Hillsdale, New York
Looking for the best chillin in Hillsdale? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Hillsdale. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Chillin Spots in and near Hillsdale
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Simsbury, Connecticut
Hike to the Heublein Tower on Talcott Mountain
4.32.54 mi / 404 ft gainThe Heublien Tower Trail, located just inside the Talcott Mountain State Park entrance off of Route 185 in Simsbury CT, is a short 1.25 miles. While the hike isn't long, the first 1/3 of a mile is a steep incline that will get your heart pumping. The trail itself it very well kept, and although ...Read more -
Cohoes, New York
Capture a Sunset at the Colonie Town Park
5.0Not all adventures have to involve scaling crazy-steep mountains or paddling down intense white-water rapids. Some of the best adventures are the relaxing and mellow ones right in our backyards. When I cannot get into the woods every day, I go to the Colonie Town Park, just 10 minutes from my hou...Read more -
Phoenicia, New York
Camp at Woodland Valley
3.0If you are looking for a great campground up in the Catskill Mountains of New York then you definitely have to check out Woodland Valley Campgrounds. Located about 2 hours north of New York City, it is the perfect place to go to get off the grid. No service for about 30 minutes in any direction.T...Read more -
Schenectady, New York
Hike the Lisha Kill Preserve Loop
5.02.3 mi / 324 ft gainThis 2.3 mile loop trail is lightly trafficked and great for all skill levels. Starting out the trail register, you will see signs from The Nature Conservancy which manages the preserve. Descending down a hill with lots of exposed tree roots, you will then cross over the meandering Lisha Kill and...Read more -
Gardiner, New York
Hike the Overcliff - Undercliff Road Loop
5.3 mi / 350 ft gainFrom the West Trapps parking lot ($15 for hikers), walk to the end of the parking lot and past a large kiosk. The trail connects the parking lot to the Overcliff Road/Undercliff Road junction. The loop can be done in either direction. I turned left on the Overcliff Road. This takes you behind...Read more -
Big Indian, New York
Camp on Giant Ledge
4.51.5 mi / 975 ft gainGiant Ledge is a great hike in the Catskills if you are looking for something short, with incredible views, and camping options. There are not many hikes with better views then this in the Catskills, so why not spend as much time as possible up there? There are a few camping spots you can grab w...Read more -
Southington, Connecticut
Hike the Crescent Lake & Metacomet Trail Loop
4.02.4 mi / 269 ft gainThe hike to view Crescent Lake is peaceful. You can either walk through the woods where you will be blessed with natures finest birds and wildlife or you can take the trail along the lake edge. Both are similar distances and lead to the same hill at the end! Once you get to the top take a left on...Read more
