Great trail that has something for everyone. Bugs can be really bad especially at the top so be prepared to get to the spectacular views and then turn back quickly. I’d still highly recommend.

hiking
bugs
muddy
1 day ago

Great trail with plenty to see along the hike to a great view. Some mud in spring but manageable and well maintained.

hiking
muddy
1 day ago

A very fun trail! Not too difficult though very steep for some stretches (made much easier with trekking poles). Lots of signage makes it easy to follow even through overlap with other trails. Muddy areas and several brook crossings but most had rocks/wood to walk over. Nice and shady for the majority of the trail. Not many bugs for a mid morning hike. Very rocky at the top - our pup slipped around a few times so be cautious if you’re bringing a canine companion but definitely a cool reward for your climb! We couldn’t seem to find any clearings for a nice landscape shot near the top like many photos I’ve seen from this trail. Looks like we’ll have to try again and keep looking for that spot!

hiking
2 days ago

Great Trail! Beginning was a little weird going under the tunnel but it was short, after that it was a beautiful hike! Lots of water and mixed terrain. Overall a great hike. Good lookout about a mile before the actual summit but summit is still beautiful with the tree line!

hiking
2 days ago

Life changing!!!!! — NOBO Hobbit 2018

hiking
bugs
4 days ago

It was a perfect distance/incline for kids. 5/30 the bugs were pretty much unbearable. Looking at the 3 pictures I took the view would have been excellent from the top but I couldn’t see through the black flies and we couldn’t bear spending more than a minute at the top. If there are black flies on the first 0.5 miles then turn back, it gets worse, it’s not worth it!

hiking
4 days ago

Enjoyable trail that is a decent challenge and fairly quick. It took us 55 mins up and 42 minutes down. Trail is on a two track road (if your feeling lazy and have a off-road vehicle/Jeep you can just drive it). Beautiful cascading waterfall very early on that is definitely worth the quick stroll off the path to get closer. There are a few off shoots of other trails but just stay on the one that looks most vehicle friendly (or the widest). Fairly steep but not too bad most the way and flattens out a bit before you reach the top. Footing a bit unforgiving as it isn’t a true hiking trail but manageable. The sign is easy to miss as others mentioned but one way to help is there is a trail that shoots off dead left with a sign after the trail levels out a bit. Just past the sign on your right you will see the red sign on a tree that reads “look up” and further up the same tree another sign reads “Prospect Rock” and points right of the trail. Then you just walk down a little path thru some trees and you can see the opening and “Prospect Rock” as well. The views of Manchester, Mt. Equinox, Dorset Peak and the Northshire valley in general are magnificent!

hiking
bugs
5 days ago

Great hike- very well marked. The first 4 miles up the mountain were hard. 3-4 very steep stretches closer to the top but impossible. Took about 2 hours. Also a few very rocky parts. Definitely a workout. On a sunny day bring a lot of water!!! The trip down- much easier. Was essentially downhill or flat the entire time. Much easier than the strenuous uphill. Took about an hour and a half. Overall so pumped that we did this!! A great hike.

hiking
bugs
5 days ago

Great short trail for families with great quick views as you cut through Snow Bowl. Could be a bit steep for little hikes but our 4 year old managed. The lake looks wonderful to swim in but the bugs were awful on our day and the kids were getting frustrated by them.

hiking
bugs
muddy
8 days ago

Really nice hike- trailhead very easy to find and scenic views at the top!

We could not find the trail head based on the app info. We stopped at the place that was designated but it was an auto body shop and they said several people go there looking for the trail! Very disappointed

Great trail except a lot of dogs allowed off leash.

on Skylight Pond Trail

hiking
bugs
muddy
snow
8 days ago

Nice trail with switchbacks that help put it on the easier side of moderate. Bugs are coming out now, and there was still mud and snow and ice on sections of the trail. About 2 hours and 36 min round trip with a snack break at the cabin by the pond.

hiking
bugs
muddy
rocky
8 days ago

Nice trail it was pretty steep came out to a beautiful waterfall really fun trail.

hiking
private property
9 days ago

Bunch of trail options from the entrance. Basic loop is easy, well trailed, and shaded the whole way. If you go off to one of the other trails, chances are you’ll run into private property. Still accessible but be aware. Beautiful piece of property all around. At some high points you can see NY & VT.

hiking
9 days ago

Main entrance / parking lot is closed, we used the overflow parking area. Very pleasant hike, beware of roots. Visible and well marked trail.

hiking
9 days ago

Decent trail. About a half mile up, you come to an intersection. I was very confused about which way to go, as there was no directional. One path went straight up; the other path went to the right. Take the path to the right. Near the end, it does get steep, but it's not anything that I've never seen on other hikes before. The very top with the lookout and the 360 view is nice, but there's not much room at the top, so be prepared for that if you go on a busy day. I read reviews on other sites from a few years ago about timber rattlesnakes, but I have no idea if they are still around.

hiking
10 days ago

Pretty boring but has a nice view at the top. The waterfalls make it interesting. The bigs were out in full force

hiking
muddy
rocky
washed out
10 days ago

Took AT from the lot on Route 4 to the Willard parking lot, hitting Deer Leap Overlook and Mountain on the way back. Totaled around 7 miles and 1,800-1,900 elevation. Good ROI on this hike with an awesome view, well maintained trails and a solid mileage/elevation combination. The ascent up Deer Leap Mtn is a good sweat and the rest is really conducive to some quick mile splits. When I’m not looking for a grueling ascent up Killington or Pico this is the pick!

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