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Dennis Hill State Park

4.5 (2 reviews)

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7 years ago

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Kaaterskill Falls - March 2026

Kaaterskill Falls

4.6(166 reviews)
72.3 km

The falls are truly incredible…read more The trail down to the bottom of the falls, is a bit tricky. But so incredibly worth it. I would suggest not to believe the sign saying 189 steps.... it is definitely more! Take drinking water because you'll need that for sure. We went back in August and the heat was definitely there. The parking lot was pretty packed but throughout the trails people were pretty evenly spaced out. Not so much at the base of the falls themselves but there was still plenty of room to move around freely.

One of the tallest waterfall in NY, similar height to Taughannock Falls. Physical requirement is…read moredifferent tho, Kaaterskill Falls has about 500foot of elevation change and a lot of slippery stone steps at the end, if you come here when the weather is still cold. Parking: most people park at the Laurel-House Road parking area, because it is the closest. Or you can park at Mountain Top Historical Society, the old train station, which an extra mile. Starting from the old railroad station is nice, you can still see some old tracks on the ground. Walk to the overlook is fairly easy, once you get to the start point of Lower falls junction, it is where you need to be prepared. I recommend hiking shoe, especially in colder months where the ground is wet and iced. When you reach to the stone steps, they can get slippery. I am surprised no one fell in late March. Half of the steps were cover in ice and people were wearing regular sneakers. Once you reach the base of the two tier falls, the view is tremendous. If water levels are high, you can feel the energy of the water. There is a lot of spray from the falls when you get close. There is short trail to the middle tier pool. It was iced up during winter, spikes will definitely be useful. The end was amazing too. So close to the lead of the waterfall. You can keep going and follow Escarpment trail and follow the edge of the valley. There is monument for fireman Frank Layman who died during firefighting in 1900, at his monument, you can see route 23A bend around mountain. And if you keep going, there are a couple viewpoint to overlook the valley. Nice break points to enjoy the view and rest your legs.

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Kaaterskill Falls - View Of Stream

View Of Stream

Kaaterskill Falls
Kaaterskill Falls

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Bash Bish Falls - Waterfall blocked by unnecessary protection.

Bash Bish Falls

4.3(70 reviews)
30.5 km

It took me three attempts over three days to make it all the way to the waterfall, but it was so…read moreworth it! I took this journey at the start of February, and there was tons of snow on the ground. On the first day, I arrived at the Massachusetts parking lot around 3 PM I figured I had a good two hours before sundown. I turned back after walking a short way down the trail because it was so steep, I thought I was going to tumble into the river. When I got back, I watched a video of someone hiking on the Massachusetts side, and I realized that the trail is normally full of stairs This makes sense because it's very steep and that's why it's so short but because of the snow, the stairs are covered up I would definitely not recommend using the Massachusetts side in the winter On the second day, I got to the New York parking lot around 2 PM. I made it about halfway down the much more gradual and scenic trail before I turned back. I turned back because the sun disappeared behind the mountain, and it was dark and windy On the third day, I got to the New York side at 11 AM. This time I realized that the top of the trail is just always dark and windy because it's in a corridor between two mountain peaks. So I pressed on. It took me about one hour to get to the end of the trail. I walked pretty slowly and stopped to look at nature a lot. If you are not someone who is super confident staying on the path in the forest, these are fairly easy trails because it's just a straight line the whole way there and you are following the river the whole time. I'm so glad I didn't give up because the falls are one of the most beautiful magical things I've ever seen Instead of water flowing down through the ice, it was snow and slush bursting through the sections of the frozen waterfall the water exploding into 1 million tiny snowflakes from the top to the bottom I plan to come back here in the summer with my kids and I think they will really love it.

Must see if you are in the area! Two parking lots -- one in NY and one in MA. We did the NY one…read morewhich leads up up a gradual, pretty easy hill about 20min until you reach the falls. Looks like the MA lot -- you go down a steep, shorter hill to reach the falls. Along the way you'll pass by a stream and an array of Fall leaves. When you reach the falls, there were many people who climbed the little railing and took the rocky steps down to the falls. It's worth it -- as it's beautiful and a great picture spot. Dog friendly too!

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Bash Bish Falls
Bash Bish Falls
Bash Bish Falls

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Bear Mountain - Fall foliage

Bear Mountain

4.6(12 reviews)
21.7 km

I hiked this mountain on October 18, 2024. I hiked Bear Mountain trail. Bear mountain did not…read moredisappoint. The fall foliage was beautiful. So many yellows and oranges. The was one little fly that we seem to make friends with. The scrabbles were good and a nice mix up to the trail. The trail was well marked and maintained. We were able to stand on the CT/MA line. The trail was about 6.5 miles long.

As the tallest peak in Connecticut (2,300 ft.) Bear Mountain has to be one of my favorite CT hikes…read more There are several ways up to the summit, all of which are steep, long, and strenuous. On our most recent visit, we used Lion's Head. Although it's a bit longer than the Undermountain Trail, it's less vigorous and I think it has some really spectacular views. This is the perfect spot if you love panoramic overviews. From several lookouts, you can actually take in some great long-distance views. The southern part of Connecticut spreads out in front of you with the rolling Litchfield Hills to the south, Twin Lakes east, Massachusetts north-northeast, and surrounding mountainsides, farmland, woodlands, and small towns fill in the pieces of this picturesque puzzle (no western views). If you use Lion's head to reach the summit of Bear Mountain, it's a 6-mile round trip. As you near the top, the Appalachian Trail appears and is marked with white hash marks whereas the Lion's Head trail is marked by blue hash marks. Keep this in mind for your return trip or you be going off course! FYI: Park at the dirt parking lot on Bunker Hill Rd on the labeled "hiker parking" lot. All in all, the hike(s) up to Bear Mountain are tough and challenging even for the average day-hiker. With some patience, plenty of water and snacks, some determination and good company, Bear Mountain will be a great day-hike for any level. If you're feeling fancy, bring a bottle of wine and actual food and have a picnic at the summit. And if that still isn't enough, don't forget the journey's reward -- great overviews, Appalachian Trail access, title of hiking Connecticut's highest peaks, waterfalls, and woodlands.

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Bear Mountain - On the CT/MA line

On the CT/MA line

Bear Mountain
Bear Mountain

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Dennis Hill State Park - parks - Updated May 2026

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