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Chestertown, New York

Top Spots in and near Chestertown

  • Bolton, New York

    Hike Cat & Thomas Mountains Preserve

    5.0
    5.8 mi
    There are a few ways to approach these two peaks. We chose to do a traverse using two vehicles.Starting at Edgecomb Pond Rd you will park along the road. There will be a sign and yellow discs directing you to the start of the trail. The first 0.4 miles is following a dirt road. You will then ...
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  • North Creek, New York

    Hike Gore Mountain

    5.0
    10 mi / 3040 ft gain
    You will start this hike following the blue blazed Schaefer trail. Though the sign shows 5.8 miles to the summit it is actually only 5.0 miles. Much of the way you follow Roaring Brook which has many waterfalls along the way. Just after the North Creek Reservoir you will get your first glance at...
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  • Johnsburg, New York

    Hike Crane Mountain

    4.5
    4.6 mi / 1100 ft gain
    At the trail register stay to your right at the fork in the trail. The left trail will be where you return. At approximately 0.5 miles you will reach an open ledge area, as you look up a rock cairn will mark where you pick up the trail. At 0.8 miles you will reach the first of two ladders to a...
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  • Fort Ann, New York

    Hike Shelving Rock Mountain

    3.4 mi / 650 ft gain
    The trailhead for Shelving Rock Mountain has enough room for about five cars but additional parking can be found on the road leading to it. Be sure to sign the log book and begin the hike by passing around the "stop" car barrier.The trail starts off following a small stream (on your right) but yo...
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  • Fort Ann, New York

    Hike to Shelving Rock Falls

    1 mi / 50 ft gain
    The hike to beautiful Shelving Rock Falls is only a half mile and well worth the side trip if visiting the east side of Lake George.  Shelving Rock Road, the road to the parking area, is long, winding, and unpaved, but maintained pretty well and passable in a sedan. You'll want to take the road a...
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  • Clemons, New York

    Hike to Black Mountain in Lake George, NY

    6.7 mi / 1046 ft gain
    Black Mountain is located on the Eastern side of Lake George and is the tallest mountain above Lake George. The trailhead is located on Pike Brook Road (off from Hulett's Rd, Route 6) in Clemons, NY. The parking area is about one mile up Pike Brook Road, on the right.This hike to Black Mountain i...
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  • Indian Lake, New York

    Hike to OK Slip Falls

    5.0
    6.4 mi
    Starting at the parking area you will walk 0.2 miles west on Route 28 to the north side of the road to locate the marked trailhead. After signing the trail register you will follow the the red marked trail approximately 0.5 miles to the first junction.  At the junction you will branch right and f...
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  • Ticonderoga, New York

    Hike to Lost Pond

    3.9 mi / 260 ft gain
    From the parking area, follow the trail from the back of the parking area. Very quickly you will hike up to a trail register. The trail is mostly flat with a few inclines and is very well beaten. There are also yellow plastic trail markers to keep you on track. After 1.4 miles you'll reach the ju...
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  • Hadley, New York

    Hike the Adirondack's Hadley Mountain

    5.0
    3.6 mi / 1545 ft gain
    Hadley Mountain historically has faced its share of forest fires. The fires left thin soil, leading to more exposed rock on this fairly quick, scenic hike. Due to the rockiness, when you're thinking about heading out for this hike, be sure to grab a sturdy pair of hiking boots or at least your st...
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  • Wells, New York

    Hike to Auger Falls

    4.0
    Augers Falls is a not so well kept secret in the Wells/Speculator area of the Adirondacks. It's usually not very crowded but the people that go to take it in come from far and wide. It's an easy family friendly hike (and that includes furry family, just keep them on leash) that offers some fantas...
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  • Indian Lake, New York

    Hike Snowy Mountain Fire Tower

    4.7
    7.5 mi / 2142 ft gain
    Snowy Mountain is the largest mountain in this region of the Adirondacks, and with a 2100'+ elevation gain over the 3.5 mile ascent is actually more work than some of the famed High Peaks. Going north on Rt 30, the parking lot is marked as Snowy Mountain on the right hand side. If you make it to ...
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  • Newcomb, New York

    Paddle the Essex Chain of Lakes

    Beginning in the Town of Newcomb, there is a sign for the Essex Chain of Lakes at the intersection of Route 28N and Pine Tree Road. Follow Pine Tree Road until you see a right for Goodnow Flow Road. Follow this road for 4.3 miles then take a right on Woody's Road. Take this road for 1.5 miles u...
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  • Speculator, New York

    Paddle the Sacandaga and Kunjamuk Rivers to Elm Lake

    The Sacandaga River is accessed via a hand launch at the Speculator Ball Field Parking Area in the town of Speculator, NY. Follow the Sacandaga River 1.5 miles until you reach Kunjamuk Bay. The Kunjamuk River begins further up the bay to the left.  Approximately 4 miles up river is Elm Lake. Padd...
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  • Newcomb, New York

    Hike Goodnow Mountain

    5.0
    3.9 mi / 1089 ft gain
    The trailhead is located on NY 28N and is marked by a white trailhead sign that you can't miss from the road. The highly used trail starts out fairly level, then at 0.5 miles begins to ascend steeply in some spots the rest of the way to the summit. The hike is 1.95 miles from the parking area to ...
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  • Lake Pleasant, New York

    Hike Pillsbury Mountain Fire Tower

    5.0
    Pillsbury Mountain is a fairly short but satisfying hike, ending with beautiful views of surrounding mountain ranges and lakes, and home to a defunct ranger station and fire tower. To get to the parking area within the Perkins Clearing wilderness area, head north on Route 30 out of Speculator and...
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  • Keene Valley, New York

    Backpack the Dix Range

    4.5
    17 mi
    Day 1The trail begins about a mile past the intersection of Rt. 73 and Rt. 9 just east of a bridge over the North Fork Boquet River. Note: this trail is unmarked, so be sure to have an accurate map of the area. I recommend going to The Mountaineer store in Keene Valley and asking one of the cler...
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Camping and Lodging in Chestertown

Lake George / Saratoga KOA Journey
Lake Luzerne, New York

Lake George / Saratoga KOA Journey

Lake Bomoseen KOA Holiday
Hubbardton, Vermont

Lake Bomoseen KOA Holiday

Moosalamoo Campground
Salisbury, Vermont

Moosalamoo Campground

Guides, Insights and Stories from Chestertown

Escape the City with a Road Trip in the Adirondacks

Escape the City with a Road Trip in the Adirondacks

Sara Sheehy