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  • Poughkeepsie, New York

    Top Spots in and near Poughkeepsie

    • Stanfordville, New York

      Explore Wethersfield Estate & Gardens

      The Wethersfield Estate is a beautiful estate and property located less than 2 hours north of New York City. The gardens are expansive and extremely beautiful, open to the public each day from noon to 5pm (COVID-19 hours). Additionally, there are trails for horseback rides, carriage rides, dog-wa...
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    • Carmel Hamlet, New York

      Ninham Mountain Fire Tower

      5.0
      1.23 mi / 367 ft gain
      This is more of a stroll than a hike, which is nice because you can add it to another hike in the same day if you're in the area. From the dirt parking lot take the trail off to the right. Just stay straight and in about 15 minutes you'll see a huge fire tower (hard to miss). Feel free to climb a...
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    • Cold Spring, New York

      Photograph Indian Brook Falls

      2.8
      This is about as short a walk and as little effort as you can put in for a beautiful waterfall. You can barely call it a hike, but I'll list it as such since you do walk through the woods for 5 minutes. The trail is extremely well built, and is pretty easily accessible through the winter.The trai...
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    • New Windsor, New York

      Hike Jessup/West Ridge Loop via the Sweet Clover Trail

      10 mi / 1700 ft gain
      Schunnemunk Mountain State Park is one of my favorite parks.  It offers many trails and possibilities for different loops.  The attraction of Schunnemunk Mountain is the long double ridges running parallel to each other and amazing views in all directions.This hike starts at the Taylor Road parki...
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    • Kent, Connecticut

      Hike the Ridge Loop Trail, Macedonia Brook SP

      3.0
      For a quick weekend trip from Newport, RI, Macedonia Brook State Park had a lot to offer for its size. In three or four hours, with lunch, you can hike the 6.4 mile ridge trail and get some fresh air without having to hike on too busy of trails. The elevation gain is only around 700 ft, however, ...
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    • Cragsmoor, New York

      Sam's Point, Ice Cave Trail, Verkeerderkill Falls

      4.9
      6.99 mi / 1063 ft gain
      Located in Sam's Point Preserve, this hike has three major attractions – panoramic views from Sam's Point, mysterious and chilly Ice Caves, and a knee-weakening perch atop Verkeerderkill Falls. Pay attention to seasonal conditions before making this trip. Spring and early summer are best for see...
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    • Cragsmoor, New York

      Sam's Point Overlook to Ice Cave Trail

      3.47 mi / 584 ft gain
      Sam's Point Overlook to Ice Cave Trail is an out-and-back trail with scenic views near Lake Maratanza located near Ellenville, New York. This trail is dog friendly on-leash. 
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    • Philipstown, New York

      Hike the Osborn Loop

      7.6 mi / 850 ft gain
      The Osborn Loop trail itself is not a loop.  It connects to a 2.5 mile section of the Appalachian Trail.  Hiking these together creates the loop.  Start at the trail head for the Appalachian Trail on South Mountain Pass Road.  There is parking for two or three cars.  Walk up the road a short dist...
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    • Philipstown, New York

      Anthony's Nose via Appalachian Trail

      4.6
      1.95 mi / 682 ft gain
      Parking for the trail runs along both sides of 9D right up until the Bear Mountain Bridge. It can be busy on the weekends so just make sure you're as far off the road as you can and be especially careful unloading kids and dogs. The trailhead is located at approximately 41.322571, -73.975949 and ...
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    • Highland Falls, New York

      Popolopen Torne

      4.5
      1.18 mi / 531 ft gain
      Popolopen Torne is a hidden gem in the Hudson Valley, a surprisingly unknown trail with a beautiful payoff and a far deeper meaning. A short hike to the top puts you at the foot of a memorial to those who have served their country, a pile of painted rocks carried up by those who want to pay their...
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    • New Fairfield, Connecticut

      Hike Squantz Pond Trail

      2.2 mi / 321 ft gain
      The hike is rated as moderate and is accessible all year round. While it’s accessible during all seasons, the sights of the leaves changing colors in the autumn makes it an exceptionally beautiful time to do this hike. You’ll definitely want to snap some photos along the way of the foliage reflec...
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    • Kent, Connecticut

      Explore Kent Falls

      5.0
      0.75 mi / 250 ft gain
      Every now and then you need a day to rest those sore muscle from all your recent adventures. The only issue is, you don't want to sit around inside, you want to be outside. Insert a trip to Kent Fall State Park. The perfect rest adventure day.Located 1 hour and 45 minutes north of New York City i...
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    • Brewster, New York

      Fly Fish the East Branch of the Croton River

      If you're craving some time away from the bustle of everyday life to enjoy some silence, broken only by the babbling sound of water flowing over small boulders and the occasional crunching of leaves-- you'll find many spots along the Croton River to satisfy your desire for stillness.  The Croton...
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    • Bear Mountain, New York

      Hike Bald Mountain, Bear Mountain State Park

      4.7
      6.8 mi / 1080 ft gain
      From your starting point at the Bear Mountain Inn, go left along the Cornell Mine Trail. (This part can be a bit confusing, but go past the carousel to a shaded picnic area; that is where the trail starts.) You will go under a bridge and follow the trail until it takes a sharp left and descends t...
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    • Monroe, New York

      Hike the Jessup/Highlands/Long Path Trails

      7.8 mi / 500 ft gain
      This trails starts at a small park in Woodbury called Gonzaga Park.  Closed from mid-November to April, you are still able to park just outside the gate if that is the time of year you are hiking.  Three different trail names share this path.  The Jessup trail starts/end at Gonzaga Park and trave...
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    • Cortlandt, New York

      Hike the Camp Smith Trail

      4.5
      5.92 mi / 1759 ft gain
      This approximately 3-hour hike borders the Hudson River, and is one of the best in Westchester County. Start off at the parking area at the Bear Mountain Tollhouse, or at a small parking area farther up Bear Mountain Road, if you want a slightly shorter hike. The trail is fairly steep in places, ...
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