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Bolton, New York

Looking for the best hiking in Bolton? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Bolton. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Hiking Spots in and near Bolton

  • Mendon, Vermont

    Hike to Killington Peak

    5.0
    3.4 mi
    The trail head (Bucklin Trail) is found a couple of miles up Wheelerville Road on the left. Wheerlerville is a dirt road that will be muddy in the spring and summer. The drive is long enough that you will think you did something wrong, but you haven't! the trail head will eventually pop up.The tr...
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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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  • 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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  • Glen Road, Vermont

    Hike the Lye Brook Falls Trail

    4.0
    4.7 mi / 938 ft gain
    The Lye Brook Falls Trail is a 4.7 mile hike through scenic trails just outside of Manchester Center, Vermont. The trail is open year-round, but the best time to go is during spring blooms or to see the fall colors. This hike is family friendly and fun for all ages. Dogs are allowed on this trail...
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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

    Hike to Noonmark Mountain

    5.0
    4.6 mi / 2300 ft gain
    This trail actually begins off an easement of private roads at the Ausable Club. From the main road, you will see the Register and signage showing 2.1 miles to Noonmark. Continue on a gravel road until an arrow directs you to take a right into the woods. Follow the Stimson Trail to the summit. Th...
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  • Lake Pleasant, New York

    Backpack to Cedar Lakes Lean-to #2 in the West Canada Lakes Wilderness

    5.3 mi / 705 ft gain
    Know before you go! It’s a bumpy road in and a bumpy road out so be sure your vehicle is ready to handle a long, winding dirt and rocky road back to the trail head. The road is approximately 7 miles to the trailhead starting on Jessup River Road off of State Route 30 in Speculator, NY. Follow Jes...
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  • Keene Valley, New York

    Hike Indian Head and Fish Hawk Cliffs

    4.3
    10.4 mi / 2000 ft gain
    At 10.4 mile long, this lengthy, but easy loop takes you to two ADK lower peaks. The views from Indian Head and Fish Hawk Cliffs will blow your mind away. I love stopping here every time I make my way to ADK. The colors are absolutely gorgeous in the fall. From the parking lot, take the lake road...
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  • Keene Valley, New York

    Hike to Gothics Mountain, Pyramid Peak, and Sawteeth Mountain via Beaver Meadow Falls

    4.0
    14.3 mi / 4900 ft gain
    Gothics Mountain is number 10 in height on the 46ers list, standing at 4,736 feet. Pyramid Peak stands at 4,550 feet, but because of it's location and closeness to Gothics, it is not considered one of the 46ers. Sawteeth is number 35 in height on the 46ers list, standing at 4,100 feet.This is a 1...
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  • Keene Valley, New York

    Hike to Mount Colvin and Blake Peak

    4.0
    14.6 mi / 4000 ft gain
    Mount Colvin and Blake Peak are located along the Colvin Range in the High Peaks Wilderness. Mount Colvin is number 39 on the 46er list, at 4,057 feet. Blake Peak is is number 43 on the list, at 3,960 feet, although new surveying methods discovered this summit just short of 4,000 feet, tradition ...
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  • Shaftsbury, Vermont

    Hike Around Lake Shaftsbury

    1.3 mi / 42 ft gain
    Lake Shaftsbury State Park is a small park in Southern Vermont between Bennington and Manchester. It is well-loved by locals as swimming spot in the summer, especially for families with kids.  Less well known is the nature trail that meanders around the perimeter of the lake. While only a mile in...
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  • Keene Valley, New York

    Hike Rooster Comb Mountain

    5.2 mi / 1795 ft gain
    Take in two unique views of the Adirondacks on one hike. Rooster Comb offers a great 5.2 mile round trip hike that gives you some unique vantage points. Starting from the parking lot you cross over a nice wooden bridge to the trail registry. Remember to sign in. Next you'll come up on a pond in w...
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  • Appalachian Trail, Vermont

    Hike to Thundering Brook Falls

    4.5
    0.4 mi / 29 ft gain
    The hike to Thundering Brook Falls is kid friendly and fun for the whole family. At only .4 miles roundtrip, this is an excellent quick workout. Dogs are allowed on this trail but must be kept on leash. This trail is hiked year-round but is best used in the spring, summer, or during fall colors. 
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  • Keene Valley, New York

    Climb Haystack, Basin & Saddleback

    18 mi
    This hike starts in the Garden Parking Lot in Keene Valley, NY. The Garden parking lot (operated by the town of Keene) costs $7 per day from late April through the end of October (2014 rate). An attendant is on duty 1 p.m.-7 p.m. Fridays and 7 a.m.-7 p.m. Saturdays, Sundays, and holidays. Town e...
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  • Hancock, Vermont

    Hike at Texas Falls Recreation Area

    5.0
    1 mi / 209 ft gain
    Directly across from the main parking area are the viewing access points of Texas Falls.  A footbridge crosses high above the flume and gorge, offering the best views.  Crossing the bridge, there are plenty of other great view points with wooden railings keeping you away from the steep drops.  ...
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  • Lake Placid, New York

    Hike to Avalanche Pass

    5.0
    10.4 mi
    Starting at the end of Adirondack Loj Road in the far right parking lot you will locate the trail register.  After signing in you will follow the Van Hovenberg trail.  At 1.0 mile you will reach a junction and turn left continuing an additional 1.3 miles to Marcy Dam.  From here there are views o...
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