledgeable on the history of Nantucket. We absolutely enjoyed our walk, it was the perfect way to start our day. Nantucket Walkabout is a MUST DO, and will be on our list again next summer.

We really enjoyed our guided walk with Peter Brace! Peter's love of Nantucket and knowledge of…read morethis beautiful island's ecology and history are impressive. You've experienced the beaches, the food, the architecture and gardens, the bike paths--before you leave, be sure to take a walk with Peter to see Nantucket from another perspective. Highly recommend!

The Ephraim Hunt Ministerial Land is a conservation area maintained by the Rehoboth Land Trust that…read moreoffers several well maintained pathways through the local woodlands. At approximately 64 acres, this land is a quiet, peaceful place to stretch your legs. Tucked away on Pond Street, there is a dirt parking lot that allows several cars to pull in off the road. The land was purchased by the Rehoboth Land Trust when the Congregational Church at the center of town required funds to repair their sanctuary ceiling and steeple. Wanting to maintain the land as undeveloped, this area remains open to the public to soak in the sights and sounds of nature. Hunting is allowed on the property in-season so be sure to take precautions, as appropriate. Swamps, old fields, brooks, and a high knoll mark the land. A map of the area greets you when you pass through the main gate, though I feel like there were more trails than what was pictured. All-in-all, there are only so many ways to go so its hard to get lost. There are some ups and downs and a lovely little boardwalk that helps you traverse some of the wetlands. The trails were very well maintained and easy to traverse - the blue to orange path gives you a nice loop through the land. The furthest end of the loop skirts the Rehoboth Village Cemetery if you want to make a quick detour.

This hidden gem has 2-3 miles of wooded trails for trailing running, dog walking, and light hiking…read more While the paved rail trail and the small beaches along the way are fun to explore, it's the wooded trails that are a win for me when I want a shaded run that's easy on the knees. Trails are well maintained and easy to navigate. Parking is available from the Main St Rail Trail Lot. For the wooded trail, you can either access it from the smaller secondary lot or take the main Rail Trail about a quarter mile down towards the river until you start seeing small paths on your left. There is a dirt service road with power lines running parallel to the rail trail that you will cross over. These power lines will also help navigate you back if you get turned around. I had to knock of a star because the trails are not marked so you can get turned around. Luckily the loops are short so you can't get too lost but don't be surprised if you end up in someone's driveway or come across a dirt road you weren't expecting. There are a few spots along the loops that have benches if you want to take a break and enjoy the views.

Great place to walk the dog. Beautiful views of the river and marshes along the way. However,…read moretrails are not well-marked so you're never sure exactly where you are (as a newbie). Clear trail markers would be very helpful. Though there were several dogs off-leash, most were controlled by their owners. Definitely worth a visit!

Moshup beach is absolutely breathtaking! Pictures don't capture the beauty I saw firsthand. I came…read moreon an early Sunday morning in May and had the entire beach to myself. The beautiful color drenched cliffs, the roaring waves crashing effortlessly against the rocks, and the powdery soft sand caressing my feet made for the ultimate relaxing experience in nature. It was almost surreal. There's a destinated parking lot down the road so anyone with mobility issues may find it hard to access. There were no bathrooms, food, or beverages available unless you make the trek back up to Aquinnah cliffs (15 min walk uphill). There's supposedly a section that's designated as a nudist beach but I didn't see it. Moshup is a bare bones but stunningly beautiful beach, a must see while on Martha's Vineyard!

Beautiful beach that abuts the red cliffs of Aquinnah. We spent about 2 hours here in the late July…read moreafternoon and it was pretty empty. Nice big swath of soft sand, some rocks in the water. Easy parking - $30/day with a well groomed path to the beach.